JAZL/ChemGist-CHON huggingface dataset:
Compound: Acridorex
SMILES: n1c2c(c(CCNC(Cc3ccccc3)C)c4c1cccc4)cccc2
InChIKey: SZSWKYIWACGNDZ-UHFFFAOYSA-N
Synonyms: Acridorex, 47487-22-9, Acridorexum, B. S. 7573-a, B.S. 7573-a, 7SGV5HQH8B, BS-7573-A, NSC-169433, RefChem:1090804, N-(1-Methyl-2-phenylethyl)-9-acridineethanamine, Acridorex [INN], 9-Acridineethanamine, N-(1-methyl-2-phenylethyl)-, 9-(2-((alpha-Methylphenethyl)amino)ethyl)acridine, 9-{2-((alpha-Methylphenethyl)amino)ethyl}acridine, UNII-7SGV5HQH8B, BS 7573-a, N-(2-acridin-9-ylethyl)-1-phenylpropan-2-amine, NSC169433, NSC 169433, SCHEMBL2109234, CHEMBL2105932, DTXSID30866131, HY-164022, CS-1097708, NS00125491, N-[2-(Acridin-9-yl)ethyl]-1-phenylpropan-2-amine, Q19595771, 9-(2-((.ALPHA.-METHYLPHENETHYL)AMINO)ETHYL)ACRIDINE
Theoretical properties:
molecular_formula: C24H24N2
molecular_weight: 340.5 g/mol
exact_mass: 340.193948774 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 6
heavy_atom_count: 26
topological_polar_surface_area: 24.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: ACRIDOREX is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Acridorex (INN; BS 7573a) is an amphetamine which was investigated as an anorectic but does not appear to have ever been marketed.
Compound: Oxifentorex
SMILES: [O-][N+](C(Cc1ccccc1)C)(Cc2ccccc2)C
InChIKey: LXPCOISGJFXEJE-UHFFFAOYSA-N
Synonyms: Oxifentorex, 4075-88-1, N-benzyl-N-methyl-1-phenylpropan-2-amine oxide, 55W3209M28, N-Benzyl-N,alpha-dimethylphenethylamine N-oxide, Oxifentorexum, Oxifentorex [INN:DCF], UNII-55W3209M28, OXIFENTOREX [INN], SCHEMBL1812850, CHEMBL2107218, DTXSID60863315, NS00123347, N-Benzyl-N-methyl-1-phenylpropan-2-amine N-oxide, Q19598314, N-BENZYL-N,.ALPHA.-DIMETHYLPHENETHYLAMINE N-OXIDE, N-BENZYL-N,.ALPHA.-DIMETHYLPHENETHYLAMINE N-OXIDE, (+/-)-
Theoretical properties:
molecular_formula: C17H21NO
molecular_weight: 255.35 g/mol
exact_mass: 255.162314293 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 5
heavy_atom_count: 19
topological_polar_surface_area: 18.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: OXIFENTOREX is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Oxifentorex (INN) is an amphetamine described as an anorectic which does not appear to have ever been marketed.
Compound: 4-hydroxybutanal
SMILES: O=CCCCO
InChIKey: PIAOXUVIBAKVSP-UHFFFAOYSA-N
Synonyms: 4-hydroxybutanal, 4-Hydroxybutyraldehyde, 25714-71-0, Butanal, 4-hydroxy-, 8T59P1Q6NO, DTXSID1067128, RefChem:99298, DTXCID0037368, 247-205-3, MFCD00082183, 4-hydroxy-butanal, EINECS 247-205-3, Aspirin Impurity 27, gamma-hydroxy butyraldehyde, UNII-8T59P1Q6NO, SCHEMBL58605, SCHEMBL58606, SCHEMBL462681, SCHEMBL2638659, SCHEMBL7106358, SCHEMBL12614676, FH139266, SY096729, NS00027948, EN300-86333, Q19597550
Theoretical properties:
molecular_formula: C4H8O2
molecular_weight: 88.11 g/mol
exact_mass: 88.052429494 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 6
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: γ-Hydroxybutyraldehyde is the organic compound with the formula HOCH2CH2CH2CHO.  It is a colorless liquid.  The compound occurs in nature and is produced commercially.
