JAZL/ChemGist-CHON huggingface dataset:
Compound: 11-Hydroxytabersonine
SMILES: O=C(OC)C1=C2Nc3cc(O)ccc3[C@]24[C@H]5N(CC=C[C@]5(C1)CC)CC4
InChIKey: FXUFRJQCBVSCRZ-ACRUOGEOSA-N
Synonyms: 11-Hydroxytabersonine, 16-Hydroxytabersonine, 22149-28-6, Tabersonine, 11-hydroxy-, GV2G76UPD2, methyl (1R,12R,19S)-12-ethyl-5-hydroxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate, CHEBI:17699, methyl 16-hydroxy-2,3,6,7-tetradehydro-5alpha,12beta,19alpha-aspidospermidine-3-carboxylate, Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-16-hydroxy-, methyl ester, (5alpha,12R,19alpha)-, ASPIDOSPERMIDINE-3-CARBOXYLIC ACID, 2,3,6,7-TETRADEHYDRO-16-HYDROXY-, METHYL ESTER, (5.ALPHA.,12R,19.ALPHA.)-, methyl (1R,12R,19S)-12-ethyl-5-hydroxy-8,16-diazapentacyclo(10.6.1.01,9.02,7.016,19)nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate, Methyl 12-ethyl-5-hydroxy-8,16-diazapentacyclo(10.6.1.0,.0,.0,)nonadeca-2(7),3,5,9,13-pentaene-10-carboxylic acid, Methyl 12-ethyl-5-hydroxy-8,16-diazapentacyclo[10.6.1.0,.0,.0,]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylic acid, RefChem:79015, UNII-GV2G76UPD2, 1H-Indolizino(8,1-cd)carbazole, aspidospermidine-3-carboxylic acid deriv., Vinpocetine Impurity 41, orb1683933, SCHEMBL4131340, CHEMBL2011510, SCHEMBL30606404, DTXSID601032123, HY-N1021, NSC815331, AKOS032962286, FS-9603, NSC-815331, DA-69443, CS-0016257, NS00094508, Q20179989, methyl (3aR,3a1S,10bR)-3a-ethyl-8-hydroxy-3a,3a1,4,6,11,12-hexahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate
Theoretical properties:
molecular_formula: C21H24N2O3
molecular_weight: 352.4 g/mol
exact_mass: 352.17869263 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 3
heavy_atom_count: 26
topological_polar_surface_area: 61.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 16-hydroxytabersonine is a methyl ester, an organic heteropentacyclic compound and a monoterpenoid indole alkaloid. It is functionally related to a tabersonine. It is a conjugate base of a 16-hydroxytabersoninium.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 16-Hydroxytabersonine is a terpene indole alkaloid produced by the plant Catharanthus roseus.  The metabolite is an intermediate in the formation of vindoline, a precursor needed for formation of the pharmaceutically valuable vinblastine and vincristine.  16-hydroxytabersonine is formed from the hydroxylation of tabersonine by tabersonine 16-hydroxylase (T16H).  Tabersonine 16-O-methyltransferase (16OMT) methylates the hydroxylated 16 position to form 16-methoxytabersonine.
Compound: Octalene
SMILES: c12=c(cccccc1)cccccc2
InChIKey: OVPVGJFDFSJUIG-UHFFFAOYSA-N
Synonyms: Octalene, 257-55-6, X4JL62R2HN, 531-45-3, Heptafulvalene, Cyclooctacyclooctene, UNII-X4JL62R2HN, SCHEMBL25965, SCHEMBL29560186, CHEBI:33084, 7-(2,4,6-Cycloheptatrien-1-ylidene)-1,3,5-cycloheptatriene, DTXSID701359021, DTXSID901193863, 1,3,5-Cycloheptatriene, 7-(2,4,6-cycloheptatrien-1-ylidene)-, 1,1'-Bi(cyclohepta-2,4,6-trien-1-ylidene), Q27115546, 1,3,5-Cycloheptatriene-7-(2,4,6-cycloheptatrien-1-ylidene)-
Theoretical properties:
molecular_formula: C14H12
molecular_weight: 180.24 g/mol
exact_mass: 180.093900383 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 0
rotatable_bond_count: 0
heavy_atom_count: 14
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Octalene is an ortho-fused bicyclic hydrocarbon and a mancude carbobicyclic parent.
wikipedia: Octalene is a polycyclic hydrocarbon composed of two fused cyclooctatetraene rings.
