Structure Database (LMSD)

Common Name
Glycyrrhetinic acid
Systematic Name
3-β-Hydroxy-11-oxoolean-12-en-30-oic acid
Synonyms
  • Uralenic acid
  • Enoxolone
  • glycyrrhetic acid
LM ID
LMPR0106150014
Formula
C30H46O4
Exact Mass
Calculate m/z
470.33961
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

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
Glycyrrhiza glabra (#49827)
Magnoliopsida (#3398)
Synthesis of glycyrrhetinic acid derivatives for the treatment of metabolic diseases.,
Bioorg Med Chem, 2010
Pubmed ID: 19914836

String Representations

InChiKey (Click to copy)
MPDGHEJMBKOTSU-YKLVYJNSSA-N
InChi (Click to copy)
InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1
SMILES (Click to copy)
C1C[C@H](O)[C@@](C)(C)[C@]2([H])CC[C@@]3(C)[C@@]4(C)C([C@@]5([H])[C@](C)(CC[C@](C)(C(O)=O)C5)CC4)=CC(=O)[C@]3([H])[C@@]12C

Other Databases

Wikipedia
Glycyrrhetinic_acid
KEGG ID
C02283
HMDB ID
HMDB11628
CHEBI ID
30853
PubChem CID
10114
PDB ID
CBW
GuidePharm ID
11264

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 5
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 493.00
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.70
Molar Refractivity 133.58

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Created at
-
Updated at
31st Jul 2024