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Gymnemic acid II

PubChem CID: 91617872

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Compound Synonyms Gymnemic acid II, (+)-Gymnemic acid II, Gymnemic acid ii, (+)-, UNII-CUN60G2ITS, CUN60G2ITS, 122144-48-3, beta-D-Glucopyranosiduronic acid, (3beta,4alpha,16beta,21beta,22alpha)-28-(acetyloxy)-16,22,23-trihydroxy-21-((2S)-2-methyl-1-oxobutoxy)olean-12-en-3-yl, GYMNEMIC ACID II (CONSTITUENT OF GYMNEMA) [DSC], .BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,4.ALPHA.,16.BETA.,21.BETA.,22.ALPHA.)-28-(ACETYLOXY)-16,22,23-TRIHYDROXY-21-((2S)-2-METHYL-1-OXOBUTOXY)OLEAN-12-EN-3-YL, Gymnemate II, (2S,3S,4S,5R,6R)-6-(((3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-((2S)-2-methylbutanoyl)oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid, (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2S)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid, GYMNEMIC ACID II (CONSTITUENT OF GYMNEMA), Q27275803
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 230.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC(CC2CCC3C(CCC4C3CCC3C5CCCCC5CCC34)C2)CC1
Np Classifier Class Oleanane triterpenoids
Deep Smiles CC[C@@H]C=O)O[C@H][C@H]O)[C@]COC=O)C))))[C@@H]O)C[C@@]C=CC[C@H][C@@]6C)CC[C@@H][C@]6C)CC[C@@H][C@@]6C)CO)))O[C@@H]O[C@H]C=O)O))[C@H][C@@H][C@H]6O))O))O)))))))))))))))))[C@@H]6CC%10C)C)))))C)))))))))C
Heavy Atom Count 57.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC(OC2CCC3C(CCC4C3CCC3C5CCCCC5CCC34)C2)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1600.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 18.0
Iupac Name (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2S)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 4.1
Gsk 4 400 Rule False
Molecular Formula C43H68O14
Scaffold Graph Node Bond Level C1=C2C3CCCCC3CCC2C2CCC3CC(OC4CCCCO4)CCC3C2C1
Inchi Key IWLKKMZNFBKYCF-GAZXINLWSA-N
Silicos It Class Soluble
Rotatable Bond Count 11.0
Synonyms gymnemic acid ii
Esol Class Poorly soluble
Functional Groups CC(=O)O, CC(=O)OC, CC=C(C)C, CO, COC(C)=O, CO[C@@H](C)OC
Compound Name Gymnemic acid II
Exact Mass 808.461
Formal Charge 0.0
Monoisotopic Mass 808.461
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 809.0
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 18.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C43H68O14/c1-10-21(2)36(53)57-34-33(50)43(20-54-22(3)45)24(17-38(34,4)5)23-11-12-26-39(6)15-14-28(55-37-31(49)29(47)30(48)32(56-37)35(51)52)40(7,19-44)25(39)13-16-41(26,8)42(23,9)18-27(43)46/h11,21,24-34,37,44,46-50H,10,12-20H2,1-9H3,(H,51,52)/t21-,24-,25+,26+,27-,28-,29-,30-,31+,32-,33-,34-,37+,39-,40-,41+,42+,43-/m0/s1
Smiles CC[C@H](C)C(=O)O[C@H]1[C@@H]([C@@]2([C@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)C)C)[C@@H]2CC1(C)C)C)O)COC(=O)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 Gymnema Sylvestre (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/11249615