Structure Database (LMSD)

Common Name
Gymnemic acid IV
Systematic Name
(3β,4α,16β,21β,22α)-21-tigloxy-16,22,23,28-tetrahydroxyolean-12-en-3-yl-β D-glucopyranosiduronic acid
Synonyms
LM ID
LMPR0106150071
Formula
C41H64O13
Exact Mass
Calculate m/z
764.434696
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Oleanane triterpenoids [PR010615]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gymnema sylvestre (#4068)
Magnoliopsida (#3398)
Isolation and structure elucidation of gymnemic acids, antisweet principles of Gymnema sylvestre.,
Chem Pharm Bull (Tokyo), 1992
Pubmed ID: 1327559

String Representations

InChiKey (Click to copy)
UOZWTEQSPIEUHT-LHNBZPRDSA-N
InChi (Click to copy)
InChI=1S/C41H64O13/c1-9-20(2)34(51)54-32-31(48)41(19-43)22(16-36(32,3)4)21-10-11-24-37(5)14-13-26(52-35-29(47)27(45)28(46)30(53-35)33(49)50)38(6,18-42)23(37)12-15-39(24,7)40(21,8)17-25(41)44/h9-10,22-32,35,42-48H,11-19H2,1-8H3,(H,49,50)/b20-9+/t22-,23+,24+,25-,26-,27-,28-,29+,30-,31-,32-,35+,37-,38-,39+,40+,41-/m0/s1
SMILES (Click to copy)
C1C[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(CO)[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

Other Databases

PubChem CID
14264063

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 6
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 747.41
Topological Polar Surface Area 225.74
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 13
logP 5.61
Molar Refractivity 199.79

Admin

Created at
13th Mar 2025
Updated at
13th Mar 2025