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Ashwagandhanolide

PubChem CID: 16099532

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Compound Synonyms ashwagandhanolide, 919478-81-2, CHEMBL507211, AT41652
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 233.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCC(CC2CCC3C2CCC2C3CC(CC3CC4C5CCC(CC6CCCC(C)C6)C5CCC4C4C(C)CCCC34)C3CCCC(C)C32)C1
Np Classifier Class Ergostane steroids
Deep Smiles OCC=CC)C[C@@H]OC6=O)))[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))))))O))S[C@H]C[C@H][C@@H]CC[C@@H][C@@]5C)CC[C@@H]9[C@@][C@@]%13O)[C@@H]O)C=CC6=O))))))C))))))[C@@H][C@H]CC=CC=O)O6))CO)))C))))C)))))))))))))))))))))C
Heavy Atom Count 69.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CCCC(CC2CCC3C2CCC2C3CC(SC3CC4C5CCC(CC6CCCC(O)O6)C5CCC4C4C(O)CCCC34)C3CCCC(O)C32)O1
Classyfire Subclass Steroid lactones
Isotope Atom Count 0.0
Molecular Complexity 2150.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 22.0
Uniprot Id n.a., P23219, P35354
Iupac Name (2R)-2-[(1S)-1-[(4S,5R,6S,8S,9S,10R,13S,14S,17R)-6-[[(4S,5R,6S,8S,9S,10R,13S,14S,17R)-4,5-dihydroxy-17-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-6-yl]sulfanyl]-4,5-dihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl]ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 7.5
Gsk 4 400 Rule False
Molecular Formula C56H78O12S
Scaffold Graph Node Bond Level O=C1C=CCC(CC2CCC3C2CCC2C3CC(SC3CC4C5CCC(CC6CC=CC(=O)O6)C5CCC4C4C(=O)C=CCC34)C3CC=CC(=O)C32)O1
Prediction Swissadme 0.0
Inchi Key OCURLCGFNKYNMO-DHHZIUIOSA-N
Fcsp3 0.7857142857142857
Logs -5.081
Rotatable Bond Count 8.0
Logd 4.87
Synonyms ashwagandhanolide
Functional Groups CC1=C(C)C(=O)OCC1, CC=CC(C)=O, CO, CSC
Compound Name Ashwagandhanolide
Prediction Hob Swissadme 0.0
Exact Mass 974.521
Formal Charge 0.0
Monoisotopic Mass 974.521
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 975.3
Covalent Unit Count 1.0
Total Atom Stereocenter Count 22.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -10.058628999999998
Inchi InChI=1S/C56H78O12S/c1-27-21-41(67-49(63)33(27)25-57)29(3)35-9-11-37-31-23-47(55(65)45(61)15-13-43(59)53(55,7)39(31)17-19-51(35,37)5)69-48-24-32-38-12-10-36(30(4)42-22-28(2)34(26-58)50(64)68-42)52(38,6)20-18-40(32)54(8)44(60)14-16-46(62)56(48,54)66/h13-16,29-32,35-42,45-48,57-58,61-62,65-66H,9-12,17-26H2,1-8H3/t29-,30-,31-,32-,35+,36+,37-,38-,39-,40-,41+,42+,45-,46-,47-,48-,51+,52+,53-,54-,55+,56+/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]([C@]5([C@@]4(C(=O)C=C[C@@H]5O)C)O)S[C@H]6C[C@H]7[C@@H]8CC[C@@H]([C@]8(CC[C@@H]7[C@@]9([C@]6([C@H](C=CC9=O)O)O)C)C)[C@H](C)[C@H]1CC(=C(C(=O)O1)CO)C)C)CO
Nring 10.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Steroids

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