MedKoo Cat#: 571086 | Name: A25822B

Description:

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

A25822B is an antifungal agent. It is an azasterol that may decrease the ratio of unsaturated to saturated fatty acids.

Chemical Structure

A25822B
A25822B
CAS#50686-98-1

Theoretical Analysis

MedKoo Cat#: 571086

Name: A25822B

CAS#: 50686-98-1

Chemical Formula: C28H45NO

Exact Mass: 411.3501

Molecular Weight: 411.67

Elemental Analysis: C, 81.69; H, 11.02; N, 3.40; O, 3.89

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
A25822B
IUPAC/Chemical Name
(1R,6aS,8S,10aR,12aS)-10a,12a-dimethyl-1-((R)-6-methyl-5-methyleneheptan-2-yl)-1,2,3,5,6,6a,7,8,9,10,10a,11,12,12a-tetradecahydronaphtho[1,2-h]quinolin-8-ol
InChi Key
JZFNKAMRJSGWIF-QXQLARFDSA-N
InChi Code
InChI=1S/C28H45NO/c1-18(2)19(3)7-8-20(4)24-13-16-29-26-23-10-9-21-17-22(30)11-14-27(21,5)25(23)12-15-28(24,26)6/h18,20-22,24,30H,3,7-17H2,1-2,4-6H3/t20-,21+,22+,24-,27-,28+/m1/s1
SMILES Code
C[C@@]12CC[C@H](O)C[C@@H]1CCC3=C2CC[C@@]4(C)[C@@H]([C@H](C)CCC(C(C)C)=C)CCN=C34
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 411.67 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: Georgopapadakou NH, Dix BA, Smith SA, Freudenberger J, Funke PT. Effect of antifungal agents on lipid biosynthesis and membrane integrity in Candida albicans. Antimicrob Agents Chemother. 1987 Jan;31(1):46-51. PubMed PMID: 3551826; PubMed Central PMCID: PMC174649. 2: Jančič S, Frisvad JC, Kocev D, Gostinčar C, Džeroski S, Gunde-Cimerman N. Production of Secondary Metabolites in Extreme Environments: Food- and Airborne Wallemia spp. Produce Toxic Metabolites at Hypersaline Conditions. PLoS One. 2016 Dec 30;11(12):e0169116. doi: 10.1371/journal.pone.0169116. eCollection 2016. PubMed PMID: 28036382; PubMed Central PMCID: PMC5201246. 3: Michel KH, Hamill RL, Larsen SH, Williams RH. New azasteroidal antifungal antibiotics from Geotrichum flavo-brunneum. II. Isolation and characterization. J Antibiot (Tokyo). 1975 Feb;28(2):102-11. PubMed PMID: 1167541. 4: Gordee RS, Butler TF. New azasteroidal antifungal antibiotics from Geotrichum flavo-brunneum. III. Biological activity. J Antibiot (Tokyo). 1975 Feb;28(2):112-7. PubMed PMID: 1089623. 5: Kasbekar DP, Papavinasasundaram KG. An inducible, nondegradative phytoalexin resistance mechanism in Dictyostelium discoideum is suppressed by mutations that alter membrane sterol composition. Appl Environ Microbiol. 1992 Jun;58(6):2071-4. PubMed PMID: 1622285; PubMed Central PMCID: PMC195728. 6: Schrick K, Mayer U, Martin G, Bellini C, Kuhnt C, Schmidt J, Jürgens G. Interactions between sterol biosynthesis genes in embryonic development of Arabidopsis. Plant J. 2002 Jul;31(1):61-73. PubMed PMID: 12100483. 7: Parks LW, Rodríguez RJ. The biochemical action of the azasteroid antibiotics. Biochem Soc Trans. 1983 Dec;11(6):656. PubMed PMID: 6667771. 8: Rodriguez RJ, Parks LW. Physiological response of Saccharomyces cerevisiae to 15-azasterol-mediated growth inhibition. Antimicrob Agents Chemother. 1981 Aug;20(2):184-9. PubMed PMID: 7025753; PubMed Central PMCID: PMC181661. 9: Taylor FR, Rodriguez RJ, Parks LW. Relationship between antifungal activity and inhibition of sterol biosynthesis in miconazole, clotrimazole, and 15-azasterol. Antimicrob Agents Chemother. 1983 Apr;23(4):515-21. PubMed PMID: 6344784; PubMed Central PMCID: PMC184691. 10: Takahashi I, Maruta R, Ando K, Yoshida M, Iwasaki T, Kanazawa J, Okabe M, Tamaoki T. UCA1064-B, a new antitumor antibiotic isolated from Wallemia sebi: production, isolation and structural determination. J Antibiot (Tokyo). 1993 Aug;46(8):1312-4. PubMed PMID: 8407596. 11: Haughan PA, Chance ML, Goad LJ. Effects of an azasterol inhibitor of sterol 24-transmethylation on sterol biosynthesis and growth of Leishmania donovani promastigotes. Biochem J. 1995 May 15;308 ( Pt 1):31-8. PubMed PMID: 7755579; PubMed Central PMCID: PMC1136839. 12: Rodriguez RJ, Parks LW. Growth and antifungal homoazasterol production in Geotrichum flavo-brunneum. Antimicrob Agents Chemother. 1980 Nov;18(5):822-8. PubMed PMID: 7192535; PubMed Central PMCID: PMC284097.