Molecular structure of Betulinic Acid, CAS Number: 472-15-1
Betulinic Acid (CAS 472-15-1)
See product citations (3)
Alternate Names:
3β-Hydroxy-20(29)-lupaene-28-oic acid
Application:
Betulinic Acid is a cytotoxic, cell apoptosis causing agent that upregulates caspase-8
CAS Number:
472-15-1
Purity:
≥98%
Molecular Weight:
456.70
Molecular Formula:
C30H48O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Betulinic acid is a naturally occurring pentacyclic triterpenoid that exhibits cytotoxic activity against various cancer cell lines. It functions by inducing apoptosis in cancer cells through multiple pathways, including the activation of caspases and the disruption of mitochondrial membrane potential. Betulinic acid may inhibit angiogenesis, which is for the growth and spread of tumors. At the molecular level, it interacts with specific proteins and enzymes involved in cell proliferation and survival, ultimately leading to the suppression of tumor growth. Its mechanism of action involves the downregulation of anti-apoptotic proteins and the upregulation of pro-apoptotic proteins, contributing to the elimination of cancer cells. Betulinic acid is used to possess anti-inflammatory and antiviral properties, making it a promising compound for further development in various experimental applications.
Betulinic Acid (CAS 472-15-1) References
- Preparation of amino acid conjugates of betulinic acid with activity against human melanoma. | Jeong, HJ., et al. 1999. Bioorg Med Chem Lett. 9: 1201-4. PMID: 10328313
- Betulinic acid: a new cytotoxic agent against malignant brain-tumor cells. | Fulda, S., et al. 1999. Int J Cancer. 82: 435-41. PMID: 10399962
- Effects of betulinic acid alone and in combination with irradiation in human melanoma cells. | Selzer, E., et al. 2000. J Invest Dermatol. 114: 935-40. PMID: 10771474
- Betulinic acid, a potent inhibitor of eukaryotic topoisomerase I: identification of the inhibitory step, the major functional group responsible and development of more potent derivatives. | Chowdhury, AR., et al. 2002. Med Sci Monit. 8: BR254-65. PMID: 12118187
- Isolation, characterization and biological activity of betulinic acid and ursolic acid from Vitex negundo L. | Chandramu, C., et al. 2003. Phytother Res. 17: 129-34. PMID: 12601674
- Chemistry, biological activity, and chemotherapeutic potential of betulinic acid for the prevention and treatment of cancer and HIV infection. | Cichewicz, RH. and Kouzi, SA. 2004. Med Res Rev. 24: 90-114. PMID: 14595673
- Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity. | Urban, M., et al. 2004. J Nat Prod. 67: 1100-5. PMID: 15270560
- Betulinic acid inhibits prostate cancer growth through inhibition of specificity protein transcription factors. | Chintharlapalli, S., et al. 2007. Cancer Res. 67: 2816-23. PMID: 17363604
