Summary

IMPPAT Phytochemical identifier: IMPHY012957

Phytochemical name: Swietenolide-3-acetate

Synonymous chemical names:
swietenolide and its acetate

External chemical identifiers:
CID:6708550, SureChEMBL:SCHEMBL12998447

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Chemical structure information

SMILES:
COC(=O)C([C@H]1C(C)(C)[C@@H](OC(=O)C)[C@H]2C(=O)[C@]1(C)C1CC[C@@]3(C(=C1C2)CC(=O)O[C@H]3c1ccoc1)C)O

InChI:
InChI=1S/C29H36O9/c1-14(30)37-25-17-11-16-18(29(5,23(17)33)22(27(25,2)3)21(32)26(34)35-6)7-9-28(4)19(16)12-20(31)38-24(28)15-8-10-36-13-15/h8,10,13,17-18,21-22,24-25,32H,7,9,11-12H2,1-6H3/t17-,18?,21?,22+,24+,25+,28-,29-/m1/s1

InChIKey:
LUDUHKJIKKLONS-AEXLHLMCSA-N

DeepSMILES:
COC=O)C[C@H]CC)C)[C@@H]OC=O)C)))[C@H]C=O)[C@]6C)CCC[C@@]C=C6C%10))CC=O)O[C@H]6cccoc5))))))))))C)))))))))))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2=C3CC4CCCC(C4=O)C3CCC2C(c2ccoc2)O1

Scaffold Graph/Node level:
OC1CC2C3CC4CCCC(C4O)C3CCC2C(C2CCOC2)O1

Scaffold Graph level:
CC1CC(C2CCCC2)C2CCC3C4CCCC(CC3C2C1)C4C

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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: Limonoids

NP-Likeness score: 2.978

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Chemical structure download