Compound: 3-hydroxy-16-methoxy-2,3-dihydrotabersonine
SMILES: O=C(OC)[C@]1(O)[C@@H]2Nc3cc(OC)ccc3[C@]24[C@H]5N(CC=C[C@]5(C1)CC)CC4
InChIKey: MLIQIRKAHMVCDD-MMGCJVFTSA-N
Synonyms: 3-hydroxy-16-methoxy-2,3-dihydrotabersonine, CHEBI:18430, methyl (1S,9R,10R,12R,19S)-12-ethyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate, methyl 3beta-hydroxy-16-methoxy-6,7-didehydro-2beta,5alpha,12beta,19alpha-aspidospermidine-3alpha-carboxylate, methyl (1S,9R,10R,12R,19S)-12-ethyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo(10.6.1.01,9.02,7.016,19)nonadeca-2(7),3,5,13-tetraene-10-carboxylate, RefChem:94078, 16-Methoxy-2,3-dihydro-3-hydroxytabersonine, SCHEMBL30678172, DTXSID801032200, Q21099579
Theoretical properties:
molecular_formula: C22H28N2O4
molecular_weight: 384.5 g/mol
exact_mass: 384.20490738 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 4
heavy_atom_count: 28
topological_polar_surface_area: 71 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 3-hydroxy-16-methoxy-2,3-dihydrotabersonine is a methyl ester, a tertiary alcohol, an organic heteropentacyclic compound and a monoterpenoid indole alkaloid. It is functionally related to a tabersonine. It is a conjugate base of a 3-hydroxy-16-methoxy-2,3-dihydrotabersoninium.
wikipedia: In enzymology, a 3-hydroxy-16-methoxy-2,3-dihydrotabersonine N-methyltransferase (EC 2.1.1.99) is an enzyme that catalyzes the chemical reaction

S-adenosyl-L-methionine + 3-hydroxy-16-methoxy-2,3-dihydrotabersonine 
  
    
      
        ⇌
      
    
    {\displaystyle \rightleftharpoons }
  
 S-adenosyl-L-homocysteine + deacetoxyvindoline
Thus, the two substrates of this enzyme are S-adenosyl methionine and 3-hydroxy-16-methoxy-2,3-dihydrotabersonine, whereas its two products are S-adenosylhomocysteine and deacetoxyvindoline.
This enzyme belongs to the family of transferases, specifically those transferring one-carbon group methyltransferases.  The systematic name of this enzyme class is S-adenosyl-L-methionine:3-hydroxy-16-methoxy-2,3-dihydrotabersonine N-methyltransferase. Other names in common use include 16-methoxy-2,3-dihydro-3-hydroxytabersonine methyltransferase, NMT, 16-methoxy-2,3-dihydro-3-hydroxytabersonine N-methyltransferase, S-adenosyl-L-methionine:16-methoxy-2,3-dihydro-3-hydroxytabersonine, and N-methyltransferase.  This enzyme participates in terpene indole and ipecac alkaloid biosynthesis.
