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(1S,2R,6S,7R,9R,11S,12S,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

PubChem CID: 23266155

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Compound Synonyms CHEMBL2047410
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 76.1
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCC(CC2CCC3C2CCC2C3CC3CC34CCCC(C)C24)C1
Np Classifier Class Ergostane steroids
Deep Smiles CC=CC)C=O)O[C@H]C6)[C@H][C@H]CC[C@@H][C@]5C)CC[C@H][C@H]6C[C@@H][C@][C@]6C)C=O)C=C[C@@H]6O))))))O3)))))))))))))C
Heavy Atom Count 33.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CCCC(CC2CCC3C2CCC2C3CC3OC34CCCC(O)C24)O1
Classyfire Subclass Steroid lactones
Isotope Atom Count 0.0
Molecular Complexity 981.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 11.0
Uniprot Id n.a., P17066
Iupac Name (1S,2R,6S,7R,9R,11S,12S,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 4.5
Gsk 4 400 Rule False
Molecular Formula C28H38O5
Scaffold Graph Node Bond Level O=C1C=CCC(CC2CCC3C2CCC2C3CC3OC34CC=CC(=O)C24)O1
Prediction Swissadme 1.0
Inchi Key HBFRBCZKKTVLPR-NSYRIIBJSA-N
Silicos It Class Moderately soluble
Fcsp3 0.7857142857142857
Logs -4.923
Rotatable Bond Count 2.0
Logd 4.388
Synonyms 27-deoxywithaferin, 27-deoxywithaferin a
Esol Class Moderately soluble
Functional Groups CC1=C(C)C(=O)OCC1, CC=CC(C)=O, CO, C[C@H]1O[C@@]1(C)C
Compound Name (1S,2R,6S,7R,9R,11S,12S,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
Prediction Hob Swissadme 0.0
Exact Mass 454.272
Formal Charge 0.0
Monoisotopic Mass 454.272
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 454.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -5.380463400000002
Inchi InChI=1S/C28H38O5/c1-14-12-21(32-25(31)15(14)2)16(3)18-6-7-19-17-13-24-28(33-24)23(30)9-8-22(29)27(28,5)20(17)10-11-26(18,19)4/h8-9,16-21,23-24,30H,6-7,10-13H2,1-5H3/t16-,17-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1
Smiles CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=C[C@@H]6O)C)O5)C)C
Nring 6.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Steroids

  • 1. Outgoing r'ship FOUND_IN to/from Withania Somnifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all