Summary

IMPPAT Phytochemical identifier: IMPHY005650

Phytochemical name: (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2-(hydroxymethyl)-10-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-1,6a,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carbo

Synonymous chemical names:
rubicoumaric acid

External chemical identifiers:
CID:20056275, ZINC:ZINC000255275252

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Chemical structure information

SMILES:
OC[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)OC(=O)/C=C/c1ccc(cc1)O)C(=O)O

InChI:
InChI=1S/C39H54O6/c1-24-26(23-40)15-20-39(34(43)44)22-21-37(5)28(33(24)39)12-13-30-36(4)18-17-31(35(2,3)29(36)16-19-38(30,37)6)45-32(42)14-9-25-7-10-27(41)11-8-25/h7-12,14,24,26,29-31,33,40-41H,13,15-23H2,1-6H3,(H,43,44)/b14-9+/t24-,26-,29-,30+,31-,33-,36-,37+,38+,39-/m0/s1

InChIKey:
WENIKWFUTBDGAV-BFDBMYDBSA-N

DeepSMILES:
OC[C@@H]CC[C@][C@@H][C@H]6C))C=CC[C@H][C@@][C@@]6CC%10))C))C)CC[C@@H][C@]6C)CC[C@@H]C6C)C))OC=O)/C=C/cccccc6))O))))))))))))))))))))))C=O)O

Functional groups:
CC(=O)O, CC=C(C)C, CO, c/C=C/C(=O)OC, cO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CCC2C(CCC3C4CCC5CCCCC5C4=CCC23)C1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCC2C(CCC3C2CCC2C4CCCCC4CCC23)C1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCC2C(CCC3C2CCC2C4CCCCC4CCC23)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Triterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Ursane and Taraxastane triterpenoids

NP-Likeness score: 2.788

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Chemical structure download