Compound: Lanierone
SMILES: O=C1C(O)=CC(C)(C)C=C1C
InChIKey: GKOBUKITZSFCJC-UHFFFAOYSA-N
Synonyms: Lanierone, 2-hydroxy-4,4,6-trimethylcyclohexa-2,5-dien-1-one, DTXSID201031959, 28750-52-9, RefChem:924507, DTXCID201516957, 2-hydroxy-4,4,6-trimethyl-2,5-cyclohexadien-1-one, SCHEMBL1301789, GKOBUKITZSFCJC-UHFFFAOYSA-N, 2-Hydroxy-4,4,6-trimethyl-2,5-cyclohexadienone, 2-Hydroxy-4,4,6-trimethylcyclohexa-2,5-dienone, 4,4,6-Trimethyl-2-hydroxycyclohexa-2,5-diene-1-one, Q19597672, 2,5-Cyclohexadien-1-one, 2-hydroxy-4,4,6-trimethyl-, InChI=1/C9H12O2/c1-6-4-9(2,3)5-7(10)8(6)11/h4-5,10H,1-3H
Theoretical properties:
molecular_formula: C9H12O2
molecular_weight: 152.19 g/mol
exact_mass: 152.083729621 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 11
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Lanierone is a pheromone emitted by the pine engraver and an odorous volatile component of saffron.
Compound: 2-OCTYNE
SMILES: C(#CC)CCCCC
InChIKey: QCQALVMFTWRCFI-UHFFFAOYSA-N
Synonyms: 2-OCTYNE, Oct-2-yne, 2809-67-8, Methylpentylacetylene, n-C5H11C.$.CCH3, YP28K987X2, EINECS 220-553-3, DTXSID10182366, RefChem:88881, DTXCID20104857, InChI=1/C8H14/c1-3-5-7-8-6-4-2/h3,5,7-8H2,1-2H, QCQALVMFTWRCFI-UHFFFAOYSA-N, MFCD00027302, 80652-33-1, 2-Octyne, 97%, Amylmethylacetylene, n-C5H11C.equiv.CCH3, SCHEMBL38916, SCHEMBL55920, SCHEMBL291390, SCHEMBL344258, UNII-YP28K987X2, SCHEMBL2120204, SCHEMBL2910902, SCHEMBL3928014, SCHEMBL5114124, SCHEMBL5167023, SCHEMBL6184484, AKOS015841152, DB-047337, NS00028421, O0125, D91805, F162802, Q15718328
Theoretical properties:
molecular_formula: C8H14
molecular_weight: 110.20 g/mol
exact_mass: 110.109550447 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 0
rotatable_bond_count: 3
heavy_atom_count: 8
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: 2-Octyne, also known as methylpentylethyne and oct-2-yne, is a type of alkyne with a triple bond at its second carbon (the '2-' indicates the location of the triple bond in the chain). Its formula is C8H14. Its density at 25 °C and otherwise stable conditions is 0.759 g/ml. The boiling point is 137 °C. The average molar mass is 110.20 g/mol.
It is formed by isomerization of 1-octyne catalyzed by a YbII complex.
