Bafilomycin C1
| Code | Size | Price |
|---|
| BVT-0068-M001 | 1 mg | £170.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
20°C
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
L-681,110A1; 2-Demethyl-2-methoxy-24-methyl-hygrolidin
Appearance:
Yellow powder.
CAS:
88979-61-7
Class:
6.1
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS06
Handling Advice:
Protect from light when in solution.
Hazards:
H300, H310, H319, H332
InChi:
InChI=1S/C39H60O12/c1-21(2)36-26(7)31(49-33(42)16-15-32(40)41)20-39(46,51-36)28(9)35(44)27(8)37-29(47-10)14-12-13-22(3)17-24(5)34(43)25(6)18-23(4)19-30(48-11)38(45)50-37/h12-16,18-19,21,24-29,31,34-37,43-44,46H,17,20H2,1-11H3,(H,40,41)/b14-12-,16-15+,22-13+,23-18+,30-19-/t24-,25+,26-,27-,28-,29-,31+,34-,35+,36+,37+,39+/m0/s1
InChiKey:
WUDBXVQNMOTFEE-WSNZTHDZSA-N
Long Description:
Chemical. CAS: 88979-61-7. Formula: C39H60O12. MW: 720.9. Isolated from Streptomyces sp. Gö 14F. Antibiotic. Specific vacuolar-type H+-ATPase inhibitor. Inhibitor of autophagic degradation by rising lysosomal pH and thus inactivating the lysosomal acid hydrolases. Antibacterial, antifungal, insecticidal and anthelmintic. Potential anti-osteoporotic agent in treating bone lytic diseases. Neuroprotection inducer.
MDL:
MFCD00904461
Molecular Formula:
C39H60O12
Molecular Weight:
720.9
Other data:
May undergo transformation to methyl ketal on long term storage in methanol. We recommend the use of fresh solutions.
Package Type:
Plastic Vial
PG:
III
Precautions:
P261, P262, P280, P301, P310, P302, P350, P312
Product Description:
Antibiotic. Specific vacuolar-type H+-ATPase inhibitor. Inhibitor of autophagic degradation by rising lysosomal pH and thus inactivating the lysosomal acid hydrolases. Antibacterial, insecticidal and anthelmintic. Antifungal activity, especially against C. albicans. Potential anti-osteoporotic agent in treating bone lytic diseases. Neuroprotection inducer. Cytotoxic activity against SMMC7721 HCC cells. Potential candidate for hepatic carcinoma chemotherapy.
Purity:
>98% (HPLC)
Signal Word:
Danger
SMILES:
[H][C@@]1(OC(=O)C(OC)=CC(C)=C[C@@H](C)[C@@H](O)[C@@H](C)CC(C)=CC=C/[C@@H]1OC)[C@@H](C)[C@@H](O)[C@H](C)[C@@]1(O)C[C@@H](OC(=O)C=CC(O)=O)[C@H](C)[C@H](O1)C(C)C
Solubility Chemicals:
Soluble in 100% ethanol, methanol, DMSO or dimethyl formamide.
Source / Host:
Isolated from Streptomyces sp. G? 14F.
Transportation:
Excepted Quantity
UN Nummer:
UN 3462
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
References
Metabolic products of microorganisms. 224. Bafilomycins, a new group of macrolide antibiotics. Production, isolation, chemical structure and biological activity: G. Werner, et al.; J. Antibiot. (Tokyo) 37, 110 (1984) | Purification of vacuolar ATPase with bafilomycin C1 affinity chromatography: T.J. Rautiala, et al.; BBRC 194, 50 (1993) | Bafilolides, potent inhibitors of the motility and development of the free-living stages of parasitic nematodes: E. Lacey, et al.; Int. J. Parasitol. 25, 349 (1995) | Autophagy, bafilomycin and cell death: the "a-B-cs" of plecomacrolide-induced neuroprotection: J.J. Shacka, et al.; Autophagy 2, 228 (2006) (Review) | Structure and function of V-ATPases in osteoclasts: potential therapeutic targets for the treatment of osteolysis: J. Xu, et al.; Histol. Histopathol. 222, 443 (2007) | Low-dose Bafilomycin attenuates neuronal cell death associated with autophagy-lysosome pathway dysfunction: V. Pivtoraiko, et. al.; J. Neurochem. 114, 1193 (2010) | Alterations in osteoclast function and phenotype induced by different inhibitors of bone resorption-implications for osteoclast quality: A. Neutzsky-Wulff, et. al.; BMC Musculoskel. Disord. 11, 1471 (2010) | Bafilomycins and Odoriferous Sesquiterpenoids from Streptomyces albolongus Isolated from Elephas maximus Feces: N. Ding, et al.; J. Nat. Prod. 79, 799 (2016) | Bafilomycin C1 exert antifungal effect through disturbing sterol biosynthesis in Candida albicans: H. Su, et al.; J. Antibiot. 71, 467 (2018) | Bafilomycin C1 induces G0/G1 cell-cycle arrest and mitochondrial-mediated apoptosis in human hepatocellular cancer SMMC7721 cells: X. Gao, et al.; J. Antibiot. 71, 808 (2018)