Compound: Deacetoxyvindoline
SMILES: O=C(OC)[C@]1(O)[C@@H]2N(c3cc(OC)ccc3[C@]24[C@H]5N(CC=C[C@]5(C1)CC)CC4)C
InChIKey: WNKDGPXNFMMOEJ-RNJSZURPSA-N
Synonyms: Deacetoxyvindoline, Desacetoxyvindoline, CHEBI:16957, methyl (1R,9R,10R,12R,19S)-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate, methyl (1R,9R,10R,12R,19S)-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo(10.6.1.01,9.02,7.016,19)nonadeca-2(7),3,5,13-tetraene-10-carboxylate, RefChem:131070, 105119-60-6, Methyl 3b-hydroxy-16-methoxy-1-methyl-6,7-didehydro-2b,5a,12b,19a-aspidospermidine-3a-carboxylate, Methyl 3b-hydroxy-16-methoxy-1-methyl-6,7-didehydro-2b,5a,12b,19a-aspidospermidine-3a-carboxylic acid, Methyl 3beta-hydroxy-16-methoxy-1-methyl-6,7-didehydro-2beta,5alpha,12beta,19alpha-aspidospermidine-3alpha-carboxylic acid, Methyl 3I2-hydroxy-16-methoxy-1-methyl-6,7-didehydro-2I2,5I+-,12I2,19I+--aspidospermidine-3I+--carboxylate, Methyl 3I2-hydroxy-16-methoxy-1-methyl-6,7-didehydro-2I2,5I+-,12I2,19I+--aspidospermidine-3I+--carboxylic acid, 16-Methoxy-2,3-dihydro-3-hydroxy-N-methyltabersonine, SCHEMBL30678161, DTXSID901032203, methyl 3beta-hydroxy-16-methoxy-1-methyl-6,7-didehydro-2beta,5alpha,12beta,19alpha-aspidospermidine-3alpha-carboxylate, C02673, Q19903943
Theoretical properties:
molecular_formula: C23H30N2O4
molecular_weight: 398.5 g/mol
exact_mass: 398.22055744 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 4
heavy_atom_count: 29
topological_polar_surface_area: 62.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Deacetoxyvindoline is a methyl ester, a tertiary alcohol, a vinca alkaloid and an organic heteropentacyclic compound. It is functionally related to a vindoline. It is a conjugate base of a deacetoxyvindolinium(1+).
wikipedia: Desacetoxyvindoline is a terpene indole alkaloid produced by the plant Catharanthus roseus.  Desacetoxyvindoline is a product formed by the methylation of the nitrogen on the indole ring by the enzyme 3-hydroxy-16-methoxy-2,3-dihydrotabersonine N-methyltransferase (NMT).  The metabolite is a substrate for desacetoxyvindoline 4-hydroxylase (D4H) which catalyzes a hydroxylation to yield deacetylvindoline.
Compound: 16-Methoxytabersonine
SMILES: O=C(OC)C1=C2Nc3cc(OC)ccc3[C@]24[C@H]5N(CC=C[C@]5(C1)CC)CC4
InChIKey: AEXBRBWRPNGGEZ-FKBYEOEOSA-N
Synonyms: 16-Methoxytabersonine, CHEBI:769, DTXSID301032205, methyl 16-methoxy-2,3,6,7-tetradehydro-5alpha,12beta,19alpha-aspidospermidine-3-carboxylate, RefChem:1057564, DTXCID301517215, Ervamycine, 27773-39-3, methyl (1R,12R,19S)-12-ethyl-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate, 11-Methoxytabersonine, 16-methoxy-tabersonine, Tabersonine Impurity 3, Vinpocetine Impurity 39, (-)-11-Methoxytabersonine, VX294XSR6T, orb1682637, (-)-11-Methoxytabersonine; 11-Methoxytabersonine; 16-Methoxytabersonine, CHEMBL1165751, SCHEMBL29658916, Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-16-methoxy-, methyl ester, (5alpha,12R,19alpha)-, HY-N3849, AKOS032962272, FS-9706, DA-52992, XE172909, CS-0024329, NS00094509, Q21099580, ASPIDOSPERMIDINE-3-CARBOXYLIC ACID, 2,3,6,7-TETRADEHYDRO-16-METHOXY-, METHYL ESTER, (5.ALPHA.,12R,19.ALPHA.)-, Ervamycine; methyl (3aR,3a1S,10bR)-3a-ethyl-8-methoxy-3a,3a1,4,6,11,12-hexahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate, Methyl(5alpha,12beta,19alpha)-16-methoxy-2,3,6,7-tetradehydroaspidospermidine-3-carboxylate
Theoretical properties:
molecular_formula: C22H26N2O3
molecular_weight: 366.5 g/mol
exact_mass: 366.19434270 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 4
heavy_atom_count: 27
topological_polar_surface_area: 50.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 16-methoxytabersonine is the 16-methoxy derivative of tabersonine. It is a methyl ester, an organic heteropentacyclic compound, a tertiary amino compound and a monoterpenoid indole alkaloid. It is functionally related to a tabersonine. It is a conjugate base of a 16-methoxytabersoninium(1+).