Compound: 1,5-DIHYDROXYNAPHTHALENE
SMILES: Oc1c2c(c(O)ccc2)ccc1
InChIKey: BOKGTLAJQHTOKE-UHFFFAOYSA-N
Synonyms: 1,5-DIHYDROXYNAPHTHALENE, 83-56-7, 1,5-Naphthalenediol, Oxidation Base, Durafur Developer E, CI 76625, C.I. 76625, DTXSID2052574, NSC-7202, P25HC23VH6, DTXCID9031147, RefChem:73484, 201-487-4, naphthalene-1,5-diol, 1,5-Dihydroxy naphthalene, 1,5-Dihydroxynapthalene, MFCD00003980, 1,5-dihydroxynaphtalene, NSC 7202, EINECS 201-487-4, BRN 2044951, UNII-P25HC23VH6, AI3-16636, 1,5-DIHYDROXYNAPHTHALINE, 1,5-Naphthalindiol, 1.5-naphthalenediol, 1,5-dihydroxy-naphthalene, EC 201-487-4, SCHEMBL28327, 4-06-00-06554 (Beilstein Handbook Reference), BIDD:GT0202, CHEMBL204658, orb2893266, orb3139103, SCHEMBL2145668, SCHEMBL5031421, SCHEMBL6631055, SCHEMBL6631223, 1,5-NAPHTHOHYDROQUINONE, SCHEMBL29351230, 1,5-Dihydroxynaphthalene, 97%, BDBM36287, NSC7202, Tox21_303746, SBB059460, STL290515, AKOS005287408, EBC-153102, FN67456, CAS-83-56-7, NCGC00357051-01, AC-11727, AS-12844, SY014336, CS-0015800, D0590, NS00005084, ST45053928, EN300-52581, D72512, F216672, Q19842073, F0001-2128, Z276600344, InChI=1/C10H8O2/c11-9-5-1-3-7-8(9)4-2-6-10(7)12/h1-6,11-12, 1,5-Dihydroxynaphthaline; 1,5-Naphthohydroquinone; C.I. 76625; Durafur Developer E; NSC 7202; Oxidation Base
Theoretical properties:
molecular_formula: C10H8O2
molecular_weight: 160.17 g/mol
exact_mass: 160.052429494 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 12
topological_polar_surface_area: 40.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Solubility in water, g/100ml at 20 °C: 0.06
flash_point: 252 °C
vapor_pressure: 0.00000715 [mmHg]
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 1,5-Dihydroxynaphthalene is an organic compound with the formula C10H6(OH)2.  It is one of several isomers of dihydroxynaphthalene.  A white solid, degraded samples often appear grey to light brown solid  that are soluble in polar organic solvents.  It is a precursor to certain dyes.
Compound: 143508-76-3
SMILES: O1c2c(c3c(n(C)cc3CCN)cc2)CCC1
InChIKey: CCGPJPFGXFZHAJ-UHFFFAOYSA-N
Synonyms: 143508-76-3, CP 132484, CP-132484, DTXSID00162450, CP132484, 3,7,8,9-Tetrahydro-3-methylpyrano(3,2-e)indole-1-ethanamine, 3,7,8,9-Tetrahydro-3-methylpyrano[3,2-e]indole-1-ethanamine, RefChem:910765, DTXCID4084941, CP-132,484, 1-(2-Aminoethyl)-3-methyl-8,9-dihydropyrano(3,2-e)indole, CHEMBL25800, F7483B89JC, Pyrano[3,2-e]indole-1-ethanamine, 3,7,8,9-tetrahydro-3-methyl-, PDSP1_001386, 2-(3-methyl-8,9-dihydro-7H-pyrano[3,2-e]indol-1-yl)ethanamine, UNII-F7483B89JC, orb1738824, SCHEMBL3096344, SCHEMBL30389815, BDBM50003037, PDSP2_001370, Q19596526, Pyrano(3,2-e)indole, 1-(2-aminoethyl)-3-methyl-8,9-dihydro-, 2-(3-Methyl-3,7,8,9-tetrahydro-pyrano[3,2-e]indol-1-yl)-ethylamine, 2-(3-Methyl-3,7,8,9-tetrahydropyrano[3,2-e]indol-1-yl)ethan-1-amine
Theoretical properties:
molecular_formula: C14H18N2O
molecular_weight: 230.31 g/mol
exact_mass: 230.141913202 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 2
heavy_atom_count: 17
topological_polar_surface_area: 40.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Substituted tryptamines, or simply tryptamines, also known as serotonin analogues (i.e., 5-hydroxytryptamine analogues), are organic compounds which may be thought of as being derived from tryptamine itself. The molecular structures of all tryptamines contain an indole ring system, joined to an amino (NH2) group via an ethyl (−CH2–CH2−) sidechain. In substituted tryptamines, the indole ring, sidechain, and/or amino group are modified by substituting another group for one of the hydrogen (H) atoms.
