Show more...
Record Information
Version2.0
Created at2022-03-17 19:30:22 UTC
Updated at2022-03-17 19:30:22 UTC
NP-MRD IDNP0045551
Secondary Accession NumbersNone
Natural Product Identification
Common NameOPC-6:0
DescriptionOPC-6:0, Also known as OPC-6, belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Thus, OPC-6:0 Is considered to be an octadecanoid lipid molecule. OPC-6:0 was first documented in 2008 (PMID: 18267944). OPC-6:0 Is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 21331428).
Structure
Thumb
Synonyms
ValueSource
OPC-6ChEBI
Chemical FormulaC16H26O3
Average Mass266.3758 Da
Monoisotopic Mass266.18819 Da
IUPAC Name6-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]hexanoic acid
Traditional Name6-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]hexanoic acid
CAS Registry Number136768-22-4
SMILES
CC\C=C/C[C@@H]1[C@H](CCCCCC(O)=O)CCC1=O
InChI Identifier
InChI=1S/C16H26O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h3,5,13-14H,2,4,6-12H2,1H3,(H,18,19)/b5-3-/t13-,14-/m1/s1
InChI KeyWIJWBOWLVOOYFR-BDSSXFGHSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Vicia fabaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassEicosanoids
Direct ParentProstaglandins and related compounds
Alternative Parents
Substituents
  • Prostaglandin skeleton
  • Medium-chain fatty acid
  • Cyclic ketone
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.36ALOGPS
logP4.19ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)4.65ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity76.96 m³·mol⁻¹ChemAxon
Polarizability31.63 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001429
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5716901
PDB IDNot Available
ChEBI ID139085
Good Scents IDNot Available
References
General References
  1. Kienow L, Schneider K, Bartsch M, Stuible HP, Weng H, Miersch O, Wasternack C, Kombrink E: Jasmonates meet fatty acids: functional analysis of a new acyl-coenzyme A synthetase family from Arabidopsis thaliana. J Exp Bot. 2008;59(2):403-19. doi: 10.1093/jxb/erm325. Epub 2008 Feb 10. [PubMed:18267944 ]
  2. Huang YQ, Liu JQ, Gong H, Yang J, Li Y, Feng YQ: Use of isotope mass probes for metabolic analysis of the jasmonate biosynthetic pathway. Analyst. 2011 Apr 7;136(7):1515-22. doi: 10.1039/c0an00736f. Epub 2011 Feb 18. [PubMed:21331428 ]