JAZL/ChemGist-CHON huggingface dataset:
Compound: PLUVIATILOL
SMILES: O1c2c(ccc(c2)[C@@H]3OC[C@@H]4[C@H]3CO[C@@H]4c5cc(OC)c(O)cc5)OC1
InChIKey: VBIRCRCPHNUJAS-FQZPYLGXSA-N
Synonyms: PLUVIATILOL, 28115-67-5, 4-((3R,3aS,6S,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro(3,4-c)furan-6-yl)-2-methoxyphenol, 4-[(3R,3aS,6S,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenol, RefChem:174938, CHEMBL2011539, SCHEMBL29477347, DTXSID001045651, BDBM50379793, Q15425255
Theoretical properties:
molecular_formula: C20H20O6
molecular_weight: 356.4 g/mol
exact_mass: 356.12598835 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 3
heavy_atom_count: 26
topological_polar_surface_area: 66.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chebi: A furofuran that is tetrahydro-1<em>H</em>,3<em>H</em>-furo[3,4-<em>c</em>]furan which is substituted at positions 1 and 4 by 4-hydroxy-3-methoxyphenyl and 1,3-benzodioxol-5-yl groups, respectively (the 1<i>S</i>,3a<i>R</i>,4<i>S</i>,6a<i>R</i> stereoisomer). The biosynthetic precursor of (+)-sesamin.
chembl: PLUVIATILOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Pluviatilol is a lignan. It is a Lindera obtusiloba isolate with anti-allergic activity.
Compound: 5,4'-dihydroxy-7,3'-dimethoxyflavone
SMILES: O=c1c2c(oc(c1)-c3cc(OC)c(O)cc3)cc(OC)cc2O
InChIKey: ROCUOVBWAWAQFD-UHFFFAOYSA-N
Synonyms: 5,4'-dihydroxy-7,3'-dimethoxyflavone, RefChem:51004, Velutin, 25739-41-7, Flavoyadorigenin B, 4',5-dihydroxy-3',7-dimethoxyflavone, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-4-one, 5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one, MFCD20260863, Luteolin 7,3'-dimethyl ether, CT1Q4E0I0W, 4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-, 4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methyoxyphenyl)-7-methoxy-, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-7-methoxy-chromen-4-one, UNII-CT1Q4E0I0W, 3',7-DIMETHYLLUTEOLIN, CHEMBL508292, orb1692258, SCHEMBL5804380, SCHEMBL29928535, BDBM84983, EX-A8002F, DTXSID90180421, CHEBI:177047, CHRYSOERIOL 7-METHYL ETHER, HY-N1098, AC8414, LMPK12111053, AKOS032948465, LUTEOLIN 3',7-DIMETHYL ETHER, EBC-618470, 4',5-dihydroxy-3',7-dimethoxy flavone, DA-78860, FV159582, MS-24605, SY252776, CS-0016385, DR 9606128, NS00134230, FLAVONE, 4',5-DIHYDROXY-3',7-DIMETHOXY-, Q15427946
Theoretical properties:
molecular_formula: C17H14O6
molecular_weight: 314.29 g/mol
exact_mass: 314.07903816 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 3
heavy_atom_count: 23
topological_polar_surface_area: 85.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Velutin is a dimethoxyflavone that is luteolin in which the hydroxy groups at positions 7 and 3' are replaced by methoxy groups. It has a role as an antioxidant, an antibacterial agent, an anti-allergic agent, a melanin synthesis inhibitor, an anti-inflammatory agent and a plant metabolite. It is a dimethoxyflavone and a dihydroxyflavone. It is functionally related to a 4',5,7-trihydroxy-3'-methoxyflavone.
chebi: A dimethoxyflavone that is luteolin in which the hydroxy groups at positions 7 and 3' are replaced by methoxy groups.
chembl: VELUTIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
Compound: Casticin
SMILES: O=c1c(OC)c(oc2c1c(O)c(OC)c(OC)c2)-c3cc(O)c(OC)cc3
InChIKey: PJQLSMYMOKWUJG-UHFFFAOYSA-N
Synonyms: Casticin, Vitexicarpin, 479-91-4, 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxychromen-4-one, Quercetagetin 3,6,7,4'-tetramethyl ether, 3',5-Dihydroxy-3,4',6,7-tetramethoxyflavone, 3,6,7,4'-Tetra-O-methyl-5,3'-dihydroxyflavone, DTXSID80197326, 753GT729OU, CHEBI:69355, 4H-1-Benzopyran-4-one, 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxy-, RefChem:31884, DTXCID90119817, 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxy-4H-chromen-4-one, 5,3'-dihydroxy-3,6,7,4'-tetramethoxyflavone, MFCD00210481, 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxy-4H-1-benzopyran-4-one, 5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-3,6,7-trimethoxy-chromen-4-one, Casticin(Vitexicarpin), Casticine, UNII-753GT729OU, Casticin (Standard), CASTICIN [USP-RS], Casticin, analytical standard, SCHEMBL382354, CHEMBL452767, orb1300219, orb3140354, SCHEMBL29926095, SCHEMBL30442880, HY-N0516R, WLZ4643, HMS5086J19, 3,6,7,4'-tetramethylquercetagetin, HY-N0516, LMPK12113010, s9288, AKOS015896773, AC-6085, CCG-268348, EBC-469094, FV73793, NCGC00482751-01, LS-14708, DB-050211, CS-0009055, 5,12-Dihydroxy-2,6,7,13-tetramethoxyflavone, Casticin, primary pharmaceutical reference standard, Q15228129, Casticin, United States Pharmacopeia (USP) Reference Standard, 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxy-4H-benzopyran-4-one, 9CI
Theoretical properties:
molecular_formula: C19H18O8
molecular_weight: 374.3 g/mol
exact_mass: 374.10016753 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 5
heavy_atom_count: 27
topological_polar_surface_area: 104 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 186 - 187 °C
Descriptions:
pubchem: Casticin is a tetramethoxyflavone that consists of quercetagetin in which the hydroxy groups at positions 3, 6, 7 and 4' have been replaced by methoxy groups. It has been isolated from Eremophila mitchellii. It has a role as an apoptosis inducer and a plant metabolite. It is a dihydroxyflavone and a tetramethoxyflavone. It is functionally related to a quercetagetin.
chebi: A tetramethoxyflavone that consists of quercetagetin in which the hydroxy groups at positions 3, 6, 7 and 4' have been replaced by methoxy groups. It has been isolated from <em>Eremophila mitchellii</em>.
chembl: CASTICIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Casticin is a methoxylated flavonol, meaning the core flavonoid structure has methyl groups attached. Found in Artemisia annua, the flavonoid has been shown to enhance the antimalarial activity of artemisinin though casticin itself has no direct antimalarial effects. It has been shown to have anti-mitotic activity. It is also found in Vitex agnus-castus.
Compound: (+)-Acutifolin A
SMILES: O=C1C=C[C@@]2(O)CC[C@H]([C@@]1(C2=O)CC=C(C)C)c3ccc(O)cc3
InChIKey: LDQGHYBYTNQNFR-VDGAXYAQSA-N
Synonyms: (+)-Acutifolin A, 350221-53-3, (1S,5S,8S)-5-hydroxy-8-(4-hydroxyphenyl)-1-(3-methylbut-2-enyl)bicyclo[3.3.1]non-3-ene-2,9-dione, (1S,5S,8S)-5-hydroxy-8-(4-hydroxyphenyl)-1-(3-methylbut-2-enyl)bicyclo(3.3.1)non-3-ene-2,9-dione, RefChem:67244, Acutifolin A, 723V8KX86A, UNII-723V8KX86A, Bicyclo(3.3.1)non-3-ene-2,9-dione, 5-hydroxy-8-(4-hydroxyphenyl)-1-(3-methyl-2-butenyl)-, (1R,5R,8R)-rel-(+)-, Rel-(+)-(1R,5R,8R)-5-hydroxy-8-(4-hydroxyphenyl)-1-(3-methyl-2-buten-1-yl)bicyclo(3.3.1)non-3-ene-2,9-dione, CHEBI:178217, DTXSID001045613, LMPK12020281, Q15410235
Theoretical properties:
molecular_formula: C20H22O4
molecular_weight: 326.4 g/mol
exact_mass: 326.15180918 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 24
topological_polar_surface_area: 74.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (+)-Acutifolin A is a ring assembly and an alkylbenzene.
