Summary

IMPPAT Phytochemical identifier: IMPHY009518

Phytochemical name: Aurantigenin

Synonymous chemical names:
aurantigenin

External chemical identifiers:
CID:12892948

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Chemical structure information

SMILES:
O[C@@H]1C[C@@H](O)[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3C[C@H]3[C@@H]2[C@H](C)[C@@]2(O3)CC[C@](CO2)(C)O)C)C1)C

InChI:
InChI=1S/C27H42O5/c1-15-23-21(32-27(15)10-9-24(2,30)14-31-27)13-20-18-6-5-16-11-17(28)12-22(29)26(16,4)19(18)7-8-25(20,23)3/h5,15,17-23,28-30H,6-14H2,1-4H3/t15-,17-,18+,19-,20-,21-,22+,23-,24-,25-,26-,27-/m0/s1

InChIKey:
MZJMRYUDVXMCHH-JMGPHFTQSA-N

DeepSMILES:
O[C@@H]C[C@@H]O)[C@]C=CC[C@@H][C@@H]6CC[C@][C@H]6C[C@H][C@@H]5[C@H]C)[C@@]O5)CC[C@]CO6))C)O))))))))))C))))))))C6))C

Functional groups:
CC=C(C)C, CO, CO[C@](C)(C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=C2CCCCC2C2CCC3C4CC5(CCCCO5)OC4CC3C2C1

Scaffold Graph/Node level:
C1CCC2(CC3C(CC4C3CCC3C5CCCCC5CCC34)O2)OC1

Scaffold Graph level:
C1CCC2(CC1)CC1CC3C(CCC4C5CCCCC5CCC43)C1C2

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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: Steroids

NP Classifier Class: Spirostane steroids

NP-Likeness score: 3.468

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Chemical structure download