Betulin
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MedKoo CAT#: 600117

CAS#: 473-98-3

Description: Betulin is a naturally occurring triterpene commonly isolated from the bark of birch trees. It can be converted to betulinic acid (the alcohol group replaced by a carboxylic acid group), which is biologically more active than betulin itself. Betulin has been shown to exhibit anti-inflammatory activity and may be useful for the treatment of renal carcinoma and auto-immune disorders.


Chemical Structure

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Betulin
CAS# 473-98-3

Theoretical Analysis

MedKoo Cat#: 600117
Name: Betulin
CAS#: 473-98-3
Chemical Formula: C30H50O2
Exact Mass: 442.38108
Molecular Weight: 442.72
Elemental Analysis: C, 81.39; H, 11.38; O, 7.23

Price and Availability

Size Price Availability Quantity
500.0mg USD 225.0 2 weeks
1.0g USD 365.0 2 weeks
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Synonym: AI3-62999, Betulin, Betuline, Betulinol, Betulol, Trochol

IUPAC/Chemical Name: Lup-20(29)-ene-3β,28-diol

InChi Key: FVWJYYTZTCVBKE-ROUWMTJPSA-N

InChi Code: InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1

SMILES Code: CC1(C)[C@@H](O)CC[C@]2(C)[C@@]3([H])CC[C@]4([H])[C@@]5([H])[C@H](C(C)=C)CC[C@@](CO)5CC[C@](C)4[C@@](C)3CC[C@@]12[H]

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO.

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 442.72 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Ci X, Zhou J, Lv H, Yu Q, Peng L, Hua S. Betulin exhibits anti-inflammatory activity in LPS-stimulated macrophages and endotoxin-shocked mice through an AMPK/AKT/Nrf2-dependent mechanism. Cell Death Dis. 2017 May 18;8(5):e2798. doi: 10.1038/cddis.2017.39. PubMed PMID: 28518138; PubMed Central PMCID: PMC5520743.

2: Ra HJ, Lee HJ, Jo HS, Nam DC, Lee YB, Kang BH, Moon DK, Kim DH, Lee CJ, Hwang SC. Betulin suppressed interleukin-1β-induced gene expression, secretion and proteolytic activity of matrix metalloproteinase in cultured articular chondrocytes and production of matrix metalloproteinase in the knee joint of rat. Korean J Physiol Pharmacol. 2017 Jan;21(1):19-26. doi: 10.4196/kjpp.2017.21.1.19. Epub 2016 Dec 21. Erratum in: Korean J Physiol Pharmacol. 2017 Mar;21(2):275. PubMed PMID: 28066137; PubMed Central PMCID: PMC5214907.

3: Cheng W, Ji S, Zhang H, Han Z, Liu Q, Wang J, Ping H. mTOR activation is critical for betulin treatment in renal cell carcinoma cells. Biochem Biophys Res Commun. 2017 Jan 22;482(4):1030-1036. doi: 10.1016/j.bbrc.2016.11.153. Epub 2016 Nov 28. PubMed PMID: 27908730.

4: Zhou YQ, Weng XF, Dou R, Tan XS, Zhang TT, Fang JB, Wu XW. Betulin from Hedyotis hedyotidea ameliorates concanavalin A-induced and T cell-mediated autoimmune hepatitis in mice. Acta Pharmacol Sin. 2017 Feb;38(2):201-210. doi: 10.1038/aps.2016.102. Epub 2016 Oct 31. PubMed PMID: 27796295; PubMed Central PMCID: PMC5309748.

5: Gui YZ, Yan H, Gao F, Xi C, Li HH, Wang YP. Betulin attenuates atherosclerosis in apoE(-/-) mice by up-regulating ABCA1 and ABCG1. Acta Pharmacol Sin. 2016 Sep;37(10):1337-1348. doi: 10.1038/aps.2016.46. Epub 2016 Jul 4. PubMed PMID: 27374487; PubMed Central PMCID: PMC5057233.

Betulin

500.0mg / USD 225.0