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56472-29-8

56472-29-8 | 2-HydroxyOleicAcid

CAS No: 56472-29-8 Catalog No: AG003HFU MDL No:

Product Description

Catalog Number:
AG003HFU
Chemical Name:
2-HydroxyOleicAcid
CAS Number:
56472-29-8
Molecular Formula:
C18H34O3
Molecular Weight:
298.4608
IUPAC Name:
(Z)-2-hydroxyoctadec-9-enoic acid
InChI:
InChI=1S/C18H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h9-10,17,19H,2-8,11-16H2,1H3,(H,20,21)/b10-9-
InChI Key:
JBSOOFITVPOOSY-KTKRTIGZSA-N
SMILES:
CCCCCCCC/C=C\CCCCCCC(C(=O)O)O

Properties

Complexity:
261  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
298.251g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
298.467g/mol
Monoisotopic Mass:
298.251g/mol
Rotatable Bond Count:
15  
Topological Polar Surface Area:
57.5A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
6.5  

Literature

Title Journal
Ceramide/sphingomyelin cycle involvement in gentamicin-induced cochlear hair cell death. Archives of toxicology 20150301
Effect of a 2-hydroxylated fatty acid on cholesterol-rich membrane domains. Molecular membrane biology 20121201
Normalization of sphingomyelin levels by 2-hydroxyoleic acid induces autophagic cell death of SF767 cancer cells. Autophagy 20121001
Atomistic molecular dynamics simulations of the interactions of oleic and 2-hydroxyoleic acids with phosphatidylcholine bilayers. The journal of physical chemistry. B 20111013
2-hydroxyoleic acid affects cardiomyocyte [Ca2+]i transient and contractility in a region-dependent manner. American journal of physiology. Heart and circulatory physiology 20080401
Structure-effect relation of C18 long-chain fatty acids in the reduction of body weight in rats. International journal of obesity (2005) 20080301
Effects of 2-hydroxyoleic acid on the structural properties of biological and model plasma membranes. Molecular membrane biology 20080101
Antihypertensive action of 2-hydroxyoleic acid in SHRs via modulation of the protein kinase A pathway and Rho kinase. Journal of lipid research 20060801
The repression of E2F-1 is critical for the activity of Minerval against cancer. The Journal of pharmacology and experimental therapeutics 20051001
2-hydroxyoleic acid: a new hypotensive molecule. Hypertension (Dallas, Tex. : 1979) 20040201
The hypotensive drug 2-hydroxyoleic acid modifies the structural properties of model membranes. Molecular membrane biology 20040101

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