(2s,4s)-Alpha-Campholinic Acid

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Iridoids and derivatives

Organic compounds

Lipids and lipid-like molecules

Prenol lipids

Monoterpenoids

Calculated Property

kind Value Source
logP 0.76 ALOGPS
logS -0.67 ALOGPS
Water Solubility 3.99e+01 g/l ALOGPS
logP 0.88 ChemAxon
IUPAC Name (2S,4R)-4-(2,2-dihydroxyethyl)-2,3,3-trimethylcyclopentan-1-one ChemAxon
Traditional IUPAC Name (2s,4s)-α-campholinic acid ChemAxon
Molecular Weight 186.2481 ChemAxon
Monoisotopic Weight 186.125594442 ChemAxon
SMILES [H][C@@]1(C)C(=O)C[C@@]([H])(CC(O)O)C1(C)C ChemAxon
Molecular Formula C10H18O3 ChemAxon
InChI InChI=1S/C10H18O3/c1-6-8(11)4-7(5-9(12)13)10(6,2)3/h6-7,9,12-13H,4-5H2,1-3H3/t6-,7+/m1/s1 ChemAxon
InChIKey InChIKey=KAXFPJKKGITBPU-RQJHMYQMSA-N ChemAxon
Polar Surface Area (PSA) 57.53 ChemAxon
Refractivity 49.46 ChemAxon
Polarizability 20.33 ChemAxon
Rotatable Bond Count 2 ChemAxon
H Bond Acceptor Count 3 ChemAxon
H Bond Donor Count 2 ChemAxon
pKa (strongest acidic) 12.55 ChemAxon
pKa (strongest basic) -3.7 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • 6-oxocamphor hydrolase : in Rhodococcus sp.