(1S,6BR,9AS,11R,11BR)-9A,11B-DIMETHYL-1-[(METHYLOXY)METHYL]-3,6,9-TRIOXO-1,6,6B,7,8,9,9A,10,11,11B-DECAHYDRO-3H-FURO[4,3,2-DE]INDENO[4,5-H][2]BENZOPYRAN-11-YL ACETATE

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as oxasteroids and derivatives. These are steroid derivatives where a carbon atom of the steroid is replaced by an oxygen atom.

Oxasteroids and derivatives

Organic compounds

Lipids and lipid-like molecules

Steroids and steroid derivatives

Oxasteroids and derivatives

Calculated Property

kind Value Source
logP 2.31 ALOGPS
logS -3.5 ALOGPS
Water Solubility 1.21e-01 g/l ALOGPS
logP 1.44 ChemAxon
IUPAC Name (1R,3R,5S,9R,18S)-18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-2(10),12(19),14-trien-3-yl acetate ChemAxon
Traditional IUPAC Name wortmannin ChemAxon
Molecular Weight 428.4319 ChemAxon
Monoisotopic Weight 428.147117744 ChemAxon
SMILES [H][C@@]12CCC(=O)[C@@]1(C)C[C@@]([H])(OC(C)=O)C1=C2C(=O)C2=C3C(=CO2)C(=O)O[C@]([H])(COC)[C@]13C ChemAxon
Molecular Formula C23H24O8 ChemAxon
InChI InChI=1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1 ChemAxon
InChIKey InChIKey=QDLHCMPXEPAAMD-QAIWCSMKSA-N ChemAxon
Polar Surface Area (PSA) 109.11 ChemAxon
Refractivity 106.86 ChemAxon
Polarizability 42.99 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 5 ChemAxon
H Bond Donor Count 0 ChemAxon
pKa (strongest acidic) 19.67 ChemAxon
pKa (strongest basic) -4.1 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 5 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform : in Human
  • Serine/threonine-protein kinase PLK1 : in Human
  • Phosphatidylinositol 3-kinase regulatory subunit alpha : in Human
  • Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform : in Human