wikipedia: Acutifolin A is bio-active isolate of the bark of Brosimum acutifolium, a Brazilian folk medicine ("Mururé").
Compound: Chrysoeriol
SMILES: O=c1c2c(oc(c1)-c3cc(OC)c(O)cc3)cc(O)cc2O
InChIKey: SCZVLDHREVKTSH-UHFFFAOYSA-N
Synonyms: Chrysoeriol, 491-71-4, Chryseriol, 3'-Methoxyapigenin, Luteolin 3'-methyl ether, 3'-O-Methylluteolin, Chrysoriol, 4',5,7-trihydroxy-3'-methoxyflavone, 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one, 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one, 3'-Methoxy-4',5,7-trihydroxyflavone, CRESOROL, Q813145M20, CHEBI:16514, DTXSID60197687, RefChem:32513, DTXCID20120178, 207-742-6, 3'-O-Methyluteolin, 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one, 5,7,4'-Trihydroxy-3'-methoxyflavone, MFCD00016780, 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone, CHEMBL214321, Chrysoeriol (>90%), 5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chromen-4-one, EINECS 207-742-6, BRN 0295004, Scoparol, Chrysoeriol?, CCRIS 9338, UNII-Q813145M20, 3''-Methoxyapigenin, Chrysoeriol (Scoparol), Chrysoeriol (Standard), Luteolin 3''-methyl ether, FLAVONE, 4',5,7-TRIHYDROXY-3'-METHOXY-, MLS001048958, SCHEMBL293757, orb1297426, SCHEMBL29411724, SCHEMBL30331803, cid_5280666, HMS2271C08, AC9701, BDBM50241084, LMPK12110799, NSC732318, 5,7,4'-trihydroxy 3-methoxyflavone, AKOS004110683, EBC-461054, FC20423, HY-121471R, NSC-732318, 3'-Methoxy-4',5,7-trihydroxyfl avone, 4',5,7-Trihydroxy-3'-methoxy-Flavone, NCGC00163527-01, 4'',5,7-trihydroxy-3''-methoxyflavone, MS-24322, SMR000386981, ST077089, SY252786, 2-(5-methoxy,7-dihydroxy-benzpyran-4-one, DB-333932, HY-121471, CS-0082151, NS00031865, 3?-METHOXY-4?,5,7-TRIHYDROXYFLAVONE, C04293, AH-214/21165012, EN300-17991263, SR-01000758948, Q2967432, SR-01000758948-3, 2-(5-methoxy,4-hydroxyphenyl)5,7-dihydroxy-benzpyran-4-one, 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one, 9CI, 3 inverted exclamation mark -Methoxy-4 inverted exclamation mark ,5,7-trihydroxyflavone
Theoretical properties:
molecular_formula: C16H12O6
molecular_weight: 300.26 g/mol
exact_mass: 300.06338810 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 22
topological_polar_surface_area: 96.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 330 - 331 °C
Descriptions:
pubchem: 4',5,7-trihydroxy-3'-methoxyflavone is the 3'-O-methyl derivative of luteolin. It has a role as an antioxidant, a metabolite and an antineoplastic agent. It is a monomethoxyflavone and a trihydroxyflavone. It is functionally related to a luteolin. It is a conjugate acid of a 4',5-dihydroxy-3'-methoxyflavon-7-olate(1-).
chebi: The 3'-<em>O</em>-methyl derivative of luteolin.
chembl: CHRYSOERIOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Chrysoeriol is a flavone, chemically the 3'-methoxy derivative of luteolin.
