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(1R,2R,4S,6R,7R,10S,11R)-6-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6-hydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadeca-13,16-dien-12-one

PubChem CID: 25090669

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Compound Synonyms 50657-14-2, DB-222493, (15Alpha,22r)-17,20-dihydroxy-14,15:22,26-diepoxyergosta-2,5,24-triene-1,26-dione
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 96.4
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCC(CC2CC3CC34C2CCC2C3C(C)CCCC3CCC24)C1
Np Classifier Class Ergostane steroids
Deep Smiles CC=CC)C=O)O[C@H]C6)[C@@][C@@]O)C[C@H][C@@][C@]5C)CC[C@H][C@H]6CC=C[C@]6C)C=O)C=CC6)))))))))))))O3)))))O)C
Heavy Atom Count 34.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CCCC(CC2CC3OC34C2CCC2C3C(O)CCCC3CCC24)O1
Classyfire Subclass Steroid lactones
Isotope Atom Count 0.0
Molecular Complexity 1100.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (1R,2R,4S,6R,7R,10S,11R)-6-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6-hydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadeca-13,16-dien-12-one
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.4
Gsk 4 400 Rule False
Molecular Formula C28H36O6
Scaffold Graph Node Bond Level O=C1C=CCC(CC2CC3OC34C2CCC2C3C(=O)C=CCC3=CCC24)O1
Inchi Key QVPVAUAXVYYQTQ-XDLKSZKHSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 2.0
Synonyms 17α,20-dihydroxy-1-oxo-14α15α-epoxy-20s,22r-witha-2,5,24-trienolide (withanolide m), withanolide m, withanolides m
Esol Class Moderately soluble
Functional Groups CC1=C(C)C(=O)OCC1, CC=C(C)C, CC=CC(C)=O, CO, C[C@@H]1O[C@@]1(C)C
Compound Name (1R,2R,4S,6R,7R,10S,11R)-6-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6-hydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadeca-13,16-dien-12-one
Exact Mass 468.251
Formal Charge 0.0
Monoisotopic Mass 468.251
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 468.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C28H36O6/c1-15-13-21(33-23(30)16(15)2)26(5,31)27(32)14-22-28(34-22)19-10-9-17-7-6-8-20(29)25(17,4)18(19)11-12-24(27,28)3/h6,8-9,18-19,21-22,31-32H,7,10-14H2,1-5H3/t18-,19+,21+,22-,24+,25-,26-,27+,28-/m0/s1
Smiles CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@]2(C[C@H]3[C@@]4([C@@]2(CC[C@H]5[C@H]4CC=C6[C@@]5(C(=O)C=CC6)C)C)O3)O)O)C
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:Reference:ISBN:9788172361150