Well-known tryptamines include serotonin, an important neurotransmitter, and melatonin, a hormone involved in regulating the sleep-wake cycle. Tryptamine alkaloids are found in fungi, plants and animals; and sometimes used by humans for the neurological or psychotropic effects of the substance. Prominent examples of tryptamine alkaloids include psilocybin (from "psilocybin mushrooms") and DMT. In South America, dimethyltryptamine is obtained from numerous plant sources, like chacruna, and it is often used in ayahuasca brews. Many synthetic tryptamines have also been made, including the migraine drug sumatriptan, and psychedelic drugs. A 2022 study has found the variety of tryptamines present in wild mushrooms may affect the therapeutic impact.
The tryptamine structure, in particular its indole ring, may be part of the structure of some more complex compounds, for example cyclized tryptamines like LSD, ibogaine, harmaline, mitragynine and yohimbine. A thorough investigation of dozens of tryptamine compounds was published by Alexander Shulgin and Ann Shulgin in 1997 under the title TiHKAL (Tryptamines I Have Known and Loved).
Compound: 1-METHYLPSILOCIN
SMILES: Oc1c2c(n(C)cc2CCN(C)C)ccc1
InChIKey: MZZRFEIDRWKTKJ-UHFFFAOYSA-N
Synonyms: 1-METHYLPSILOCIN, 1465-16-3, 3-[2-(DIMETHYLAMINO)ETHYL]-1-METHYLINDOL-4-OL, 65MKC68UST, CHEMBL197664, 1H-Indol-4-ol, 3-[2-(dimethylamino)ethyl]-1-methyl-, 3-(2-(Dimethylamino)ethyl)-1-methyl-indol-4-ol, 3-(2-(Dimethylamino)ethyl)-1-methyl-1H-indol-4-ol, 3-[2-(Dimethylamino)ethyl]-1-methyl-1H-indol-4-ol, UNII-65MKC68UST, 3-(2-Dimethylamino-ethyl)-1-methyl-1H-indol-4-ol, orb1704775, SCHEMBL12558828, SCHEMBL29511842, DTXSID40658761, BDBM50171261, AKOS024457385, MS-32726, PD070274, DB-378522, HY-103106, Q19597906
Theoretical properties:
molecular_formula: C13H18N2O
molecular_weight: 218.29 g/mol
exact_mass: 218.141913202 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 16
topological_polar_surface_area: 28.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 1-Methylpsilocin (developmental code name CMY or CMY-16), also known as 1-methyl-4-hydroxy-N,N-dimethyltryptamine (1-Me-4-HO-DMT), is a serotonin receptor agonist and putative psychedelic drug of the tryptamine and 4-hydroxytryptamine families related to psilocin. It is the 1-methyl derivative of psilocin. The drug shows much greater selectivity as a serotonin 5-HT2C receptor agonist than psilocin, but still robustly induces psychedelic-like effects in animals, albeit with lower potency.
