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2-[[(1R,5R,7S,10R,12R,15R,16R,17S,18R,21R,22R,24S)-21,22-dihydroxy-1,6,6,15,17,20,20-heptamethyl-19,23-dioxaheptacyclo[13.10.0.02,12.05,10.010,12.016,24.018,22]pentacos-2-en-7-yl]oxy]oxane-3,4,5-triol

PubChem CID: 398800

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Compound Synonyms NSC708936, CHEMBL286485, NSC-708936, NCI60_038493
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 138.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC(CC2CCC34CC35CCC3C6CC7CCCC7CC6CC3C5CCC4C2)CC1
Np Classifier Class Cycloartane triterpenoids
Deep Smiles OCCO)COCC6O))O[C@H]CC[C@@][C@H]C6C)C))CC=C[C@@]6C7)CC[C@][C@@]6C)C[C@H][C@@H]5[C@H]C)[C@@H][C@@]O6)O)[C@@H]CO5)C)C))O)))))))))C
Heavy Atom Count 44.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level C1CCC(OC2CCC34CC35CCC3C6CC7OCCC7OC6CC3C5CCC4C2)OC1
Classyfire Subclass Cycloartanols and derivatives
Isotope Atom Count 0.0
Molecular Complexity 1270.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 12.0
Iupac Name 2-[[(1R,5R,7S,10R,12R,15R,16R,17S,18R,21R,22R,24S)-21,22-dihydroxy-1,6,6,15,17,20,20-heptamethyl-19,23-dioxaheptacyclo[13.10.0.02,12.05,10.010,12.016,24.018,22]pentacos-2-en-7-yl]oxy]oxane-3,4,5-triol
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.9
Gsk 4 400 Rule False
Molecular Formula C35H54O9
Scaffold Graph Node Bond Level C1=C2C3CC4OC5CCOC5CC4C3CCC23CC32CCC(OC3CCCCO3)CC2C1
Inchi Key SUWXCVINJBVOAI-GAIXJHAKSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms cimiaceroside a
Esol Class Moderately soluble
Functional Groups CC=C(C)C, CO, COC, COC(C)OC, CO[C@@](C)(C)O
Compound Name 2-[[(1R,5R,7S,10R,12R,15R,16R,17S,18R,21R,22R,24S)-21,22-dihydroxy-1,6,6,15,17,20,20-heptamethyl-19,23-dioxaheptacyclo[13.10.0.02,12.05,10.010,12.016,24.018,22]pentacos-2-en-7-yl]oxy]oxane-3,4,5-triol
Exact Mass 618.377
Formal Charge 0.0
Monoisotopic Mass 618.377
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 618.8
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 16.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C35H54O9/c1-17-23-19(43-35(40)26(17)44-30(4,5)28(35)39)14-32(7)21-9-8-20-29(2,3)22(42-27-25(38)24(37)18(36)15-41-27)10-11-33(20)16-34(21,33)13-12-31(23,32)6/h9,17-20,22-28,36-40H,8,10-16H2,1-7H3/t17-,18?,19-,20-,22-,23-,24?,25?,26+,27?,28+,31+,32-,33+,34-,35-/m0/s1
Smiles C[C@H]1[C@H]2[C@H](C[C@@]3([C@@]2(CC[C@]45C3=CC[C@@H]6[C@]4(C5)CC[C@@H](C6(C)C)OC7C(C(C(CO7)O)O)O)C)C)O[C@]8([C@@H]1OC([C@H]8O)(C)C)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Actaea Racemosa (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/10726870
  • 2. Outgoing r'ship FOUND_IN to/from Cimicifuga Racemosa (Plant) Rel Props:Source_db:npass_chem_all