1,3-CYCLOHEXANEDIOL, 4-METHYLENE-5-[(2E)-[(1S,3AS,7AS)-OCTAHYDRO-1-(5-HYDROXY-5-METHYL-1,3-HEXADIYNYL)-7A-METHYL-4H-INDEN-4-YLIDENE]ETHYLIDENE]-, (1R,3S,5Z)

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as steroids and steroid derivatives. These are compounds based on the cyclopenta[a]phenanthrene carbon skeleton, partially or completely hydrogenated; there are usually methyl groups at C-10 and C-13, and often an alkyl group at C-17. By extension, one or more bond scissions, ring expansions and/or ring contractions of the skeleton may have occurred.

Steroids and steroid derivatives

Organic compounds

Lipids and lipid-like molecules

Steroids and steroid derivatives

Calculated Property

kind Value Source
logP 4.52 ALOGPS
logS -4.6 ALOGPS
Water Solubility 8.98e-03 g/l ALOGPS
logP 3.39 ChemAxon
IUPAC Name (1R,3S,5Z)-5-{2-[(1S,3aS,4E,7aS)-1-(5-hydroxy-5-methylhexa-1,3-diyn-1-yl)-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol ChemAxon
Traditional IUPAC Name (1R,3S,5Z)-5-{2-[(1S,3aS,4E,7aS)-1-(5-hydroxy-5-methylhexa-1,3-diyn-1-yl)-7a-methyl-hexahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol ChemAxon
Molecular Weight 394.5464 ChemAxon
Monoisotopic Weight 394.250794954 ChemAxon
SMILES C=C1C(=C/C=C2CCC[C@]3(C)[C@]([H])(CC[C@@]23[H])C#CC#CC(C)(O)C)C[C@](O)([H])C[C@@]1(O)[H] ChemAxon
Molecular Formula C26H34O3 ChemAxon
InChI InChI=1S/C26H34O3/c1-18-20(16-22(27)17-24(18)28)11-10-19-8-7-15-26(4)21(12-13-23(19)26)9-5-6-14-25(2,3)29/h10-11,21-24,27-29H,1,7-8,12-13,15-17H2,2-4H3/b19-10+,20-11-/t21-,22+,23-,24-,26+/m0/s1 ChemAxon
InChIKey InChIKey=CEEUUHVULXTFGS-BQXVGYHGSA-N ChemAxon
Polar Surface Area (PSA) 60.69 ChemAxon
Refractivity 120.55 ChemAxon
Polarizability 47.32 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 3 ChemAxon
H Bond Donor Count 3 ChemAxon
pKa (strongest acidic) 14.06 ChemAxon
pKa (strongest basic) -2.8 ChemAxon
Physiological Charge 0 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

  • Nuclear receptor coactivator 1 : in Human
  • Vitamin D3 receptor : in Human