CAS 472-15-1

Betulinic acid

Description:

Betulinic acid is a naturally occurring pentacyclic triterpenoid compound, primarily derived from the bark of the birch tree (Betula species). It is characterized by its white crystalline appearance and has a molecular formula of C30H48O3. Betulinic acid is known for its diverse biological activities, including anti-inflammatory, antiviral, and anticancer properties. It has been studied for its potential therapeutic effects against various types of cancer, as it can induce apoptosis in tumor cells while sparing normal cells. Additionally, betulinic acid exhibits antimicrobial properties and has shown promise in treating conditions such as HIV and other viral infections. Its mechanism of action often involves the modulation of cell signaling pathways and the induction of oxidative stress in cancer cells. Due to its natural origin and bioactivity, betulinic acid is of significant interest in pharmaceutical research and development, although further studies are needed to fully understand its efficacy and safety in clinical applications.

Formula: C₃₀H₄₈O₃

InChI: InChI=1/C29H46O3/c1-17(2)18-9-15-29(25(31)32)16-10-20-19(24(18)29)7-8-22-27(20,5)13-11-21-26(3,4)23(30)12-14-28(21,22)6/h18-24,30H,1,7-16H2,2-6H3,(H,31,32)/t18-,19-,20?,21?,22?,23+,24?,27-,28-,29-/m0/s1

InChI key: InChIKey=QGJZLNKBHJESQX-FZFNOLFKSA-N

SMILES: C(O)(=O)[C@]12[C@@]([C@@]3([C@@](C)(CC1)[C@@]4(C)[C@](CC3)([C@]5(C)[C@@](CC4)(C(C)(C)[C@@H](O)CC5)[H])[H])[H])([C@H](C(C)=C)CC2)[H]

Synonyms:

• (1R,3aS,5bS,9R,11aR,13aS)-9-hydroxy-5b,8,8,11a-tetramethyl-1-(1-methylethenyl)icosahydro-3aH-cyclopenta[a]chrysene-3a-carboxylic acid
• (3Beta)-3-Hydroxylup-20(29)-En-28-Oic Acid
• (3Beta,5Xi,9Xi,13Xi,18Xi)-3-Hydroxylup-20(29)-En-28-Oic Acid
• (3β)-3-Hydroxylup-20(29)-en-28-oic acid
• 3-Hydroxylup-20(29)-en-28-oic acid
• 3aH-Cyclopenta[a]chrysene, lup-20(29)-en-28-oic acid deriv.
• 3β-Hydroxylup-20(29)-en-28-oic acid
• Acide Lupene-20(29) Oique-28, Hydroxy-3, (3Β)-
• Acido Lup-20(29)-En-28-Oico, 3-Hidroxi-, (3Β)-
• Betulic acid
• Ccris 6748
• Lup-20(29)-en-28-oic acid, 3-hydroxy-, (3beta)-
• Lup-20(29)-en-28-oic acid, 3-hydroxy-, (3β)-
• Lup-20(29)-en-28-oic acid, 3beta-hydroxy-
• Lup-20(29)-en-28-oic acid, 3β-hydroxy-
• Lup-20(29)-en-28-olsaure, 3-Hydroxy-, (3β)-
• Lupatic acid
• Mairin
• Nsc 113090
• Nsc 677578
• β-Betulinic acid
• Platanol
• BETULICACID: LUP-20(29)-EN-28-OICACID, 3-HYDROXY-, (3B)-,
• Betulinic
• (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentaMethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid
• BETULINIC ACID
• AIRIN
• 3-B-HYDROXY-LUPA-20(30)-ENE 28-OIC ACID
• 3BETA-HYDROXY-20(29)-LUPENE-28-OIC ACID
• Einecs 207-448-8
• Melaleucin
• Gratiolone
• 3BETA-HYDROXY-20(29)-LUPAENE-28-OIC ACID
• ALS-357
• BETULINIC ACID WITH HPLC
• 3β-hydroxy-20(29)-lupaene-28-oic acid
• BETULINIC ACID hplc
• 3B-HYDROXY-20(29)-LUPENE-28-OIC ACID
• Betulinic acid technical grade, 90%
• (+)-(3β)-3-Hydroxylup-20(29)-en-28-oicacid
• Lup-20(29)-en-28-oic acid, 3beta-hydroxy-(8ci)
• 3β-hydroxy-lup-20(29)-ene-28-oicacid
• Betulinic Acid(98%)
• Platanolic acid
• BETULINIC ACID, TECH., 90%

Betulinic acid

CAS: 472-15-1

Betulinic acid analytical standard provided with w/w absolute assay, to be used for quantitative titration.

Formula: C₃₀H₄₈O₃

Purity: (HPLC) ≥98%

Color and Shape: Powder

Molecular weight: 456.71

Ref: 11-0031S

Betulinic acid

CAS: 472-15-1

Formula: C₃₀H₄₈O₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 456.7003

Ref: IN-DA003O6L

Betulinic acid

CAS: 472-15-1

Formula: C₃₀H₄₈O₃

Purity: ≥ 97.0%

Color and Shape: White to off-white or light-yellow powder

Molecular weight: 456.70

Ref: 7W-GP1450

Betulinic acid

CAS: 472-15-1

Betulinic acid

Purity: ≥98%

Molecular weight: 456.7g/mol

Ref: 54-BUP16011

Betulinic acid

CAS: 472-15-1

Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, immunomodulatory, anti-inflammatory and anti-tumor properties.Betulinic acid is a selective inducer of apoptosis in tumor cells, it inhibits activation of NF-kappaB and NF-kappaB-regulated gene expression induced by carcinogens and inflammatory stimuli.

