Summary

IMPPAT Phytochemical identifier: IMPHY000468

Phytochemical name: methyl (1S,2R,4R,7E,9S,10S,11R)-9-acetyloxy-4-methyl-10-[(Z)-2-methylbut-2-enoyl]oxy-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-ene-8-carboxylate

Synonymous chemical names:
fluctuanin

External chemical identifiers:
CID:101250074, ZINC:ZINC000523041484

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Chemical structure information

SMILES:
C/C=C(C(=O)O[C@@H]1[C@@H](OC(=O)C)/C(=CCC[C@@]2([C@@H]([C@@H]3[C@@H]1C(=C)C(=O)O3)O2)C)/C(=O)OC)/C

InChI:
InChI=1S/C23H28O9/c1-7-11(2)20(25)30-17-15-12(3)21(26)31-18(15)19-23(5,32-19)10-8-9-14(22(27)28-6)16(17)29-13(4)24/h7,9,15-19H,3,8,10H2,1-2,4-6H3/b11-7-,14-9+/t15-,16+,17+,18+,19-,23-/m1/s1

InChIKey:
FRJDOHXLSCQTIL-CXJCHJHQSA-N

DeepSMILES:
C/C=CC=O)O[C@@H][C@@H]OC=O)C)))/C=CCC[C@@][C@@H][C@@H][C@@H]%10C=C)C=O)O5)))))O3))C)))))/C=O)OC))))))))/C

Functional groups:
C/C=C(/C)C(=O)OC, C/C=C(C)C(=O)OC, C=C1CCOC1=O, CC(=O)OC, C[C@@]1(C)O[C@@H]1C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)OC2C1CCC=CCCC1OC12

Scaffold Graph/Node level:
CC1C(O)OC2C1CCCCCCC1OC12

Scaffold Graph level:
CC1CC2C3CC3CCCCCCC2C1C

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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: Germacrane sesquiterpenoids

NP-Likeness score: 3.222

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Chemical structure download