Idroxioleic Acid
(Z)-2-hydroxyoctadec-9-enoic acid
Molecular Identity
Idroxioleic Acid
(Z)-2-hydroxyoctadec-9-enoic acid
PubChem CID: 9796304
2-hydroxyoleic acid is a 2-hydroxy fatty acid that is oleic acid which carries a hydroxy group at position 2. It is an orally bioavailable synthetic hydroxylated fatty acid which modulates the lipid content of cancer cell membranes and induces cell cycle arrest and apoptosis in several cancer cell lines. It has a role as an antineoplastic agent, an antihypertensive agent and an apoptosis inducer. It is a 2-hydroxy fatty acid, a hydroxy monounsaturated fatty acid and a long-chain fatty acid. It is functionally related to an oleic acid. It is a conjugate acid of a 2-hydroxyoleate.
2D Structure
Properties
C18H34O3
Molecular Formula
298.50
Molecular Weight
g/mol
298.2508
Exact Mass
Da
6.5
XLogP
Above Lipinski threshold
57.5
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
3
H-Bond Acceptors
261
Complexity
SMILES
Canonical SMILES
SMILES: CCCCCCCCC=CCCCCCCC(C(=O)O)OIsomeric SMILES
SMILES: CCCCCCCC/C=C\CCCCCCC(C(=O)O)OSynonyms(20)
2-hydroxyoleic acidMinerval56472-29-8(Z)-2-hydroxyoctadec-9-enoic Acidalpha-hydroxyoleic acid2-OHOAcis-2-Hydroxy-9-octadecenoic AcidNFX88NFX-882OHOAOSV3KVO1BTSML0256CHEBI:143096SML-02569-Octadecenoic acid, 2-hydroxy-, (9Z)-
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Idroxioleic Acid
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