Compound: Lespedamine
SMILES: O(n1c2c(cccc2)c(c1)CCN(C)C)C
InChIKey: DXTZTYQDNUHCAB-UHFFFAOYSA-N
Synonyms: Lespedamine, RefChem:152907, 2-(1-methoxyindol-3-yl)-N,N-dimethylethanamine, 6W73QAN9CK, 4335-93-7, UNII-6W73QAN9CK, 2-(1-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine, 1-Methoxy-N,N-dimethyl-1H-indole-3-ethanamine, 1H-Indole-3-ethanamine, 1-methoxy-N,N-dimethyl-, SCHEMBL7500287, DTXSID601031963, 3-(dimethylaminoethyl)-1-methoxyindole, Q21099562
Theoretical properties:
molecular_formula: C13H18N2O
molecular_weight: 218.29 g/mol
exact_mass: 218.141913202 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 4
heavy_atom_count: 16
topological_polar_surface_area: 17.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Lespedamine, also known as 1-methoxy-N,N-dimethyltryptamine (1-methoxy-DMT or 1-MeO-DMT), is an indole alkaloid and substituted tryptamine present in the plant Lespedeza bicolor. The alkaloid bears a close structural resemblance to the psychedelic alkaloid dimethyltryptamine (DMT) and it was speculated by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known and Loved) that it might be psychoactive. No reports on lespedamine's biological activity are known to have been published. Lespedamine is not an explicitly controlled substance in the United States, but may be considered a Schedule I controlled substance in this country as it is a positional isomer of 5-MeO-DMT.
Compound: WB 4101
SMILES: O1c2c(OCC1CNCCOc3c(OC)cccc3OC)cccc2
InChIKey: GYSZUJHYXCZAKI-UHFFFAOYSA-N
Synonyms: WB 4101, WB4101, (2-(2',6'-Dimethoxy)phenoxyethylamino)methylbenzo-1,4-dioxane, E9H51OIT2B, (2-(2',6'-Dimethoxy)phenoxyethylamino)methylbenzodioxan, DTXSID1043885, CHEBI:64098, N-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-2-(2,6-dimethoxyphenoxy)ethanamine, RefChem:934188, DTXCID9023885, N-(2-(2,6-dimethoxyphenoxy)ethyl)-2,3-dihydro-1,4-benzodioxin-2-methanamine, hydrochloride, WB-4101, 613-67-2, CHEMBL25554, N-(2-(2,6-Dimethoxyphenoxy)ethyl)-2,3-dihydro-1,4-benzodioxin-2-methanamine, WB-4101 HCL, 1,4-Benzodioxin-2-methanamine, N-(2-(2,6-dimethoxyphenoxy)ethyl)-2,3-dihydro-, N-(2,3-dihydro-1,4-benzodioxin-3-ylmethyl)-2-(2,6-dimethoxyphenoxy)ethanamine, N-((2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methyl)-2-(2,6-dimethoxyphenoxy)ethan-1-amine, MLS000859914, Spectrum_001815, SMR000326775, Spectrum2_001575, Spectrum3_000785, Spectrum4_001213, Spectrum5_001831, UNII-E9H51OIT2B, Lopac0_000335, BSPBio_002490, GTPL499, KBioGR_001646, KBioSS_002313, SCHEMBL800982, SPBio_001510, BDBM69602, KBio2_002311, KBio2_004879, KBio2_007447, KBio3_001710, cid_11957505, EX-A15362, CCG-204430, SDCCGSBI-0050323.P002, NCGC00015318-03, NCGC00015318-04, NCGC00015318-05, NCGC00015318-07, NCGC00024893-02, NCGC00024893-03, DA-59124, L000625, WB-4101, (+/-)-, BRD-A01493904-003-02-2, BRD-A01493904-003-05-5, BRD-A01493904-003-12-1, Q21098843, 2,3-dihydro-1,4-benzodioxin-3-ylmethyl-[2-(2,6-dimethoxyphenoxy)ethyl]amine;hydrochloride, N-[(2,3-Dihydro-1,4-benzodioxin-2-yl)methyl]-2-(2,6-dimethoxyphenoxy)ethan-1-amine
Theoretical properties:
molecular_formula: C19H23NO5
molecular_weight: 345.4 g/mol
exact_mass: 345.15762283 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 8
heavy_atom_count: 25
topological_polar_surface_area: 58.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: N-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-2-(2,6-dimethoxyphenoxy)ethanamine is a benzodioxine that is 2,3-dihydro-1,4-benzodioxine bearing a [(2',6'-dimethoxyphenoxy)ethylamino]methyl group at position 2. An alpha1A-adrenergic selective antagonist. It has a role as an alpha-adrenergic antagonist. It is an aromatic ether, a secondary amino compound and a benzodioxine. It is a conjugate base of a N-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-2-(2,6-dimethoxyphenoxy)ethanaminium(1+).
