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(9R,13R)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid

PubChem CID: 5716901

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Compound Synonyms 136768-22-4, (9R,13R)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid, OPC 6, OPC-6:0, 6-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]hexanoic acid, (+/-)-OPC-6, (1R,2R)-3-oxo-2-(2'Z-pentenyl)cyclopentanehexanoic acid, OPC-6, DTXSID90420834, CHEBI:139085, CMC_7394, LMFA02010008, (+/-)-OPC 6, cyclopentanehexanoic acid, 3-oxo-2-[(2Z)-2-pentenyl]-, (1R,2R)-, 6-{(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}hexanoic acid, Cyclopentanehexanoic acid, 3-oxo-2-(2-pentenyl)-, [1alpha,2alpha(Z)]-, Cyclopentanehexanoic acid, 3-oxo-2-(2-pentenyl)-, [1alpha,2alpha(Z)]-(?)-, Cyclopentanehexanoic acid, 3-oxo-2-(2Z)-2-pentenyl-, (1R,2R)-rel- (9CI)
Topological Polar Surface Area 54.4
Hydrogen Bond Donor Count 1.0
Inchi Key WIJWBOWLVOOYFR-BDSSXFGHSA-N
Rotatable Bond Count 9.0
Synonyms (+/-)-OPC 6, 3-oxo-2(2'[Z]-pentenyl)-cyclopentane-1-hexanoic acid, Opc 6
Heavy Atom Count 19.0
Compound Name (9R,13R)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid
Description (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid, also known as opc-6, is a member of the class of compounds known as prostaglandins and related compounds. Prostaglandins and related compounds 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, (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid is considered to be an octadecanoid lipid molecule (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid can be found in broad bean, which makes (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid a potential biomarker for the consumption of this food product.
Exact Mass 266.188
Formal Charge 0.0
Monoisotopic Mass 266.188
Isotope Atom Count 0.0
Molecular Complexity 320.0
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 266.38
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 2.0
Iupac Name 6-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]hexanoic acid
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Inchi 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
Smiles CC/C=C\C[C@@H]1[C@@H](CCC1=O)CCCCCC(=O)O
Xlogp 3.6
Defined Bond Stereocenter Count 1.0
Molecular Formula C16H26O3

  • 1. Outgoing r'ship FOUND_IN to/from Vicia Faba (Plant) Rel Props:Source_db:fooddb_chem_all