chebi: The 16-methoxy derivative of tabersonine.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 16-Methoxytabersonine is a terpene indole alkaloid produced by the medicinal plant Catharanthus roseus.  16-methoxytabersonine is synthesized by methylation of the hydroxyl group at the 16 position of 16-hydroxytabersonine by tabersonine 16-O-methyltransferase (16OMT).  The compound is a substrate for hydration by two concerted enzymes Tabersonine-3-Oxidase (T3O) and Tabersonine-3-Reductase (T3R), which leads to the formation of 3-hydroxy-16-methoxy-2,3-dihydrotabersonine.
SMILES: O=C(OC)/C(=C\O)/[C@@H]1/C(/C=[N+]2CCc3c([C@@H]2C1)[nH]c4ccccc34)=C\C
InChIKey: CUHFIPBCFIPFJM-JXSBNBLESA-O
Theoretical properties:
Physical properties:
Descriptions:
chebi: An indole alkaloid that is the enol tautomer of geissoschizine, which is also dehydrogenated at the 4,21-position.
Compound: SCHEMBL31121212
SMILES: O=C(OC)[C@@]1(C2=Nc3ccccc3[C@]24[C@H]5N(C\C(\[C@@H]1C5)=C\C)CC4)CO
InChIKey: DSOCELULQRKOMA-OQTQPSEISA-N
Synonyms: SCHEMBL31121212
Theoretical properties:
molecular_formula: C21H24N2O3
molecular_weight: 352.4 g/mol
exact_mass: 352.17869263 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 3
heavy_atom_count: 26
topological_polar_surface_area: 62.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: 15beta-stemmadenine
SMILES: O=C(OC)[C@@]1(c2[nH]c3ccccc3c2CCN4C\C(\[C@H]1CC4)=C\C)CO
InChIKey: MBXJCHZRHROMQA-YVDMJPQFSA-N
Synonyms: 15beta-stemmadenine, 15-beta-stemmadenine, CHEMBL486212, SCHEMBL22919364, CHEBI:142656, Q21099582, methyl (5E,6R,7S)-5-ethylidene-7-(hydroxymethyl)-1,4,5,6,7,8-hexahydro-2H-3,6-ethanoazonino[5,4-b]indole-7-carboxylate
Theoretical properties:
molecular_formula: C21H26N2O3
molecular_weight: 354.4 g/mol
exact_mass: 354.19434270 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 26
topological_polar_surface_area: 65.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 15beta-stemmadenine is a monoterpenoid indole alkaloid with forumula C21H26N2O3, isolated from the fruits of Tabernaemontana heyneana. It has a role as a plant metabolite. It is a primary alcohol, a methyl ester, an organic heterotetracyclic compound and a monoterpenoid indole alkaloid.
chebi: A monoterpenoid indole alkaloid with forumula C<small><sub>21</sub></small>H<small><sub>26</sub></small>N<small><sub>2</sub></small>O<small><sub>3</sub></small>, isolated from the fruits of <em>Tabernaemontana heyneana</em>.