SMILES: O=C1N[C@@](OC)(C(=O)c2ccccc2)[C@@H]([C@@]13OC([C@@H](O)[C@@H](O)/C=C\C)=C(C3=O)C)O
InChIKey: FCGCMRDADMTJIM-LFDIKFNASA-N
Theoretical properties:
Physical properties:
Descriptions:
chebi: An alkaloid that is the 14-nor derivative of pseurotin A. Isolated from <em>Aspergillus sydowii</em>, it exhibits antibacterial, antileishmanial and anticancer activities.
chembl: 14-NORPSEUROTIN A is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
Compound: Xylopine
SMILES: O1c2c3-c4c(cc(OC)cc4)C[C@@H]5c3c(CCN5)cc2OC1
InChIKey: RFWCCZDSXIZJMF-CQSZACIVSA-N
Synonyms: Xylopine, 517-71-5, NNZ7TH999H, Xylopine, (-)-, 6abeta-Noraporphine, 9-methoxy-1,2-(methylenedioxy)-, (12R)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene, (7AR)-6,7,7A,8-TETRAHYDRO-10-METHOXY-5H-BENZO(G)-1,3-BENZODIOXOLO(6,5,4-DE)QUINOLINE, (12R)-16-methoxy-3,5-dioxa-11-azapentacyclo(10.7.1.02,6.08,20.014,19)icosa-1(20),2(6),7,14(19),15,17-hexaene, RefChem:906276, (-)-xylopine, CHEMBL452201, CHEBI:10083, AC1L4NQM, AC1Q6ZQZ, Anolobine, O-methyl-, UNII-NNZ7TH999H, orb1981751, SCHEMBL6686161, DTXSID70965975, HY-N9534, BDBM50633745, DA-59197, MS-24226, CS-0198409, C09670, E88996, Q15427929, 6A.BETA.-NORAPORPHINE, 9-METHOXY-1,2-(METHYLENEDIOXY)-, (7aR)-10-Methoxy-6,7,7a,8-tetrahydro-2H,5H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinoline, 10-Methoxy-6,7,7a,8-tetrahydro-2H,5H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinoline, (12R)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0?,?.0?,??.0??,??]icosa-1(20),2(6),7,14,16,18-hexaene, (12R)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0{2,6}.0{8,20}.0{14,19}]icosa-1(20),2(6),7,14(19),15,17-hexaene, 5H-BENZO(G)-1,3-BENZODIOXOLO(6,5,4-DE)QUINOLINE, 6,7,7A,8-TETRAHYDRO-10-METHOXY-, (7AR)-, 5H-BENZO(G)-1,3-BENZODIOXOLO(6,5,4-DE)QUINOLINE, 6,7,7A,8-TETRAHYDRO-10-METHOXY-, (R)-
Theoretical properties:
molecular_formula: C18H17NO3
molecular_weight: 295.3 g/mol
exact_mass: 295.12084340 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 1
heavy_atom_count: 22
topological_polar_surface_area: 39.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Xylopine is an aporphine alkaloid.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Xylopine is an antimicrobial benzylisoquinoline alkaloid.
Xylopine is a noraporphine alkaloid that occurs in Xylopia discreta
Compound: Annonamine
SMILES: O(c1c2-c3c(cccc3)C[C@@H]4c2c(CC[N+]4(C)C)cc1O)C
InChIKey: WWSQXPANNACSIL-OAHLLOKOSA-O
Synonyms: Annonamine, A6SLN2BW4T, 1404308-11-7, DTXSID701045614, 4H-Dibenzo(de,g)quinolinium, 5,6,6a,7-tetrahydro-2-hydroxy-1-methoxy-6,6-dimethyl-, (6aR)-, RefChem:112870, DTXCID401527538, UNII-A6SLN2BW4T, SCHEMBL30302479
Theoretical properties:
molecular_formula: C19H22NO2+
molecular_weight: 296.4 g/mol
exact_mass: 296.165053945 g/mol
formal_charge: 1
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 22
topological_polar_surface_area: 29.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Annonamine is a benzylisoquinoline alkaloid isolated from Annona muricata (commonly known as soursop, graviola, guanabana, paw-paw and sirsak), a plant commonly used in folk medicine by indigenous communities in Africa and South America.
