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Sitoindoside Ix

PubChem CID: 189586

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Compound Synonyms Sitoindoside IX, 118853-45-5, CHEBI:69119, (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-2,16-dimethyl-15-[(1S)-1-[(2R)-4-methyl-6-oxo-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one, 27-O-beta-D-glucopyranosylwithaferin A, (4beta,5beta,6beta,22R)-4-hydroxy-1,26-dioxo-5,6:22,26-diepoxyergosta-2,24-dien-27-yl beta-D-glucopyranoside, Ergosta-2,24-dien-26-oic acid, 5,6-epoxy-27-(beta-D-glucopyranosyloxy)-4,22-dihydroxy-1-oxo-, delta-lactone, (4beta,5beta,6beta,22R)-, (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-2,16-dimethyl-15-((1S)-1-((2R)-4-methyl-6-oxo-5-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxymethyl)-2,3-dihydropyran-2-yl)ethyl)-8-oxapentacyclo(9.7.0.02,7.07,9.012,16)octadec-4-en-3-one, CHEMBL1934467, DTXSID60922794, 27-O-b-D-Glucopyranosylwithaferin a, Q27137460, 4-Hydroxy-1,26-dioxo-5,6:22,26-diepoxyergosta-2,24-dien-27-yl hexopyranoside
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 176.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC(CC2CCC3C2CCC2C3CC3CC34CCCC(C)C24)CCC1CCC1CCCCC1
Np Classifier Class Ergostane steroids
Deep Smiles OC[C@H]O[C@@H]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))))))O3)))))))))))))C))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 45.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CCCC23OC2CC2C4CCC(CC5CCC(COC6CCCCO6)C(O)O5)C4CCC2C13
Classyfire Subclass Steroid lactones
Isotope Atom Count 0.0
Molecular Complexity 1300.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 16.0
Uniprot Id n.a.
Iupac Name (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-2,16-dimethyl-15-[(1S)-1-[(2R)-4-methyl-6-oxo-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.7
Gsk 4 400 Rule False
Molecular Formula C34H48O11
Scaffold Graph Node Bond Level O=C1OC(CC2CCC3C2CCC2C3CC3OC34CC=CC(=O)C24)CC=C1COC1CCCCO1
Prediction Swissadme 0.0
Inchi Key WKCJIGSUKSPCKI-WNXUODGFSA-N
Silicos It Class Soluble
Fcsp3 0.8235294117647058
Logs -4.099
Rotatable Bond Count 6.0
Logd 2.519
Synonyms sitoindoside 9, sitoindoside ix
Esol Class Moderately soluble
Functional Groups CC1=C(C)C(=O)OCC1, CC=CC(C)=O, CO, CO[C@@H](C)OC, C[C@H]1O[C@@]1(C)C
Compound Name Sitoindoside Ix
Prediction Hob Swissadme 0.0
Exact Mass 632.32
Formal Charge 0.0
Monoisotopic Mass 632.32
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 632.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 16.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -4.4254314000000035
Inchi InChI=1S/C34H48O11/c1-15-11-22(43-30(41)18(15)14-42-31-29(40)28(39)27(38)23(13-35)44-31)16(2)19-5-6-20-17-12-26-34(45-26)25(37)8-7-24(36)33(34,4)21(17)9-10-32(19,20)3/h7-8,16-17,19-23,25-29,31,35,37-40H,5-6,9-14H2,1-4H3/t16-,17-,19+,20-,21-,22+,23+,25-,26+,27+,28-,29+,31+,32+,33-,34+/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)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
Nring 7.0
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 Physalis Longifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Withania Somnifera (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/14575818