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(3S)-O-(N-Methoxy-N-D-glucosylglycyl)betulinic acid

PubChem CID: 118701750

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Compound Synonyms (3S)-O-(N-Methoxy-N-D-glucosylglycyl)betulinic acid, (1R,3aS,5aR,5bR,9S,11aR)-1-isopropenyl-9-[2-[methoxy-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]amino]acetyl]oxy-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic aci
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 166.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCC2C(CCC3C2CCC2C4CCCC4CCC23)C1
Np Classifier Class Lupane triterpenoids
Deep Smiles OC[C@H]OCNCC=O)O[C@H]CC[C@]CC6C)C))CC[C@@]C6CCC[C@@]6C)CC[C@@]C6CCC5))C=C)C))))C=O)O))))))))))C)))))C))))))))OC)))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 50.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CNC1CCCCO1)OC1CCC2C(CCC3C2CCC2C4CCCC4CCC23)C1
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1340.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (3aS,5aR,5bR,9S,11aR)-9-[2-[methoxy-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]acetyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 4.5
Gsk 4 400 Rule False
Molecular Formula C39H63NO10
Scaffold Graph Node Bond Level O=C(CNC1CCCCO1)OC1CCC2C(CCC3C2CCC2C4CCCC4CCC23)C1
Inchi Key KRCLQJBBBGFWTC-DNSONDRFSA-N
Silicos It Class Soluble
Rotatable Bond Count 9.0
Synonyms d-glucoside
Esol Class Poorly soluble
Functional Groups C=C(C)C, CC(=O)O, CC(=O)OC, CO, CON(C)C(C)OC
Compound Name (3S)-O-(N-Methoxy-N-D-glucosylglycyl)betulinic acid
Exact Mass 705.445
Formal Charge 0.0
Monoisotopic Mass 705.445
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 705.9
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 15.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C39H63NO10/c1-21(2)22-11-16-39(34(46)47)18-17-37(6)23(29(22)39)9-10-26-36(5)14-13-27(35(3,4)25(36)12-15-38(26,37)7)50-28(42)19-40(48-8)33-32(45)31(44)30(43)24(20-41)49-33/h22-27,29-33,41,43-45H,1,9-20H2,2-8H3,(H,46,47)/t22?,23?,24-,25?,26?,27+,29?,30-,31+,32-,33?,36+,37-,38-,39+/m1/s1
Smiles CC(=C)C1CC[C@]2(C1C3CCC4[C@]5(CC[C@@H](C(C5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)CN(C6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC)C)C(=O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids

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