Structurally, it contains an aporphine core featuring a quaternary ammonium group.
Compound: ethyl(1-phenylbutan-2-yl)amine
SMILES: N(C(Cc1ccccc1)CC)CC
InChIKey: KHWYSUBVXWWBRB-UHFFFAOYSA-N
Synonyms: ethyl(1-phenylbutan-2-yl)amine, 119486-07-6, DEPEA, N,alpha-DEPEA, N,alpha-diethylbenzeneethanamine, N,.ALPHA.-DEPEA, J426.840G, DTXSID501017073, Benzeneethanamine, N,alpha-diethyl-, N,.ALPHA.-DIETHYLBENZENEETHANAMINE, N-ETHYL-.ALPHA.-ETHYLPHENETHYLAMINE, BENZENEETHANAMINE, N,.ALPHA.-DIETHYL-, N-Ethyl-alpha-ethylphenethylamine, RefChem:821549, DTXCID901475271, 997-779-0, N-ethyl-1-phenylbutan-2-amine, EAPB, 2-Ethylamino-1-phenylbutane, 7V4PP58Q6T, UNII-7V4PP58Q6T, N,alpha-Diethylphenylethylamine, N,alpha-diethylphenethylamine, SCHEMBL22558398, CHEBI:190935, KHWYSUBVXWWBRB-UHFFFAOYSA-N, UEA48607, AKOS010037320, (+/-)-n-ethyl-1-phenyl-2-butylamine, PD046831, CS-0231048, NS00018432, EN300-106805, Q16634226, Z513799512
Theoretical properties:
molecular_formula: C12H19N
molecular_weight: 177.29 g/mol
exact_mass: 177.151749610 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 5
heavy_atom_count: 13
topological_polar_surface_area: 12 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (+/-)-n-ethyl-1-phenyl-2-butylamine is a member of amphetamines.
wikipedia: N,α-Diethylphenethylamine (DEPEA or NADEP), also known as 2-ethylamino-1-phenylbutane (EAPB) is a stimulant drug of the phenylisobutylamine (α-ethylphenethylamine) group. It is a close chemical analog of methamphetamine, which has been sold as a designer drug. It was originally patented by Knoll Pharma as one of several analogs for pharmaceutical applications. In animal models these analogs showed properties of cognitive enhancement and increased pain tolerance. Nevertheless, this class of compounds was never developed into a medicine.
