betulinate





Description


Betulinic acid is a naturally occurring pentacyclic triterpenoid compound with the molecular formula C30H48O3. It is found in the bark of several species of trees, including the white birch tree (Betula pubescens), and has been used traditionally in folk medicine for its anti-inflammatory and antitumor properties. Betulinic acid has been studied extensively for its potential therapeutic effects, including its antitumor and antiviral activities. It has been shown to induce apoptosis, or programmed cell death, in a variety of cancer cell types, including melanoma, neuroblastoma, and leukemia. Betulinic acid has also been shown to have antiviral activity against human immunodeficiency virus (HIV) and hepatitis B virus (HBV). In addition, betulinic acid has been investigated for its potential as an anti-inflammatory agent and for its effects on the immune system. It has been shown to inhibit the production of inflammatory cytokines and to modulate the activity of immune cells, including macrophages and dendritic cells. Betulinic acid is a promising compound for further investigation as a potential therapeutic agent. However, more research is needed to fully understand its mechanisms of action and potential benefits, as well as any potential side effects or risks associated with its use.


Chemical Formula:
C30H47O3
Molecular Weight:
455.7 Daltons
Monoisotopic Mass:
456.3603454071 Daltons
SMILES:
C=C(C)[C@@H]5(CC[C@]4(C(=O)[O-])(CC[C@]3(C)([C@H](CC[C@@H]2([C@@]1([C@H](C(C)(C)[C@H](CC1)O)CC[C@](C)23)(C)))[C@@H]45)))
InChI:
1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/p-1/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1

Synonyms
  • betulinic acid
  • mairin
  • 3β-hydroxy-20(29)-lupaene-28-oic acid

Databases
MetaCyc:  CPD-14493
KEGG:  C08619
ChEBI:  3087
LIPID MAPS:  LMPR0106140004
MetaboLights:  MTBLC3087
PubChem (CID):  40473200
ChemSpider:  58496
PupChem (SID):  10812
CHEMBL:  CHEMBL269277
KNApSAcK:  C00003741
NIKKAJI:  J11.885K
Seed:  cpd05526
MetaNetX:  MNXM94519
CAS:  472-15-1