(1S,3aS,5aR,8aS)-1,7,7-trimethyl-1,2,3,3a,5a,6,7,8-octahydrocyclopenta[c]pentalene-4-carboxylic acid

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as angular triquinanes. These are triquinane with a structure based on a [6.3.0.0^1,5] undecane carbon skeleton.

Angular triquinanes

Organic compounds

Lipids and lipid-like molecules

Prenol lipids

Sesquiterpenoids

Calculated Property

kind Value Source
logP 3.59 ALOGPS
logS -3.8 ALOGPS
Water Solubility 4.15e-02 g/l ALOGPS
logP 3.29 ChemAxon
IUPAC Name (1S,2S,5S,8R)-2,10,10-trimethyltricyclo[6.3.0.0¹,⁵]undec-6-ene-6-carboxylic acid ChemAxon
Traditional IUPAC Name (1S,2S,5S,8R)-2,10,10-trimethyltricyclo[6.3.0.0¹,⁵]undec-6-ene-6-carboxylic acid ChemAxon
Molecular Weight 234.334 ChemAxon
Monoisotopic Weight 234.161979948 ChemAxon
SMILES [H][C@]1(C)CC[C@]2([H])C(=C[C@@]3([H])CC(C)(C)C[C@@]123)C(O)=O ChemAxon
Molecular Formula C15H22O2 ChemAxon
InChI InChI=1S/C15H22O2/c1-9-4-5-12-11(13(16)17)6-10-7-14(2,3)8-15(9,10)12/h6,9-10,12H,4-5,7-8H2,1-3H3,(H,16,17)/t9-,10-,12+,15-/m0/s1 ChemAxon
InChIKey InChIKey=DCFDRCCHOOORSB-JOXOIDLHSA-N ChemAxon
Polar Surface Area (PSA) 37.3 ChemAxon
Refractivity 67.41 ChemAxon
Polarizability 26.71 ChemAxon
Rotatable Bond Count 1 ChemAxon
H Bond Acceptor Count 2 ChemAxon
H Bond Donor Count 1 ChemAxon
pKa (strongest acidic) 4.94 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • 1-deoxypentalenic acid 11-beta-hydroxylase : in Streptomyces avermitilis (strain ATCC 31267 / DSM 46492 / JCM 5070 / NCIMB 12804 / NRRL 8165 / MA-4680)