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1021188-26-0 molecular structure
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(6E,8Z)-18-hydroxy-5-oxooctadeca-6,8-dienoic acid

ChemBase ID: 171058
Molecular Formular: C18H30O4
Molecular Mass: 310.4284
Monoisotopic Mass: 310.21440944
SMILES and InChIs

SMILES:
C(=C\CCCCCCCCCO)\C=C\C(=O)CCCC(=O)O
Canonical SMILES:
OCCCCCCCCC/C=C\C=C\C(=O)CCCC(=O)O
InChI:
InChI=1S/C18H30O4/c19-16-11-9-7-5-3-1-2-4-6-8-10-13-17(20)14-12-15-18(21)22/h6,8,10,13,19H,1-5,7,9,11-12,14-16H2,(H,21,22)/b8-6-,13-10+
InChIKey:
WUMXVBSMANMBJK-WLPHGBIISA-N

Cite this record

CBID:171058 http://www.chembase.cn/molecule-171058.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(6E,8Z)-18-hydroxy-5-oxooctadeca-6,8-dienoic acid
IUPAC Traditional name
(6E,8Z)-18-hydroxy-5-oxooctadeca-6,8-dienoic acid
Synonyms
5-oxo-18-HODE
5-Oxo-18-hydroxy-(6E,8Z)-octadecadienoic Acid
(6E,8Z)-18-Hydroxy-5-oxo-6,8-octadecadienoic Acid
CAS Number
1021188-26-0
PubChem SID
164226968
PubChem CID
71749242

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC H949020 external link Add to cart
PubChem 71749242 external link
Data Source Data ID Price
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Data Source Data ID
PubChem 71749242 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 4.426203  H Acceptors
H Donor LogD (pH = 5.5) 3.0582678 
LogD (pH = 7.4) 1.2980599  Log P 4.1657257 
Molar Refractivity 91.0656 cm3 Polarizability 34.601627 Å3
Polar Surface Area 74.6 Å2 Rotatable Bonds 15 
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - H949020 external link
A metabolite of Sebaleic acid (5,8-octadecadienoic acid), the major polyunsaturated fatty acid in human sebum and skin surface lipids.

REFERENCES

REFERENCES

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  • • Powell, W., et al.: J. Biol. Chem., 268, 9280 (1993)
  • • O'Flaherty, J., et al.: J. Immunol., 164, 3345 (1993)
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PATENTS

PATENTS

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INTERNET

INTERNET

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