Compound: Anonaine
SMILES: O1c2c3-c4c(cccc4)C[C@@H]5c3c(CCN5)cc2OC1
InChIKey: VZTUKBKUWSHDFM-CYBMUJFWSA-N
Synonyms: Anonaine, 1862-41-5, (-)-Annonaine, DTXSID00171865, CHEBI:76, (7ar)-6,7,7a,8-tetrahydro-5h-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinoline, (12R)-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene, (7aR)-6,7,7a,8-tetrahydro-5H-(1,3)benzodioxolo(6,5,4-de)benzo(g)quinoline, (12R)-3,5-dioxa-11-azapentacyclo(10.7.1.02,6.08,20.014,19)icosa-1(20),2(6),7,14,16,18-hexaene, RefChem:112916, DTXCID6094356, (-)-Anonaine, Anonain, 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline,6,7,7a,8-tetrahydro-, (7aR)-, CHEMBL401798, 5H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinoline, 6,7,7a,8-tetrahydro-, (R)-, (R)-6,7,7a,8-Tetrahydro-5H-[1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]benzo[g]quinoline, orb1684762, SCHEMBL15800856, SCHEMBL30049091, HY-N7227, BDBM50202322, AKOS040760272, EBC-615484, FS-7210, DA-68931, CS-0106667, C09339, E88868, Q15410275, (7aR)-6,7,7a,8-Tetrahydro-2H,5H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinoline, (R)-6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4'',5'':4,5]benzo[1,2,3-de]quinoline, 6,7,7a,8-Tetrahydro-5H-benzo[g][1,3]dioxolo[4'',5'':4,5]benzo[1,2,3-de]quinoline, (12R)-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14(19),15,17-hexaene, 3,5-Dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene
Theoretical properties:
molecular_formula: C17H15NO2
molecular_weight: 265.31 g/mol
exact_mass: 265.110278721 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 0
heavy_atom_count: 20
topological_polar_surface_area: 30.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (-)-annonaine is an aporphine alkaloid that exhibits anti-cancer, trypanocidal and antiplasmodial activites. It has a role as an antineoplastic agent, a trypanocidal drug and an antiplasmodial drug. It is an aporphine alkaloid, an oxacycle and an organic heteropentacyclic compound. It derives from a hydride of an aporphine.
chebi: An aporphine alkaloid that exhibits anti-cancer, trypanocidal and antiplasmodial activites.
chembl: ANONAINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Anonaine is a bioactive noraporphine, present in members of the plant families Magnoliaceae and Annonaceae It is named after the plant it was first extracted from, Annona reticulata, which is commonly known as Anona.
Compound: DTXSID101045654
SMILES: O(c1c2-c3c(cccc3)C[C@H]4c2c(CCN4)cc1O)C
InChIKey: NBDNEUOVIJYCGZ-ZDUSSCGKSA-N
Synonyms: DTXSID101045654, RefChem:560196, DTXCID401527576, (6aS)-1-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinoline-2-ol, (6aR)-1-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinolin-2-ol, 4H-Dibenzo(de,g)quinolin-2-ol, 5,6,6a,7-tetrahydro-1-methoxy-, (R)-, 6871-21-2, Asimilobine, (6aS)-1-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol, (+)-Asimilobine, CHEMBL389271, SCHEMBL29787879, Q15410262, (9S)-16-methoxy-10-azatetracyclo[7.7.1.0?,?.0??,??]heptadeca-1(17),2,4,6,13,15-hexaen-15-ol
Theoretical properties:
molecular_formula: C17H17NO2
molecular_weight: 267.32 g/mol
exact_mass: 267.125928785 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 1
heavy_atom_count: 20
topological_polar_surface_area: 41.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: ASIMILOBINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Asimilobine, also known as (R)-1-methoxy-2-hydroxynoraporphine, is a noraporphine alkaloid with various known pharmacological actions. It has been found to act as a selective biased partial agonist of the serotonin 5-HT2C receptor, with an EC50Tooltip half-maximal effective concentration of 308 nM and EmaxTooltip maximal efficacy of 86% for activation of Gq signaling and no β-arrestin2 recruitment. Conversely, asimilobine was inactive as an agonist of the serotonin 5-HT2A and 5-HT2B receptors, but did show weak antagonism of these receptors at very high concentrations (IC50Tooltip half-maximal inhibitory concentration = >10,000 nM). Derivatives and analogues of asimilobine with more potent serotonin 5-HT2C receptor agonism, such as 11-chloroasimilobine, have been studied and described. In addition, derivatives with dual highly potent serotonin 5-HT2A and 5-HT2C receptor agonism, such as 11-methoxyasimilobine, have been described.