- Antitumor effect of betulinic acid on human acute leukemia K562 cells in vitro. | Wu, Q., et al. 2010. J Huazhong Univ Sci Technolog Med Sci. 30: 453-7. PMID: 20714869
- Lamin B1 is a novel therapeutic target of betulinic acid in pancreatic cancer. | Li, L., et al. 2013. Clin Cancer Res. 19: 4651-61. PMID: 23857605
- Betulinic Acid and its Derivatives as Potential Antitumor Agents. | Zhang, DM., et al. 2015. Med Res Rev. 35: 1127-55. PMID: 26032847
- Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis. | Pisha, E., et al. 1995. Nat Med. 1: 1046-51. PMID: 7489361
- Anti-AIDS agents--XXVII. Synthesis and anti-HIV activity of betulinic acid and dihydrobetulinic acid derivatives. | Hashimoto, F., et al. 1997. Bioorg Med Chem. 5: 2133-43. PMID: 9459011
- Bax and adenine nucleotide translocator cooperate in the mitochondrial control of apoptosis. | Marzo, I., et al. 1998. Science. 281: 2027-31. PMID: 9748162
- Activation of mitochondria and release of mitochondrial apoptogenic factors by betulinic acid. | Fulda, S., et al. 1998. J Biol Chem. 273: 33942-8. PMID: 9852046
Inhibitor of:
20S Proteasome α7, 2900097C17Rik, 4732471D19Rik, 5330437I02Rik, A630018P17Rik, ABHD1, ABHD4, ABHD6, ABHD8, ABHD9, Abi-2, ACAT-1, AOS-1, APOBEC1, ATP5L, BIG1, BST-2, Bystin, C10orf132, C14orf124, C15orf44, C5orf21, CARF, Ces1a, CIDE-C, colipase, Collagen Type IV-α2, CSDA, CYP7A1, Cytokeratin 18, Cytokeratin 5, D4ST, DDEF1, DGAT2L6, DGCR6, DUSP4, Dynlt1e, EG432995, EG433632, Esp23, FADS7_Degs1, FAM171A1, Fos B, FOXD4L2-6, FPGT, GGA2, Glycophorin C, Gm438, GOLGA6A-D, GOLGA6C, GOLGA6L10, GOLGA6L9, GOLGA7B, GOLGA8G, GPAT2, GPI-PLD, GRINL1A, Gvin1, H2-M2, H2AL2, HcRed, HEXIM1, hnRNP B1, IBRDC2, INTS2, ITPase, KBTBD11, KCNH1, LACTB2, LBA1, Lce1m, LOC100039269, LOC100040682, LOC100041107, LOC143666, LOC345643, LOC644838, LOC646324, LPGAT1, LRP3, LRWD1, Lunapark, MBOAT2, MECL-1, MFSD11, MYADML2, N-myristoyltransferase 2, Neurexophilin-1, NIMP, NNP-1B_Rrp1b, Olfr417, OSC, OTUD6B, p73α, PAPD4, PAPD5, PC-PLD3, Peroxin 2, PIWIL2, Pol III RPC62, Pot1b, PRAMEF5, Pregnancy Zone protein, Protease, PSIP1, PTRF, PTTG, Rab 13, RBM32B, RECS1, RPAC2, RPL7A, Rpn2, RUFY4, SCAP, SCD3, SCD4, Scgb2a2, Sciellin, Scn4b, SEC22C, Septin 1, Sialyltransferase 7F, Six6, SKI-1, SKIV2L, SLIRP, SOCS-2, SorLA, SPANX-B2, SPANX-FI, Sphingomyelin Synthase 1, SPIN1, SPRR4, SPTLC1, SPTLC3, SR-B1, SR-BI, SREB1, SREBP-1, SREBP-2, Sulf-1, SUMO-1, T2R20, T2R29, TAF I p110_TAF I p95, TAF II p150, TAFII-28, TASK-2, TFIIE-α, TIMP-1, TIS11D, TLF, TMED9, TMEM18, TMEM202, TMEM41B, TMEM45A, TMEM68, TMPRSS11E2, TNF-R2, TPRX1, TRAF6, TRAPPC10, TRS85, USP24, USP33, USP36, V1RF1, V1RF2, V1RF3, WISP-2, XKR8, YY1, ZDHHC15, and ZFP72.Activator of:
20S Proteasome α1, 20S Proteasome α5, 20S Proteasome β1, 26S Proteasome, 26S Proteasome p54, 26S Proteasome p58, 4933402E13Rik, ABCG2, Ada1, AdSS2, AID, ALG6, Apaf-1, APOBEC3D, apoD, ARD1B, ARGFX, Bag-3, BAGE, Bak, Baxα, BBX, BC066028, BC066135, BCRF1, Bok, BRF2, BTG2, C230096C10Rik, C2CD4A, CA150, CARD 12, Caspase, caspase-13, caspase-3, caspase-8, caspase-9, CBP Tag, CCDC19, CD2, CD30, CD32-B_Fc γ RIIb, CD43, CIR, COP, CPP32 p11, CRB3, CRLF2, CRX, CTDSPL2, CUL-4A, Cyp4f16, Cytokeratin 2p, D8S2298E, DDX16, DDX30, DDX31, DDX34, DDX37, DDX52, Diablo, DNA pol ε 4, DnaJC5B, DNASE1L3, DOCK 8, DTX3L, DUB3, DUOX2, DUSP5, E430018J23Rik, E6-AP, Ear5, Ear6, EG210583, EG210853, EG240327, EG333452, EG432879, EG627009, EG627094, EGL-1, elafin, emerin, ENDOG, ERdj4, ERVK6, FAM29A, FAM55C, FAS, FBXO3, FBXW22, FBXW24, FBXW26, FcRH4, FIV gp36, FIV p27, FLJ22763, Fn14, FOXL1, FRBZ1, FYTTD1, GADD 153, GAGE13, GATA-3, GCM2, Glut6, Gm514, GOLPH4, GPR172A, H2-Kk,p,q,r,s, H2AL1, HAX-1, HDA4, HDA7, Herc4, Histone cluster 1 H2AA, Histone cluster 1 H2AD, Histone cluster 1 H2AG, Histone cluster 1 H2BB, Histone cluster 1 H2BJ, Histone H2A.Bbd, HIV-1 p17, HLA-F`, HMG-17, HMG-20A, HMGI-C, hnRNP K, hnRNP L, hnRNP U, HTLV-1 p19, HTLV-2 p19, ICAD, IFN-α12, IFN-α7, JAK1, Kar2, KAT III, KCTD6, KIAA0090, KIAA0754, KIAA1822L, KLHL4, KNDC1, Lex A, LMP7, LOC100039560, LOC100041231, LOC730098, LOXL1, LRRC33, LSP1, LUZP1, Ly-55B, MAGE-A1, MAGE-A8, MARCH8, MCAF2, MCTS1, Med11, megalin, MESDC2, Mi2-β, MOAP1, MRP7, MS4A4E, MTAP, NAB1, NAT-9, NBK, NBPF6, NOC3L, NPC1, NPC1L1, NPC2, NUDT21, OTTMUSG00000016779, OTTMUSG00000016780, OTTMUSG00000016781, OTTMUSG00000016783, OTTMUSG00000016784, OTTMUSG00000016785, OTTMUSG00000016788, P23, p73β, P76, PCNA, PCNP, PDC-E2, PDGF-C, Pellino 1, PIG-M, PKC beta, PKC epsilon, PLBD1, POLR2G, PRAMEF1, PRAMEF20, PROS-30, Proteassemblin, PSMB11, PSMB4, PSMC1, PSR, PTP22, RAIDD, RANKL, Rbx2, reaper, Reg lllα, reticulocalbin-2, RIPX, RNF167, RPAP3, Rpn11, RTF1, SAP 30BP, SATB1, SBNO1, SEC22B, Sec61, SETX, Siglec-G, Siva, Slfn11, Smac, SNAPC 43, SOCS-1, SP-C, Sp110, SP140, SPF30, splicing factor 1, SPT4, SPTSSA, Su(fu), TAF II p55, TFIIH p52, TGR, TGR5, THOC3, TIP60, TMC5, TMCO7, TMEM168, TMPRSS11D, TNF-IP 8, TNFα-IP 1, TRAF4, TRIM30, TRIM30C, TRNP-1, TWEAK, TXNDC1, UBE1L2, UBE2H, UBE2L3, UBE2Z, UCH-L5, UFD1, UNCL, USP14, USP22, USP27X, USP3, USP35, USP45, USPL1, vCCI, VCPIP1, WDR32, WDR40A, WDR51A, WDR90, XBP-1, XPG, ZBTB6, ZFP141, Zfp781, Zfp870, ZFP873, Zfp874, ZNF436, ZNF462, ZNF501, ZNF596, ZNF629, ZNF684, ZNF780B, ZNF79, and ZNF843.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Betulinic Acid, 25 mg | sc-200132 | 25 mg | $115.00 | |||
Betulinic Acid, 100 mg | sc-200132A | 100 mg | $337.00 |