Structure Database (LMSD)

Common Name
Gymnemic acid V
Systematic Name
(3β,4α,16β,21β,22α)-21,22-bistigloxy-16,23,28-trihydroxyolean-12-en-3-yl-β D-glucopyranosiduronic acid
Synonyms
LM ID
LMPR0106150074
Formula
C46H70O14
Exact Mass
Calculate m/z
846.476561
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)
HCTZEWPNCZGSAE-ZIDNNZLZSA-N
InChi (Click to copy)
InChI=1S/C46H70O14/c1-11-23(3)38(55)59-35-36(60-39(56)24(4)12-2)46(22-48)26(19-41(35,5)6)25-13-14-28-42(7)17-16-30(57-40-33(52)31(50)32(51)34(58-40)37(53)54)43(8,21-47)27(42)15-18-44(28,9)45(25,10)20-29(46)49/h11-13,26-36,40,47-52H,14-22H2,1-10H3,(H,53,54)/b23-11+,24-12+/t26-,27+,28+,29-,30-,31-,32-,33+,34-,35-,36-,40+,42-,43-,44+,45+,46-/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](OC(/C(/C)=C/C)=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
14683206

Calculated Physicochemical Properties

Heavy Atoms 60
Rings 6
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 837.42
Topological Polar Surface Area 231.81
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 14
logP 7.12
Molar Refractivity 223.09

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