Summary

IMPPAT Phytochemical identifier: IMPHY005760

Phytochemical name: Olean-12-en-28-oic acid, 3,21-dihydroxy-, gamma-lactone, (3beta,21beta)-

Synonymous chemical names:
machaerinic acid lactone

External chemical identifiers:
CID:21594250, ZINC:ZINC000033903742

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Chemical structure information

SMILES:
O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@]13[C@H]2CC(C)(C)[C@H](C1)OC3=O)C)C

InChI:
InChI=1S/C30H46O3/c1-25(2)16-19-18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-29(21,7)28(18,6)14-15-30(19)17-23(25)33-24(30)32/h8,19-23,31H,9-17H2,1-7H3/t19-,20-,21+,22-,23-,27-,28+,29+,30+/m0/s1

InChIKey:
PWZMNBAVCHYMBK-FMMUPTMQSA-N

DeepSMILES:
O[C@H]CC[C@][C@H]C6C)C))CC[C@@][C@@H]6CC=C[C@@]6C)CC[C@][C@H]6CCC)C)[C@H]C6)OC7=O)))))))))))))))C)))))C

Functional groups:
CC=C(C)C, CO, COC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC2CCC3C4=CCC5C6CCCCC6CCC5C4CCC13C2

Scaffold Graph/Node level:
OC1OC2CCC3C4CCC5C6CCCCC6CCC5C4CCC13C2

Scaffold Graph level:
CC1CC2CCC3C4CCC5C6CCCCC6CCC5C4CCC13C2

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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: Oleanane triterpenoids

NP-Likeness score: 3.416

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Chemical structure download