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[(2R,3S,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-2-{[(3aR,5aR,9aR,11S)-11-hydroxy-1-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-3a,5a,6,6,9a-pentamethyl-dodecahydro-1H-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate

PubChem CID: 177397

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Compound Synonyms [(2R,3S,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-2-{[(3aR,5aR,9aR,11S)-11-hydroxy-1-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-3a,5a,6,6,9a-pentamethyl-dodecahydro-1H-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 225.0
Hydrogen Bond Donor Count 8.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCCCC2CC2CCC3C(CCC4C5CCCC5CCC34)C2)CC1
Np Classifier Class Dammarane and Protostane triterpenoids
Deep Smiles OC[C@H]O[C@@H]OCCC[C@][C@@]C6C)C))C)CCCC6C[C@H]O)C[C@]6C)CCC5[C@]CCC=CC)C)))))O)C))))))))))))))C))))))[C@@H][C@H][C@@H]6O))O))O[C@@H]O[C@H]COC=O)C))))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 58.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC(OC2CCCOC2OC2CCC3C(CCC4C5CCCC5CCC34)C2)OC1
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1490.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 15.0
Iupac Name [(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(5R,10R,12S,14R)-12-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,5,10,14-pentamethyl-2,3,6,7,8,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 4.0
Gsk 4 400 Rule False
Molecular Formula C44H74O14
Scaffold Graph Node Bond Level C1CCC(OC2CCCOC2OC2CCC3C(CCC4C5CCCC5CCC34)C2)OC1
Inchi Key HDOVPYFFNMNHIW-KJQPNMOOSA-N
Silicos It Class Soluble
Rotatable Bond Count 12.0
Synonyms ginsenoside rs3
Esol Class Poorly soluble
Functional Groups CC=C(C)C, CO, COC(C)=O, CO[C@@H](C)OC
Compound Name [(2R,3S,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-2-{[(3aR,5aR,9aR,11S)-11-hydroxy-1-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-3a,5a,6,6,9a-pentamethyl-dodecahydro-1H-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate
Exact Mass 826.508
Formal Charge 0.0
Monoisotopic Mass 826.508
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 827.0
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 20.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C44H74O14/c1-22(2)11-10-15-43(8,53)25-12-16-41(6)24-13-18-44(9)40(4,5)30(14-17-42(44,7)26(24)19-27(47)31(25)41)57-39-37(35(51)32(48)28(20-45)55-39)58-38-36(52)34(50)33(49)29(56-38)21-54-23(3)46/h11,24-39,45,47-53H,10,12-21H2,1-9H3/t24?,25?,26?,27-,28+,29+,30?,31?,32+,33+,34-,35-,36+,37+,38-,39-,41+,42+,43-,44-/m0/s1
Smiles CC(=CCC[C@@](C)(C1CC[C@]2(C1[C@H](CC3C2CC[C@@]4([C@@]3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)O)O)O)C)C)O)C)O)C
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 Panax Ginseng (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/18975165