A 80915A

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

MedKoo CAT#: 571210

CAS#: 127875-60-9

Description: 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

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A 80915A
CAS# 127875-60-9

Theoretical Analysis

MedKoo Cat#: 571210
Name: A 80915A
CAS#: 127875-60-9
Chemical Formula: C26H31Cl3O5
Exact Mass: 528.12
Molecular Weight: 529.880
Elemental Analysis: C, 58.94; H, 5.90; Cl, 20.07; O, 15.10

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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:

Biological target:
In vitro activity:
In vivo activity:

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.

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.