chembl: STEMMADENINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
Compound: Dehydrosecodine
SMILES: O=C(OC)C(c1[nH]c2ccccc2c1CCN3C=C(C=CC3)CC)=C
InChIKey: FGHJSNGBTCVANJ-UHFFFAOYSA-N
Synonyms: Dehydrosecodine, CHEBI:146301, methyl 2-{3-[2-(5-ethylpyridin-1(2H)-yl)ethyl]-1H-indol-2-yl}prop-2-enoate, methyl 2-(3-(2-(5-ethylpyridin-1(2H)-yl)ethyl)-1H-indol-2-yl)prop-2-enoate, RefChem:131560, dehydrosecodine (enamine), SCHEMBL29874769, DTXSID201032252, C22960
Theoretical properties:
molecular_formula: C21H24N2O2
molecular_weight: 336.4 g/mol
exact_mass: 336.183778013 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 7
heavy_atom_count: 25
topological_polar_surface_area: 45.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Dehydrosecodine is a member of the class of indoles that is methyl 2-(1H-indol-2-yl)prop-2-enoate in which the indole moiety has been substituted at position 3 by a 2-(5-ethylpyridin-1(2H)-yl)ethyl group. An intermediate in the biosynthesis of aspidosperma and iboga alkaloids. It is a member of indoles, a methyl ester, an alkaloid ester, an enamine, a dihydropyridine and a terpenoid indole alkaloid. It is a conjugate base of a dehydrosecodine(1+).
chebi: A member of the class of indoles that is methyl 2-(1<em>H</em>-indol-2-yl)prop-2-enoate in which the indole moiety has been substituted at position 3 by a 2-(5-ethylpyridin-1(2<em>H</em>)-yl)ethyl group. An intermediate in the biosynthesis of <em>aspidosperma</em> and <em>iboga</em> alkaloids.
wikipedia: Dehydrosecodine is a terpene indole alkaloid. The compound is believed to be an unstable O-acetylated secodine type intermediate in the formation of catharanthine and tabersonine from stemmadenine. The enzyme tabersonine synthase converts it to tabersonine:
Compound: cis-trans-nepetalactol
SMILES: O1C=C([C@H]2CC[C@@H]([C@H]2C1O)C)C
InChIKey: OJGPEAXUHQRLNC-CEPLBNANSA-N
Synonyms: cis-trans-nepetalactol, iridodial lactol, 109215-55-6, (+)-cis,trans-nepetalactol, (4aS,7S,7aR)-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-ol, cis-trans-Iridodial lactol, (7S)-cis,trans-nepetalactol, CHEBI:71494, (4AS,7S,7ar)-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta(c)pyran-1-ol, RefChem:126479, cis/trans-Nepetalactol, (4aS,7S,7aR)-nepetalactol, Nepetalactol, Cyclopenta[c]pyran-1-ol, 1,4a,5,6,7,7a-hexahydro-4,7-dimethyl-, (4aS,7S,7aR)-; Cyclopenta[c]pyran-1-ol, 1,4a,5,6,7,7a-hexahydro-4,7-dimethyl- (9CI); (4aS,7S,7aR)-1,4a,5,6,7,7a-Hexahydro-4,7-dimethylcyclopenta[c]pyran-1-ol; (4aS,7S,7aR)-Nepetalactol; Nepetalactol; cis/trans-Nepetalactol, orb3141812, SCHEMBL14146705, DTXSID601032254, ZB0583, AKOS040824555, C09804, H60315, (4aS,7S,7aR)-4,7-dimethyl-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-1-ol
Theoretical properties:
molecular_formula: C10H16O2
molecular_weight: 168.23 g/mol
exact_mass: 168.115029749 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 12
topological_polar_surface_area: 29.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Cis-trans-nepetalactol is a cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by a hydroxy group and at positions 4 and 7 by methyl groups (the 4aS,7S,7aR-diastereomer). It is a lactol and a cyclopentapyran.
chebi: A cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[<em>c</em>]pyran substituted at position 1 by a hydroxy group and at positions 4 and 7 by methyl groups (the 4a<i>S</i>,7<i>S</i>,7a<i>R</i>-diastereomer)
wikipedia: Nepetalactones are a group of iridoid analog stereoisomers produced by Nepeta cataria (catnip) and certain other plants in the genus Nepeta in order to repel insects. They are also produced by many aphids, in which they are sex pheromones. Nepetalactones are cat attractants, and cause the behavioral effects that catnip induces in domestic cats. However, they affect visibly only about two thirds of adult cats. They produce similar behavioral effects in many other felids, especially in lions and jaguars. In 1941, the research group of Samuel M. McElvain was the first to determine the structures of nepetalactones and several related compounds.
