MedKoo Cat#: 528022 | Name: Betulin diacetate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Betulin diacetate is a triterpene and derivative of betulin that has been found in B. pendula and has antiviral and hepatoprotective activities. It inhibits Semliki Forest virus (SFV) replication in virus-infected Huh7 cells (IC50 = 9.1 µM). Betulin diacetate (20 mg/kg) increases the rate of bile secretion, a marker of hepatic function, in rat models of hepatitis induced by carbon tetrachloride, ethanol, or tetracycline.

Chemical Structure

Betulin diacetate
Betulin diacetate
CAS#1721-69-3

Theoretical Analysis

MedKoo Cat#: 528022

Name: Betulin diacetate

CAS#: 1721-69-3

Chemical Formula: C34H54O4

Exact Mass: 526.4022

Molecular Weight: 526.80

Elemental Analysis: C, 77.52; H, 10.33; O, 12.15

Price and Availability

Size Price Availability Quantity
25mg USD 350.00 2 Weeks
50mg USD 550.00 2 Weeks
100mg USD 900.00 2 Weeks
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Related CAS #
No Data
Synonym
Betulin diacetate; Betulin 3,28-diacetate; Betulin 3,28 diacetate; NSC-38876; NSC38876; NSC 38876; Lup-20(29)-ene-3,28-diol, diacetate, (3beta)-
IUPAC/Chemical Name
Lup-20(29)-ene-3,28-diol, diacetate, (3beta)-
InChi Key
MIROITGPMGDCGI-MQXQNARFSA-N
InChi Code
InChI=1S/C34H54O4/c1-21(2)24-12-17-34(20-37-22(3)35)19-18-32(8)25(29(24)34)10-11-27-31(7)15-14-28(38-23(4)36)30(5,6)26(31)13-16-33(27,32)9/h24-29H,1,10-20H2,2-9H3/t24-,25+,26-,27+,28-,29+,31-,32+,33+,34+/m0/s1
SMILES Code
CC1(C)[C@@H](OC(C)=O)CC[C@]2(C)[C@@]3([H])CC[C@]4([H])[C@@]5([H])[C@H](C(C)=C)CC[C@@](COC(C)=O)5CC[C@](C)4[C@@](C)3CC[C@@]12[H]
Appearance
Solid powder
Purity
>95% (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
>3 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
2934.99.03.00
More Info
Solvent mg/mL mM comments
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 526.80 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
1: Mikhailenko MA, Shakhtshneider TP, Eltsov IV, Kozlov AS, Kuznetsova SA, Karacharov АА, Boldyrev VV. Supramolecular architecture of betulin diacetate complexes with arabinogalactan from Larix sibirica. Carbohydr Polym. 2016 Mar 15;138:1-7. doi: 10.1016/j.carbpol.2015.11.047. Epub 2015 Nov 21. PubMed PMID: 26794731. 2: Shakhtshneider TP, Kuznetsova SA, Zamay AS, Zamay TN, Spivak EA, Mikhailenko MA, Malyar YN, Kuznetsov BN, Chesnokov NV, Boldyrev VV. New composites of betulin esters with arabinogalactan as highly potent anti-cancer agents. Nat Prod Res. 2016 Jun;30(12):1382-7. doi: 10.1080/14786419.2015.1060591. Epub 2015 Jul 13. PubMed PMID: 26165861. 3: Alakurtti S, Heiska T, Kiriazis A, Sacerdoti-Sierra N, Jaffe CL, Yli-Kauhaluoma J. Synthesis and anti-leishmanial activity of heterocyclic betulin derivatives. Bioorg Med Chem. 2010 Feb 15;18(4):1573-82. doi: 10.1016/j.bmc.2010.01.003. Epub 2010 Jan 7. PubMed PMID: 20116263. 4: Rybina AV, Shepelevich IS, Talipov RF, Galin FZ, Spirikhin LV. [Transformation of betulin diacetate by the Prins reaction]. Bioorg Khim. 2008 Jul-Aug;34(4):536-9. Russian. PubMed PMID: 18695727. 5: Symon AV, Veselova NN, Kaplun AP, Vlasenkova NK, Fedorova GA, Liutik AI, Gerasimova GK, Shvrts VI. [Synthesis and antitumor activity of cyclopropane derivatives of betulinic and betulonic acids]. Bioorg Khim. 2005 May-Jun;31(3):320-5. Russian. PubMed PMID: 16004391. 6: Yuan XH, Li BG, Zhang XY, Qi HY, Zhou M, Zhang GL. Two diterpenes and three diterpene glucosides from Phlogacanthus curviflorus. J Nat Prod. 2005 Jan;68(1):86-9. PubMed PMID: 15679324. 7: Tanaka R, Kinouchi Y, Wada S, Tokuda H. Potential anti-tumor promoting activity of lupane-type triterpenoids from the stem bark of Glochidion zeylanicum and Phyllanthus flexuosus. Planta Med. 2004 Dec;70(12):1234-6. PubMed PMID: 15643564. 8: Madureira AM, Ferreira MJ, Gyémánt N, Ugocsai K, Ascenso JR, Abreu PM, Hohmann J, Molnár J. Rearranged jatrophane-type diterpenes from euphorbia species. Evaluation of their effects on the reversal of multidrug resistance. Planta Med. 2004 Jan;70(1):45-9. PubMed PMID: 14765292. 9: Akihisa T, Ogihara J, Kato J, Yasukawa K, Ukiya M, Yamanouchi S, Oishi K. Inhibitory effects of triterpenoids and sterols on human immunodeficiency virus-1 reverse transcriptase. Lipids. 2001 May;36(5):507-12. PubMed PMID: 11432464.