Summary

IMPPAT Phytochemical identifier: IMPHY002041

Phytochemical name: [(2S,4R,7E,10S,11R)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate

Synonymous chemical names:
stizolicin

External chemical identifiers:
CID:11972501

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Chemical structure information

SMILES:
OC/C=C(/C(=O)O[C@H]1C/C(=C/CC[C@@]2([C@H](C3[C@@H]1C(=C)C(=O)O3)O2)C)/C)CO

InChI:
InChI=1S/C20H26O7/c1-11-5-4-7-20(3)17(27-20)16-15(12(2)18(23)26-16)14(9-11)25-19(24)13(10-22)6-8-21/h5-6,14-17,21-22H,2,4,7-10H2,1,3H3/b11-5+,13-6+/t14-,15+,16?,17-,20+/m0/s1

InChIKey:
SUXRDYUTTDFKDJ-NAPXJFMXSA-N

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

Functional groups:
C/C=C(/C)C, 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)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: 3.822

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Chemical structure download