Compound: Iridodial
SMILES: O=C[C@@H]1[C@@H]([C@@H](C=O)C)CC[C@@H]1C
InChIKey: HMCYXRFNNOPPPR-JLIMGVALSA-N
Synonyms: Iridodial, KZ2T7V54AZ, 550-45-8, Cyclopentaneacetaldehyde, 2-formyl-alpha,3-dimethyl-, Cyclopentaneacetaldehyde, 2-formyl-alpha,3-dimethyl-, (1R-(1alpha(S*),2beta,3beta))-, CHEBI:5964, RefChem:148717, (ALPHAS,1R,2S,3S)-2-FORMYL-ALPHA,3-DIMETHYLCYCLOPENTANEACETALDEHYDE, UNII-KZ2T7V54AZ, 2-Formyl-alpha,3-dimethylcyclopentaneacetaldehyde (1R-(1alpha(S*),2beta,3beta))-, Q21099584, CYCLOPENTANEACETALDEHYDE, 2-FORMYL-.ALPHA.,3-DIMETHYL-, (.ALPHA.S,1R,2S,3S)-2-FORMYL-.ALPHA.,3-DIMETHYLCYCLOPENTANEACETALDEHYDE, CYCLOPENTANEACETALDEHYDE, 2-FORMYL-.ALPHA.,3-DIMETHYL-, (1R-(1.ALPHA.(S*),2.BETA.,3.BETA.))-
Theoretical properties:
molecular_formula: C10H16O2
molecular_weight: 168.23 g/mol
exact_mass: 168.115029749 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 12
topological_polar_surface_area: 34.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Iridodial is an iridoid.  It is produced from 8-oxogeranial by the enzyme iridoid synthase (IS).  Iridodial is one of the substrates for the enzyme iridoid oxidase (IO) which produces 7-deoxyloganetic acid.
Although it may not be known at this time whether the compound proper iridodial is actually present in natural plant species or not, the use of analogous ion iridodial cation is mentioned in several papers on iridoid biosyntheses in plant species.
Compound: 7-deoxyloganetic acid
SMILES: O=C(O)C1=CO[C@@H](O)[C@H]2[C@@H]1CC[C@@H]2C
InChIKey: DKGYTSKPMLWLEI-FIZOKRMRSA-N
Synonyms: 7-deoxyloganetic acid, CHEBI:77027, (1R,4aS,7S,7aR)-1-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid, (1R,4aS,7S,7aR)-1-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta(c)pyran-4-carboxylic acid, RefChem:106022, SCHEMBL29697107, DTXSID001032256, G7U6K4L848, 120574-63-2, C20789, Q19596784, (1R,4aS,7S,7aR)-1,4a,5,6,7,7a-Hexahydro-1-hydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid, Cyclopenta[c]pyran-4-carboxylic acid, 1,4a,5,6,7,7a-hexahydro-1-hydroxy-7-methyl-, (1R,4aS,7S,7aR)-, Cyclopenta[c]pyran-4-carboxylic acid, 1,4a,5,6,7,7a-hexahydro-1-hydroxy-7-methyl-, [1R-(1alpha,4aalpha,7alpha,7aalpha)]-
Theoretical properties:
molecular_formula: C10H14O4
molecular_weight: 198.22 g/mol
exact_mass: 198.08920892 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 1
heavy_atom_count: 14
topological_polar_surface_area: 66.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 7-deoxyloganetic acid is an iridoid monoterpenoid that is 1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid substituted at positions 1 and 7 by hydroxy and methyl groups respectively; the aglycone of 7-deoxyloganic acid. It has a role as a plant metabolite. It is a cyclopentapyran, an iridoid monoterpenoid and an alpha,beta-unsaturated monocarboxylic acid. It is a conjugate acid of a 7-deoxyloganetate.