chebi: A benzodioxine that is 2,3-dihydro-1,4-benzodioxine bearing a [(2',6'-dimethoxyphenoxy)ethylamino]methyl group at position 2. An α1A-adrenergic selective antagonist.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: WB-4101 is a compound which acts as an antagonist at the α1B-adrenergic receptor. It was one of the first selective antagonists developed for this receptor and was invented in 1969, but is still commonly used in research into adrenergic receptors, especially as a lead compound from which to develop more selective drugs.
Compound: Norbuprenorphine Glucuronide
SMILES: O=C(O)[C@H]1O[C@@H](Oc2c3O[C@H]4[C@]5(OC)[C@@H]([C@](O)(C(C)(C)C)C)C[C@]6([C@]74c3c(C[C@H]6NCC7)cc2)CC5)[C@H](O)[C@H]([C@@H]1O)O
InChIKey: OOLGGESLZHGXGC-TXYLTYGDSA-N
Synonyms: Norbuprenorphine Glucuronide, Norbuprenorphine 3-glucuronide, UNII-YPZ2R0PR50, YPZ2R0PR50, Norbuprenorphine 3-beta-D-Glucuronide, beta-D-Glucopyranosiduronic acid, (5alpha,7alpha)-4,5-epoxy-18,19-dihydro-7-((1S)-1-hydroxy-1,2,2-trimethylpropyl)-6-methoxy-6,14-ethenomorphinan-3-yl, NORBUPRENORPHINE 3-.BETA.-D-GLUCURONIDE, .BETA.-D-GLUCOPYRANOSIDURONIC ACID, (5.ALPHA.,7.ALPHA.)-4,5-EPOXY-18,19-DIHYDRO-7-((1S)-1-HYDROXY-1,2,2-TRIMETHYLPROPYL)-6-METHOXY-6,14-ETHENOMORPHINAN-3-YL, RefChem:166560, 469887-29-4, Norbuprenorphine 3-ss-D-Glucuronide, Norbuprenorphine 3-b-D-Glucuronide (~90%), Norbuprenorphine 3-?-D-Glucuronide, CHEBI:183937, DTXSID401023512, Norbuprenorphine 3-beta-D-Glucuronide (1mg/ml in Acetonitrile), Norbuprenorphine 3-beta-D-Glucuronide (1mg/ml in Acetonitrile) (DISCONTINUED), (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(1S,2S,6R,14R,15R,16R)-16-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-yl]oxy]oxane-2-carboxylic acid
Theoretical properties:
molecular_formula: C31H43NO10
molecular_weight: 589.7 g/mol
exact_mass: 589.28869657 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 11
rotatable_bond_count: 6
heavy_atom_count: 42
topological_polar_surface_area: 167 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Norbuprenorphine glucuronide is a glycoside.
wikipedia: Norbuprenorphine-3-glucuronide (N3G) is a major active metabolite of the opioid modulator buprenorphine. It has affinity for the κ-opioid receptor (Ki = 300 nM) and the nociceptin receptor (Ki = 18 μM), but not for the μ- or δ-opioid receptors. Whether N3G acts as an agonist or antagonist of each of the former two respective sites has yet to be determined. In animals, N3G has been found to produce sedation, decreased locomotion, and a small amount of antinociception, properties which are consistent with the effects of κ-opioid receptor agonists. In addition, N3G has been found to reduce tidal volume but not respiratory rate. Unlike norbuprenorphine, but similarly to buprenorphine and buprenorphine-3-glucuronide, N3G is not a substrate for P-glycoprotein. However, due to its highly hydrophilic nature, N3G nonetheless passes the blood-brain-barrier in only very small amounts.
