Summary

IMPPAT Phytochemical identifier: IMPHY002425

Phytochemical name: [(1S,2R,4R,6R,8S,9S,11R)-8,9-dihydroxy-4,9-dimethyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradecan-2-yl] (Z)-2-methylbut-2-enoate

Synonymous chemical names:
argophyllin a

External chemical identifiers:
CID:101593131, ZINC:ZINC000096014477

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Chemical structure information

SMILES:
C/C=C(C(=O)O[C@@H]1C[C@@]2(C)O[C@@H]2C[C@@H]([C@@](C[C@@H]2[C@@H]1C(=C)C(=O)O2)(C)O)O)/C

InChI:
InChI=1S/C20H28O7/c1-6-10(2)17(22)25-13-9-20(5)15(27-20)7-14(21)19(4,24)8-12-16(13)11(3)18(23)26-12/h6,12-16,21,24H,3,7-9H2,1-2,4-5H3/b10-6-/t12-,13-,14+,15-,16+,19+,20-/m1/s1

InChIKey:
OFNWVOIJEOVYPP-BCWQNUMUSA-N

DeepSMILES:
C/C=CC=O)O[C@@H]C[C@@]C)O[C@@H]3C[C@@H][C@@]C[C@@H][C@@H]%11C=C)C=O)O5))))))C)O))O))))))))))/C

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)OC2CCCCC3OC3CCC12

Scaffold Graph/Node level:
CC1C(O)OC2CCCCC3OC3CCC21

Scaffold Graph level:
CC1CC2CCCCC3CC3CCC2C1C

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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: 3.629

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Chemical structure download