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(±)-torreyanic acid

Structure via PubChem · Public domain (PubChem)

EntityQ388948· pop 5· linked from 2 articles

(±)-torreyanic acid

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Also known as torreyanic acid

group of stereoisomers

Chemical data

Formula
C38H44O12
Molecular weight
692.7 g/mol
IUPAC name
(E)-4-[(2R,4S,6R,11R,12S,13R,16S,18R,22S)-4-[(E)-3-carboxybut-2-enyl]-3,7,15,19-tetraoxo-11,22-dipentyl-5,10,17,21-tetraoxaheptacyclo[11.7.2.02,8.02,12.04,6.014,20.016,18]docosa-8,14(20)-dien-16-yl]-2-methylbut-2-enoic acid
SMILES
CCCCC[C@H]1[C@@H]2[C@@H]3[C@H](OC=C4[C@]3(C(O1)C5=C2C(=O)[C@@]6([C@H](C5=O)O6)C/C=C(\C)/C(=O)O)C(=O)[C@@]7([C@H](C4=O)O7)C/C=C(\C)/C(=O)O)CCCCC
InChIKey
DQBVXDMPCDAQGS-MBKAVXJQSA-N
XLogP
3.8
Polar surface area
186 Ų
H-bond donors
2
H-bond acceptors
12
Formal charge
0

via PubChem

Wikidata facts

Mass
692.283276848
Show 4 more facts
Commons category
Torreyanic acid
isomeric SMILES
CCCCC[C@@H]1OC2C3=C(C(=O)[C@@]4(C/C=C(\C)C(=O)O)O[C@H]4C3=O)[C@H]1[C@@H]1[C@@H](CCCCC)OC=C3C(=O)[C@@H]4O[C@]4(C/C=C(\C)C(=O)O)C(=O)[C@]321
chemical formula
C₃₈H₄₄O₁₂
canonical SMILES
O=C(O)C(=CCC12OC2C(=O)C3=C(C1=O)C4C(OC3C56C(=O)C7(OC7C(=O)C6=COC(CCCCC)C45)CC=C(C(=O)O)C)CCCCC)C

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