Compound: Buprenorphine 3-Glucuronide
SMILES: O=C(O)[C@H]1O[C@@H](Oc2c3O[C@H]4[C@]5(OC)[C@@H]([C@](O)(C(C)(C)C)C)C[C@]6([C@]74c3c(C[C@H]6N(CC8CC8)CC7)cc2)CC5)[C@H](O)[C@H]([C@@H]1O)O
InChIKey: CZULHKGIAJASAA-WWIHBJMFSA-N
Synonyms: Buprenorphine 3-Glucuronide, 101224-22-0, L7FYM9GI97, Buprenorphine-3-O-glucuronide, Buprenorphine Glucuronide, RefChem:917717, (2S,3S,4S,5R,6S)-6-[[(1S,2S,6R,14R,15R,16R)-5-(cyclopropylmethyl)-16-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid, Buprenorphine-3-Beta-D-glucuronide, UNII-L7FYM9GI97, Buprenorphine beta-D-Glucuronide (100ug/ml in Methanol), Buprenorphine 3-beta-D-Glucuronide, B-3-G, Buprenorphine 3-beta-D-Glucuronide; Buprenorphine 3-glucuronide; Buprenorphine 3-ss-D-glucuronide; Buprenorphine glucuronide; (5a,7a)-17-(Cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-7-[(1S)-1-hydroxy-1,2,2-trimethylpropyl]-6-methoxy-6,14-ethenomorphinan-3-yl ss-D-glucopyranosiduronic acid, Buprenorphine Beta-D-Glucuronide, SCHEMBL27142462, BUPRENORPHINE-3B-D-GLUCURONIDE, BUPRENORPHINE 3-.BETA.-D-GLUCURONIDE, Q27282811, Buprenorphine-3-Beta-D-glucuronide,0.1mg/ml in Methanol, Buprenorphine 3-beta-D-Glucuronide 0.1 mg/ml in Methanol, Buprenorphine-3-Beta-D-glucuronide, 0.1mg/ml in Acetonitrile/Water : 1/1, Buprenorphine-3-Beta-D-glucuronide, 1mg/ml in Acetonitrile/Water : 1/1, .BETA.-D-GLUCOPYRANOSIDURONIC ACID, (5.ALPHA.,7.ALPHA.)-17-(CYCLOPROPYLMETHYL)-4,5-EPOXY-18,19-DIHYDRO-7-((1S)-1-HYDROXY-1,2,2-TRIMETHYLPROPYL)-6-METHOXY-6,14-ETHENOMORPHINAN-3-YL, beta-D-Glucopyranosiduronic acid, (5alpha,7alpha-(S))-17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-7-(1-hydroxy-1,2,2-trimethylpropyl)-6-methoxy-6,14-ethenomorphinan-3-yl
Theoretical properties:
molecular_formula: C35H49NO10
molecular_weight: 643.8 g/mol
exact_mass: 643.33564676 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 11
rotatable_bond_count: 8
heavy_atom_count: 46
topological_polar_surface_area: 158 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Buprenorphine-3-glucuronide (B3G) is a major active metabolite of the opioid modulator buprenorphine. It has affinity for the μ-opioid receptor (Ki = 4.9 (± 2.7) pM), δ-opioid receptor (Ki = 270 nM), and nociceptin receptor (Ki = 36 μM), but not for the κ-opioid receptor. Whether B3G acts as an agonist or antagonist of each of the former three respective sites has yet to be determined. In rats, at the doses assayed, B3G has been found to produce a small degree of antinociception, and similarly to buprenorphine in these assays, has not been found to produce sedation, reduce locomotion, or decrease respiratory rate. Of all of the active metabolites of buprenorphine, B3G is thought to be the most similar to the parent drug. Unlike norbuprenorphine, but similarly to buprenorphine (and norbuprenorphine-3-glucuronide), B3G is not a substrate for P-glycoprotein, and hence may cross the blood-brain-barrier significantly.