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Details

Stereochemistry ACHIRAL
Molecular Formula C22H34O2
Molecular Weight 330.5042
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 5
Charge 0

SHOW SMILES / InChI
Structure of OSBOND ACID

SMILES

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

InChI

InChIKey=AVKOENOBFIYBSA-WMPRHZDHSA-N
InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16,18-19H,2-5,8,11,14,17,20-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15-,19-18-

HIDE SMILES / InChI

Molecular Formula C22H34O2
Molecular Weight 330.5042
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 5
Optical Activity NONE

OSBOND ACID (all-cis-4,7,10,13,16-DPA) is an isomer of docosapentaenoic acid (DPA). DPA is a 22-carbon fatty acid found in fish oils. It is a minor constituent of the total serum unsaturated fatty acids in humans, ranging from 0.1 to 1%, and is used as a dietary supplement. OSBOND ACID is an ω-6 fatty acid formed by the elongation and desaturation of arachidonic acid. It is considered a marker of the functional DHA status. Levels of this fatty acid may be diminished during fatty acid desaturase syndrome and this possibly affects development. One study found that high levels of maternal OSBOND ACID (22:5n−6) were associated with higher verbal IQ in their children. Upregulation of OSBOND ACID also correlates with tumor burden in nonalcoholic steatohepatitis (a common preneoplastic condition of hepatocellular carcinoma).

Approval Year

PubMed

PubMed

TitleDatePubMed
Biomarkers of habitual fish intake in adipose tissue.
1995 Nov
Identification of a fatty acid delta6-desaturase deficiency in human skin fibroblasts.
2001 Apr
EPA, but not DHA, decreases mean platelet volume in normal subjects.
2002 Oct
Supplementing lactating women with flaxseed oil does not increase docosahexaenoic acid in their milk.
2003 Jan
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:38:32 GMT 2023
Edited
by admin
on Sat Dec 16 01:38:32 GMT 2023
Record UNII
7S686LQT6T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OSBOND ACID
Common Name English
(ALL-Z)-4,7,10,13,16-DOCOSAPENTAENOIC ACID
Common Name English
DOCOSAPENTAENOIC ACID, (4Z,7Z,10Z,13Z,16Z)-
Common Name English
4,7,10,13,16-DOCOSAPENTAENOIC ACID, (ALL-Z)-
Common Name English
4Z,7Z,10Z,13Z,16Z-DOCOSAPENTAENOIC ACID
Common Name English
C22:5 (N-6)
Common Name English
Code System Code Type Description
PUBCHEM
6441454
Created by admin on Sat Dec 16 01:38:32 GMT 2023 , Edited by admin on Sat Dec 16 01:38:32 GMT 2023
PRIMARY
DRUG BANK
DB14088
Created by admin on Sat Dec 16 01:38:32 GMT 2023 , Edited by admin on Sat Dec 16 01:38:32 GMT 2023
PRIMARY
FDA UNII
7S686LQT6T
Created by admin on Sat Dec 16 01:38:32 GMT 2023 , Edited by admin on Sat Dec 16 01:38:32 GMT 2023
PRIMARY
EPA CompTox
DTXSID60912352
Created by admin on Sat Dec 16 01:38:32 GMT 2023 , Edited by admin on Sat Dec 16 01:38:32 GMT 2023
PRIMARY
CAS
25182-74-5
Created by admin on Sat Dec 16 01:38:32 GMT 2023 , Edited by admin on Sat Dec 16 01:38:32 GMT 2023
PRIMARY
RXCUI
1360626
Created by admin on Sat Dec 16 01:38:32 GMT 2023 , Edited by admin on Sat Dec 16 01:38:32 GMT 2023
PRIMARY RxNorm
CHEBI
65136
Created by admin on Sat Dec 16 01:38:32 GMT 2023 , Edited by admin on Sat Dec 16 01:38:32 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY