Summary

IMPPAT Phytochemical identifier: IMPHY006814

Phytochemical name: (3R)-3-acetyloxy-3-[(1R,2R,5R,6R,7R,10S,11R,14S)-11-(furan-3-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecan-6-yl]propanoic acid

Synonymous chemical names:
nomilinic acid

External chemical identifiers:
CID:76315917, ChEMBL:CHEMBL2269933, ZINC:ZINC000103293798

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Chemical structure information

SMILES:
OC(=O)C[C@H]([C@@]1(C)[C@@H](CC(=O)[C@@]2([C@@H]1CC[C@@]1([C@]32O[C@@H]3C(=O)O[C@@H]1c1ccoc1)C)C)C(O)(C)C)OC(=O)C

InChI:
InChI=1S/C28H36O10/c1-14(29)36-19(12-20(31)32)26(5)16-7-9-25(4)21(15-8-10-35-13-15)37-23(33)22-28(25,38-22)27(16,6)18(30)11-17(26)24(2,3)34/h8,10,13,16-17,19,21-22,34H,7,9,11-12H2,1-6H3,(H,31,32)/t16-,17+,19-,21-,22-,25+,26-,27+,28-/m1/s1

InChIKey:
ZIKZPLSIAVHITA-GBCWXVSRSA-N

DeepSMILES:
OC=O)C[C@H][C@@]C)[C@@H]CC=O)[C@@][C@@H]6CC[C@@][C@@]6O[C@@H]3C=O)O[C@@H]7cccoc5)))))))))))C)))))C))))CO)C)C))))OC=O)C

Functional groups:
CC(=O)O, CC(=O)OC, CC(C)=O, CO, C[C@]12CCOC(=O)[C@H]1O2, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC(c2ccoc2)C2CCC3CCCC(=O)C3C23OC13

Scaffold Graph/Node level:
OC1CCCC2CCC3C(C4CCOC4)OC(O)C4OC34C12

Scaffold Graph level:
CC1CC(C2CCCC2)C2CCC3CCCC(C)C3C23CC13

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Steroids and steroid derivatives

ClassyFire Subclass: Steroid lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Limonoids

NP-Likeness score: 3.005

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Chemical structure download