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Structure Database (LMSD)

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Common Name

Coriolic acid

Systematic Name

13-hydroxy-9Z,11E-octadecadienoic acid

Synonyms

13-hydroxy-cis-9,trans-11-octadecadienoic acid
Artemesic acid
alpha-Artemisolic acid
a-Artemisolic acid

LM ID

LMFA02000154

Formula

C₁₈H₃₂O₃

Exact Mass

Calculate m/z

296.235145

Sum Composition

FA 18:2;O

Status

Active

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Main

Classification

String Representations

InChiKey (Click to copy)

HNICUWMFWZBIFP-BSZOFBHHSA-N

InChi (Click to copy)

InChI=1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+

SMILES (Click to copy)

C(CCCCCCC(=O)O)/C=C\C=C\C(O)CCCCC

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Coriaria (#3459)

Magnoliopsida (#3398)

Structure and intraglyceride distribution of coriolic acid.,
Lipids, 1968

Pubmed ID: 17805822

Homo sapiens (#9606)

Mammalia (#40674)

Free and esterified 13(R,S)-hydroxyoctadecadienoic acids: principal oxygenase products in psoriatic skin scales.,
J Lipid Res, 1990

Pubmed ID: 2107270

Other Databases

KEGG ID

C14762

HMDB ID

HMDB0112194

CHEBI ID

72639

PubChem CID

5282947

Cayman ID

38600

GuidePharm ID

5426

Calculated Physicochemical Properties

Heavy Atoms 21

Rings 0

Aromatic Rings 0

Rotatable Bonds 14

Van der Waals Molecular Volume 338.41

Topological Polar Surface Area 57.53

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 3

logP 5.14

Molar Refractivity 88.90

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