Summary

IMPPAT Phytochemical identifier: IMPHY012844

Phytochemical name: 27-p-Coumaroyloxy ursolic acid

Synonymous chemical names:
27-(p-coumaroyloxy) ursolic acid, ursolic acid, 27-p-coumaroyloxy

External chemical identifiers:
CID:5459189

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Chemical structure information

SMILES:
O=C(OCC12CC[C@@]3([C@H](C1=CCC1[C@@]2(C)CCC2[C@]1(C)CC[C@@H](C2(C)C)O)[C@@H](C)C(CC3)C)C(=O)O)/C=C/c1ccc(cc1)O

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

InChIKey:
RZHJGXXCTIXCRI-VZJLLYDTSA-N

DeepSMILES:
O=COCCCC[C@@][C@H]C6=CCC[C@@]%10C)CCC[C@]6C)CC[C@@H]C6C)C))O)))))))))))))[C@@H]C)CCC6))C))))C=O)O))))))))/C=C/cccccc6))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)OCC12CCC3CCCCC3C1=CCC1C3CCCCC3CCC12

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OCC12CCC3CCCCC3C1CCC1C3CCCCC3CCC12

Scaffold Graph level:
CC(CCC1CCCCC1)CCC12CCC3CCCCC3C1CCC1C3CCCCC3CCC12

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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: 2.641

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Chemical structure download