Summary

IMPPAT Phytochemical identifier: IMPHY010682

Phytochemical name: 1-[[(2S,3R,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-6-hydroxy-9H-pyrido[3,4-b]indole-3-carboxylic acid

Synonymous chemical names:
cordifoline

External chemical identifiers:
CID:21593932, ZINC:ZINC000044351601

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Chemical structure information

SMILES:
C=C[C@H]1[C@@H](OC=C([C@H]1Cc1nc(cc2c1[nH]c1c2cc(cc1)O)C(=O)O)C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O

InChI:
InChI=1S/C28H30N2O12/c1-3-12-13(7-18-21-15(8-19(29-18)25(36)37)14-6-11(32)4-5-17(14)30-21)16(26(38)39-2)10-40-27(12)42-28-24(35)23(34)22(33)20(9-31)41-28/h3-6,8,10,12-13,20,22-24,27-28,30-35H,1,7,9H2,2H3,(H,36,37)/t12-,13+,20-,22-,23+,24-,27+,28+/m1/s1

InChIKey:
HFPKTEZZZRPDQU-FAEAJWQNSA-N

DeepSMILES:
C=C[C@H][C@@H]OC=C[C@H]6Ccncccc6[nH]cc5cccc6))O)))))))))C=O)O)))))))C=O)OC))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O

Functional groups:
C=CC, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, cC(=O)O, cO, c[nH]c, cnc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC(Cc2nccc3c2[nH]c2ccccc23)CC(OC2CCCCO2)O1

Scaffold Graph/Node level:
C1CCC(OC2CC(CC3NCCC4C5CCCCC5NC34)CCO2)OC1

Scaffold Graph level:
C1CCC(CC2CCCC(CC3CCCC4C5CCCCC5CC34)C2)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene glycosides

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Carboline alkaloids

NP-Likeness score: 1.995

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Chemical structure download