Formula: C₃₀H₄₈O₃

Purity: 95%~99%

Molecular weight: 456.711

Ref: BP-BP0271

Betulinic acid

CAS: 472-15-1

Betulinic acid

Formula: C₃₀H₄₈O₃

Purity: 98%

Color and Shape: white powder

Molecular weight: 456.70g/mol

Ref: 54-BIDF1001

Betulinic acid

CAS: 472-15-1

Betulinic acid, a lupane-type triterpene from white birch bark, has antiretroviral, antimalarial, anti-inflammatory, and anticancer properties.

Formula: C₃₀H₄₈O₃

Purity: 99.12% - 99.7%

Color and Shape: White Crystalline Powder

Molecular weight: 456.7

Ref: TM-T2830

Betulinic acid with hplc

CAS: 472-15-1

Betulinic acid with hplc

Purity: 98%

Molecular weight: 456.70g/mol

Ref: 54-BIDF1011

Betulinic acid

CAS: 472-15-1

Carboxylic acid with alcohol function

Formula: C₃₀H₄₈O₃

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 456.71

Ref: 5G-89529

Betulinic Acid

CAS: 472-15-1

Applications Betulinic Acid is a natural pentacyclic triterpenoid. Betulinic Acid displays anti-inflammatory and anti-HIV activity. Betulinic Acid selectively induces apoptosis in tumor cells by directly activating the mitochondrial pathway of apoptosis through a p53- and CD95-independent mechanism. Betulinic Acid also exhibits TGR5 agonist activity
References Pisha, E. et al.: Nat. Med., 1, 1046 (1995); Fulda, S. et al.: Cancer Res., 57, 4956 (1997); Kashiwada, Y. et al.: J. Med. Chem., 39, 1016 (1996); Genet, C. et al.: J. Med. Chem., 53, 178 (2010);

Formula: C₃₀H₄₈O₃

Color and Shape: Neat

Molecular weight: 456.70

Ref: TR-B330250

Betulinic Acid-d3

Controlled Product

CAS: 472-15-1

Applications Betulinic Acid-d3 is the isotope labelled analog of Betulinic Acid (B330250); a natural pentacyclic triterpenoid that displays anti-inflammatory and anti-HIV activity. Betulinic Acid selectively induces apoptosis in tumor cells by directly activating the mitochondrial pathway of apoptosis through a p53- and CD95-independent mechanism. Betulinic Acid also exhibits TGR5 agonist activity.
References Pisha, E. et al.: Nat. Med., 1, 1046 (1995); Fulda, S. et al.: Cancer Res., 57, 4956 (1997); Kashiwada, Y. et al.: J. Med. Chem., 39, 1016 (1996); Genet, C. et al.: J. Med. Chem., 53, 178 (2010)

Formula: C₃₀H₄₅D₃O₃

Color and Shape: Neat

Molecular weight: 459.72

Ref: TR-B330252

Betulinic acid

CAS: 472-15-1

Betulinic acid is a pentacyclic triterpenoid, which is derived from the bark of birch trees among other plants. This compound exerts its effects primarily through the induction of apoptosis in cancer cells, interference with viral replication, and modulation of inflammatory pathways. Its mode of action includes mitochondrial membrane potential disruption, inhibition of topoisomerase, and interaction with the NF-kB signaling pathway.

Formula: C₃₀H₄₈O₃

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 456.7 g/mol

Ref: 3D-FB16425

3-epi-Betulinic Acid-d3

Controlled Product

CAS: 472-15-1

Applications 3-epi-Betulinic Acid-d3 is an isotope labelled analog of Betulinic Acid (B330250); a natural pentacyclic triterpenoid that displays anti-inflammatory and anti-HIV activity. Betulinic Acid selectively induces apoptosis in tumor cells by directly activating the mitochondrial pathway of apoptosis through a p53- and CD95-independent mechanism. Betulinic Acid also exhibits TGR5 agonist activity. In addition, 3-epi-Betulinic Acid-d3 is an epimer by-product isomer of Betulinic Acid-d3 (B330252).
References Pisha, E. et al.: Nat. Med., 1, 1046 (1995); Fulda, S. et al.: Cancer Res., 57, 4956 (1997); Kashiwada, Y. et al.: J. Med. Chem., 39, 1016 (1996); Genet, C. et al.: J. Med. Chem., 53, 178 (2010)

Formula: C₃₀D₃H₄₅O₃

Color and Shape: Neat

Molecular weight: 459.719

Ref: TR-B330251

Betulinic Acid

CAS: 472-15-1

Formula: C₃₀H₄₈O₃

Purity: >97.0%(GC)(T)

Color and Shape: White to Light yellow to Light orange powder to crystal

Molecular weight: 456.71

Ref: 3B-B2836

Betulinic acid

CAS: 472-15-1

M01408 - Betulinic acid

Formula: C₃₀H₄₈O₃

Purity: 97%

Color and Shape: Solid, Crystalline Powder or Powder

Molecular weight: 456.711

Ref: 10-M01408