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56472-29-8,MFCD07778553
Catalog No.:AA003HD2
56472-29-8 | 2-HydroxyOleicAcid
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25mg
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250mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003HD2
Chemical Name:
2-HydroxyOleicAcid
CAS Number:
56472-29-8
Molecular Formula:
C18H34O3
Molecular Weight:
298.4608
MDL Number:
MFCD07778553
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
Computed 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  

Synonyms
 
2-hydroxyoleic acid 
2-OHOA compound 
alpha-hydroxyoleic acid 
2OHOA 
2-OHOA 
SCHEMBL378126 
2-Hydroxy-9Z-hexadecenoic acid 
2-hydroxy-9Z-octadecenoic acid 
DTXSID00430863 
CHEBI:143096 
JBSOOFITVPOOSY-KTKRTIGZSA-N 
LMFA01050540 
2-hydroxyoleic acid 
(9Z)-2-hydroxyoctadec-9-enoic acid 
2OHOA, >=98% (HPLC) 
(9Z)-2-Hydroxy-9-octadecenoic Acid 
2-HydroxyOleicAcid 
|A-Hydroxyoleic Acid 
D02DWK 
FA(18:1)(OH) 
CID9796304 
C497101 
Minerval 
56472-29-8 
(Z)-2-hydroxyoctadec-9-enoic Acid 
2-Hydroxy Oleic Acid 
cis-2-Hydroxy-9-octadecenoic Acid 
Oxyolsaure 
2-hydroxy-9-cis-octadecenoic acid 
Literature

Title: Ceramide/sphingomyelin cycle involvement in gentamicin-induced cochlear hair cell death.

Journal: Archives of toxicology 20150301

Title: Effect of a 2-hydroxylated fatty acid on cholesterol-rich membrane domains.

Journal: Molecular membrane biology 20121201

Title: Normalization of sphingomyelin levels by 2-hydroxyoleic acid induces autophagic cell death of SF767 cancer cells.

Journal: Autophagy 20121001

Title: Atomistic molecular dynamics simulations of the interactions of oleic and 2-hydroxyoleic acids with phosphatidylcholine bilayers.

Journal: The journal of physical chemistry. B 20111013

Title: 2-hydroxyoleic acid affects cardiomyocyte [Ca2+]i transient and contractility in a region-dependent manner.

Journal: American journal of physiology. Heart and circulatory physiology 20080401

Title: Structure-effect relation of C18 long-chain fatty acids in the reduction of body weight in rats.

Journal: International journal of obesity (2005) 20080301

Title: Effects of 2-hydroxyoleic acid on the structural properties of biological and model plasma membranes.

Journal: Molecular membrane biology 20080101

Title: Antihypertensive action of 2-hydroxyoleic acid in SHRs via modulation of the protein kinase A pathway and Rho kinase.

Journal: Journal of lipid research 20060801

Title: The repression of E2F-1 is critical for the activity of Minerval against cancer.

Journal: The Journal of pharmacology and experimental therapeutics 20051001

Title: 2-hydroxyoleic acid: a new hypotensive molecule.

Journal: Hypertension (Dallas, Tex. : 1979) 20040201

Title: The hypotensive drug 2-hydroxyoleic acid modifies the structural properties of model membranes.

Journal: Molecular membrane biology 20040101

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