chebi: An iridoid monoterpenoid that is 1,4a,5,6,7,7a-hexahydrocyclopenta[<em>c</em>]pyran-4-carboxylic acid substituted at positions 1 and 7 by hydroxy and methyl groups respectively; the aglycone of 7-deoxyloganic acid.
wikipedia: 7-Deoxyloganetic acid is an iridoid monoterpene.  It is produced from nepetalactol or iridodial by the enzyme iridoid oxidase (IO).  7-Deoxyloganetic acid is a substrate for 7-deoxyloganetic acid glucosyltransferase (7-DLGT) which synthesizes 7-deoxyloganic acid.
Compound: 7-Deoxyloganic acid
SMILES: O=C(O)C1=CO[C@@H](O[C@@H]2O[C@@H]([C@@H](O)[C@@H]([C@H]2O)O)CO)[C@H]3[C@@H]1CC[C@@H]3C
InChIKey: DSXFHNSGLYXPNG-YDYVGBNJSA-N
Synonyms: 7-Deoxyloganic acid, Deoxyloganic acid, 22487-36-1, SZ67QWR9D3, CHEBI:2260, DTXSID40945163, (1S,4aS,7S,7aR)-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid, (1S,4aS,7S,7aR)-7-methyl-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-1,4a,5,6,7,7a-hexahydrocyclopenta(c)pyran-4-carboxylic acid, RefChem:106025, DTXCID101373489, Cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methyl-, (1S-(1alpha,4aalpha,7alpha,7aalpha))-, (1S,4aS,7S,7aR)-1-(beta-D-glucopyranosyloxy)-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid, BISDEOXYDIHYDROMONOTROPEIN, (1R,2S,6S,9S)-9-METHYL-2-[(2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY-3-OXABICYCLO[4.3.0]NON-4-ENE-5-CARBOXYLIC ACID, C11636, bis-desoxydihydromonotropein, orb1991476, SCHEMBL20572414, AKOS040735291, Q19596786, (1S,4aS,7S,7aR)-1-(beta-D-Glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methylcyclopenta[c]pyran-4-carboxylic acid, CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,5,6,7,7A-HEXAHYDRO-7-METHYL-, (1S-(1.ALPHA.,4A.ALPHA.,7.ALPHA.,7A.ALPHA.))-, CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1.ALPHA.-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A.ALPHA.,5,6,7,7A.ALPHA.-HEXAHYDRO-7.ALPHA.-METHYL-
Theoretical properties:
molecular_formula: C16H24O9
molecular_weight: 360.36 g/mol
exact_mass: 360.14203234 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 9
rotatable_bond_count: 4
heavy_atom_count: 25
topological_polar_surface_area: 146 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 7-deoxyloganic acid is a cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid substituted at positions 1 and 7 by beta-D-glucosyloxy and methyl groups respectively (the 1S,4aS,7S,7aR-diatereomer). It has a role as a plant metabolite. It is a beta-D-glucoside, a cyclopentapyran, an iridoid monoterpenoid, a monosaccharide derivative, a monoterpene glycoside and an alpha,beta-unsaturated monocarboxylic acid. It is functionally related to a 7-deoxyloganetic acid. It is a conjugate acid of a 7-deoxyloganate.
chebi: A cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[<em>c</em>]pyran-4-carboxylic acid substituted at positions 1 and 7 by β-<small>D</small>-glucosyloxy and methyl groups respectively (the 1<i>S</i>,4a<i>S</i>,7<i>S</i>,7a<i>R</i>-diatereomer).
wikipedia: 7-Deoxyloganic acid is an iridoid monoterpene.  7-Deoxyloganic acid is produced from 7-deoxyloganetic acid by the enzyme 7-deoxyloganetic acid glucosyltransferase (7-DLGT).  The metabolite is a substrate for the enzyme 7-deoxyloganic acid hydroxylase (7-DLH) which synthesizes loganic acid.