Summary

IMPPAT Phytochemical identifier: IMPHY005677

Phytochemical name: [(2R,3R,5S,9S,11R)-3-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.01,10.05,9]pentadec-14-en-2-yl] (E)-2-methylbut-2-enoate

Synonymous chemical names:
alpha-peroxyachifolid

External chemical identifiers:
CID:23305200

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Chemical structure information

SMILES:
C/C=C(/C(=O)O[C@]1(C)[C@H](O)C[C@@H]2[C@@H](C3C41OO[C@@]3(C=C4)C)OC(=O)C2=C)C

InChI:
InChI=1S/C20H24O7/c1-6-10(2)16(22)25-19(5)13(21)9-12-11(3)17(23)24-14(12)15-18(4)7-8-20(15,19)27-26-18/h6-8,12-15,21H,3,9H2,1-2,4-5H3/b10-6+/t12-,13+,14-,15?,18+,19+,20?/m0/s1

InChIKey:
UMHHYRUGXILZJB-MLRBWLPBSA-N

DeepSMILES:
C/C=C/C=O)O[C@]C)[C@H]O)C[C@@H][C@@H]CC7OO[C@@]5C=C6))C))))))OC=O)C5=C)))))))))))C

Functional groups:
C/C=C(C)C(=O)OC, C=C1CCOC1=O, CC=CC, CO, COOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)OC2C1CCCC13C=CC(OO1)C23

Scaffold Graph/Node level:
CC1C(O)OC2C1CCCC13CCC(OO1)C23

Scaffold Graph level:
CC1CC2C(CCCC34CCC(CC3)C24)C1C

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Sesquiterpenoids

NP Classifier Class: Guaiane sesquiterpenoids

NP-Likeness score: 3.251

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Chemical structure download