Structure database (LMSD)

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LM IDLMPR0106150031
Common NameGymnemic acid I
Systematic Name(3β,4α,16β,21β,22α)-21-tigloxy-28-acetoxy-16,22,23-trihydroxyolean-12-en-3-
yl-β D-glucopyranosiduronic acid
Synonyms-
Exact Mass
806.4453 (neutral)    Calculate m/z:
FormulaC43H66O14
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC30 isoprenoids (triterpenes) [PR0106]
Class Level 4Oleanane triterpenoids [PR010615]
PubChem CID11953919
InChIKeyVEFSVJGWJQPWFS-ZXKKMYOJSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C43H66O14/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/h10-11,24-34,37,44,46-50H,12-20H2,1-9H3,
(H,51,52)/b21-10+/t24-,25+,26+,27-,28-,29-,30-,31+,32-,33-,34-,37+,39-,40-,41+,4
2+,43-/m0/s1
SMILESC1C[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)[C@@H](OC(/C(/C)=C/C)=O)[C@H](O)[C@
]5(COC(C)=O)[C@@H](O)C[C@@]4(C)[C@]3(C)CC[C@@]2([H])[C@@](CO)(C)[C@H]1O[C@@H]1O[
C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms57Rings6Aromatic Rings0Rotatable Bonds10
 van der Waals
Molecular Volume
788.16Topological Polar
Surface Area
231.81Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
14
 logP6.18Molar
Refractivity
209.34