Although asimilobine is inactive as an agonist of the serotonin 5-HT2A and 5-HT2C receptors, the racemic form of the compound has been found to act as an agonist of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors, with EC50 (Emax) values of 318 nM (55%), 794 nM (25%), and 51 nM (94%), respectively. The 1-propoxy homologue shows more potent serotonin 5-HT2A and 5-HT2B receptor agonism and less potent serotonin 5-HT2C receptor agonism (EC50 (Emax) = 43 nM (91%), 53 nM (81%), and 197 nM (98%), respectively).
Compound: Arisugacin A
SMILES: O=c1oc(-c2cc(OC)c(OC)cc2)cc3c1C[C@]4(O)[C@]5(C(=O)C=CC([C@]5(O)CC[C@]4(O3)C)(C)C)C
InChIKey: MIHBCQWIBJDVPX-JUDWXZBOSA-N
Synonyms: Arisugacin A, 167114-89-8, CHEBI:65435, DTXSID401045615, (4aR,6aR,12aS,12bS)-9-(3,4-dimethoxyphenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-4a,6,6a,12,12a,12b-hexahydro-4H,11H-benzo[f]pyrano[4,3-b]chromene-1,11(5H)-dione, (1S,2S,7R,10R)-14-(3,4-dimethoxyphenyl)-1,7-dihydroxy-2,6,6,10-tetramethyl-11,15-dioxatetracyclo(8.8.0.02,7.012,17)octadeca-4,12(17),13-triene-3,16-dione, (1S,2S,7R,10R)-14-(3,4-dimethoxyphenyl)-1,7-dihydroxy-2,6,6,10-tetramethyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-4,12(17),13-triene-3,16-dione, (4aR,6aR,12aS,12bS)-9-(3,4-Dimethoxyphenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-4a,6,6a,12,12a,12b-hexahydro-4H,11H-benzo(f)pyrano(4,3-b)chromene-1,11(5H)-dione, RefChem:114073, DTXCID101527539, 3-(3,4-dimethoxyphenyl)-7a,11b-dihydroxy-1,5a,6,7,7a,8,11,11a,11b,12-decahydro-2,5-dioxatetraphene-1,11-dione, CHEMBL283509, arisugacin, orb2943042, SCHEMBL29711677, SCHEMBL29711678, BDBM50089619, PD139832, (3,4-dimethoxyphenyl)-dihydroxy-tetramethyl-[?]dione, Q15410265, 9-(3,4-Dimethoxy-phenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-4a,6,6a,12,12a,12b-hexahydro-4H,5H-7,10-dioxa-benzo[a]anthracene-1,11-dione
Theoretical properties:
molecular_formula: C28H32O8
molecular_weight: 496.5 g/mol
exact_mass: 496.20971797 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 3
heavy_atom_count: 36
topological_polar_surface_area: 112 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Arisugacin A is an organic heterotetracyclic compound that is 4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-4a,6,6a,12,12a,12b-hexahydro-4H,11H-benzo[f]pyrano[4,3-b]chromene-1,11(5H)-dione substituted by 3,4-dimethoxyphenyl group at position 9 (the 4aR,6aR,12aS,12bS steroisomer). Isolated from the culture broth of Penicillium, it acts as a selective inhibitor of acetylcholinesterase. It has a role as a metabolite, an antimicrobial agent, an EC 3.1.1.7 (acetylcholinesterase) inhibitor and a Penicillium metabolite. It is a delta-lactone, a tertiary alcohol, an aromatic ether, an organic heterotetracyclic compound and an enone.
chebi: An organic heterotetracyclic compound that is 4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-4a,6,6a,12,12a,12b-hexahydro-4<em>H</em>,11<em>H</em>-benzo[<em>f</em>]pyrano[4,3-<em>b</em>]chromene-1,11(5<em>H</em>)-dione substituted by 3,4-dimethoxyphenyl group at position 9 (the 4a<i>R</i>,6a<i>R</i>,12a<i>S</i>,12b<em>S</em> steroisomer). Isolated from the culture broth of <em>Penicillium</em>, it acts as a selective inhibitor of acetylcholinesterase.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Arisugacin A is an orally active acetylcholinesterase inhibitor.