A 80915A | CAS# 127875-60-9 | Antibiotic

MedKoo Cat#: 571210 | Name: A 80915A

Description:

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

A 80915A is A semi-naphthoquinone antibiotic produced by Streptomyces aculeolatus. It is a potent inhibitor of gastric (H(+)-K+)-ATPase, the enzyme responsible for acid secretion in the stomach. Inhibition by A80915A is dependent on the conformation of gastric (H(+)-K+)-ATPase and that potassium slows the rate of inhibition by converting the enzyme to a conformation where the drug binding site is not as accessible.

Chemical Structure

A 80915A

CAS#127875-60-9

Theoretical Analysis

MedKoo Cat#: 571210

Name: A 80915A

CAS#: 127875-60-9

Chemical Formula: C26H31Cl3O5

Exact Mass: 528.1237

Molecular Weight: 529.88

Elemental Analysis: C, 58.94; H, 5.90; Cl, 20.07; O, 15.10

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.

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Related CAS #

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Synonym

A 80915A; A-80915A; A80915A;

IUPAC/Chemical Name

2H-Naphtho(2,3-b)pyran-5,10-dione, 3,4a-dichloro-10a-((3-chloro-2,2-dimethyl-6-methylenecyclohexyl)methyl)-3,4,4a,10a-tetrahydro-6,8-dihydroxy-2,2,7-trimethyl-

InChi Key

JCIYFFNGTHMEDE-UHFFFAOYSA-N

InChi Code

InChI=1S/C26H31Cl3O5/c1-12-7-8-17(27)23(3,4)15(12)10-26-21(32)14-9-16(30)13(2)20(31)19(14)22(33)25(26,29)11-18(28)24(5,6)34-26/h9,15,17-18,30-31H,1,7-8,10-11H2,2-6H3

SMILES Code

O=C(C1(Cl)C2(CC3C(C)(C)C(Cl)CCC3=C)OC(C)(C)C(Cl)C1)C4=C(C2=O)C=C(O)C(C)=C4O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 529.88 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.

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: Haste NM, Farnaes L, Perera VR, Fenical W, Nizet V, Hensler ME. Bactericidal kinetics of marine-derived napyradiomycins against contemporary methicillin-resistant Staphylococcus aureus. Mar Drugs. 2011;9(4):680-9. doi: 10.3390/md9040680. Epub 2011 Apr 21. PubMed PMID: 21731557; PubMed Central PMCID: PMC3124980. 2: Ono S, Guntupalli J, DuBose TD Jr. Role of H(+)-K(+)-ATPase in pHi regulation in inner medullary collecting duct cells in culture. Am J Physiol. 1996 May;270(5 Pt 2):F852-61. PubMed PMID: 8928848. 3: Dantzig AH, Minor PL, Garrigus JL, Fukuda DS, Mynderse JS. Studies on the mechanism of action of A80915A, a semi-naphthoquinone natural product, as an inhibitor of gastric (H(+)-K+)-ATPase. Biochem Pharmacol. 1991 Oct 24; 42(10):2019-26. PubMed PMID: 1683772. 4: Armitage FE, Wingo CS. Luminal acidification in K-replete OMCDi: inhibition of bicarbonate absorption by K removal and luminal Ba. Am J Physiol. 1995 Jul;269(1 Pt 2):F116-24. PubMed PMID: 7631825. 5: Armitage FE, Wingo CS. Luminal acidification in K-replete OMCDi: contributions of H-K-ATPase and bafilomycin-A1-sensitive H-ATPase. Am J Physiol. 1994 Sep; 267(3 Pt 2):F450-8. PubMed PMID: 8092259. 6: Zhou X, Xia SL, Wingo CS. Chloride transport by the rabbit cortical collecting duct: dependence on H,K-ATPase. J Am Soc Nephrol. 1998 Dec;9(12):2194-202. PubMed PMID: 9848773.