Human Metabolome Database Version 3.5

Showing metabocard for 12S-HHT (HMDB12535)

Record Information
Version 3.5
Creation Date 2009-07-24 18:02:28 -0600
Update Date 2013-02-08 17:29:18 -0700
HMDB ID HMDB12535
Secondary Accession Numbers None
Metabolite Identification
Common Name 12S-HHT
Description 12(S)-HHTrE is an unusual product of the cyclooxygenase (COX) pathway and one of the primary arachidonic acid metabolites of the human platelet.1 It is biosynthesized by thromboxane (TX) synthesis from prostaglandin H2 (PGH2) concurrently with TXA2. The biological role of 12(S)-HHTrE is uncertain. It is avidly oxidized to 12-oxoHTrE by porcine 15-hydroxy PGDH.
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 12(S)-Hydroxy-(5Z,8Z,10E)-heptadeca-5,8,10-trienoate
  2. 12(S)-Hydroxy-(5Z,8Z,10E)-heptadeca-5,8,10-trienoic acid
  3. 12(S)-Hydroxy-(5Z,8Z,10E)-heptadeca-5,8,10-trienoic acid anion
  4. 12-HHTre
  5. 12-Hydroxyheptadecatrienoate
  6. 12-Hydroxyheptadecatrienoic acid
  7. HHT
  8. Hydroxyheptadecatrienate
  9. Hydroxyheptadecatrienoate
  10. Hydroxyheptadecatrienoic acid
  11. Hydroxyheptadecatrienoic acid anion
Chemical Formula C17H28O3
Average Molecular Weight 280.4024
Monoisotopic Molecular Weight 280.203844762
IUPAC Name (5Z,8E,10E,12S)-12-hydroxyheptadeca-5,8,10-trienoic acid
Traditional IUPAC Name 12-HHTrE
CAS Registry Number 54397-84-1
SMILES CCCCC[C@H](O)\C=C\C=C\C\C=C/CCCC(O)=O
InChI Identifier InChI=1S/C17H28O3/c1-2-3-10-13-16(18)14-11-8-6-4-5-7-9-12-15-17(19)20/h5-8,11,14,16,18H,2-4,9-10,12-13,15H2,1H3,(H,19,20)/b7-5-,8-6+,14-11+/t16-/m0/s1
InChI Key KUKJHGXXZWHSBG-WBGSEQOASA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Fatty Alcohols
Sub Class N/A
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Organic Compounds
  • Straight Chain Fatty Acids
  • Unsaturated Fatty Acids
Substituents
  • Acyclic Alkene
  • Allyl Alcohol
  • Carboxylic Acid Salt
  • Secondary Alcohol
Direct Parent Fatty Alcohols
Ontology
Status Detected and Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.015 g/L ALOGPS
LogP 4.99 ALOGPS
LogP 4.38 ChemAxon
LogS -4.28 ALOGPS
pKa (strongest acidic) 4.89 ChemAxon
pKa (strongest basic) -1.6 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 57.53 A2 ChemAxon
Rotatable Bond Count 12 ChemAxon
Refractivity 86.55 ChemAxon
Polarizability 34.15 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations
  • Blood
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified
0.00203 +/- 0.000278 uM Adult (>18 years old) Both Normal
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB029115
KNApSAcK ID Not Available
Chemspider ID 4446265 Link_out
KEGG Compound ID Not Available
BioCyc ID 1-KETO-2-METHYLVALERATE Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB12535 Link_out
Metagene Link HMDB12535 Link_out
METLIN ID Not Available
PubChem Compound 5283141 Link_out
PDB ID Not Available
ChEBI ID 63977 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available