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1021188-24-8 molecular structure
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(5S,6E,8Z)-5,18-dihydroxyoctadeca-6,8-dienoic acid

ChemBase ID: 167856
Molecular Formular: C18H32O4
Molecular Mass: 312.44428
Monoisotopic Mass: 312.2300595
SMILES and InChIs

SMILES:
C(=C\CCCCCCCCCO)\C=C\[C@H](CCCC(=O)O)O
Canonical SMILES:
OCCCCCCCCC/C=C\C=C\[C@H](CCCC(=O)O)O
InChI:
InChI=1S/C18H32O4/c19-16-11-9-7-5-3-1-2-4-6-8-10-13-17(20)14-12-15-18(21)22/h6,8,10,13,17,19-20H,1-5,7,9,11-12,14-16H2,(H,21,22)/b8-6-,13-10+/t17-/m1/s1
InChIKey:
RPFAXJQGBOULPA-CQLUAUNVSA-N

Cite this record

CBID:167856 http://www.chembase.cn/molecule-167856.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(5S,6E,8Z)-5,18-dihydroxyoctadeca-6,8-dienoic acid
IUPAC Traditional name
(5S,6E,8Z)-5,18-dihydroxyoctadeca-6,8-dienoic acid
Synonyms
5,18-diHODE
5S,18-Dihydroxy-(6E,8Z)-octadecadienoic Acid
(5S,6E,8Z)-5,18-Dihydroxy-6,8-octadecadienoic Acid
CAS Number
1021188-24-8
PubChem SID
162261989
PubChem CID
71316263

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC D454140 external link Add to cart
PubChem 71316263 external link
Data Source Data ID Price
TRC
D454140 external link Add to cart Please log in.
Data Source Data ID
PubChem 71316263 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 4.5841017  H Acceptors
H Donor LogD (pH = 5.5) 2.7897966 
LogD (pH = 7.4) 1.0146072  Log P 3.7543871 
Molar Refractivity 91.963 cm3 Polarizability 35.147522 Å3
Polar Surface Area 77.76 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 - D454140 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

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • 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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