Sakyomicin A

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

MedKoo CAT#: 461711

CAS#: 86413-75-4

Description: Sakyomicin A is an inhibitor of reverse transcriptase.

Chemical Structure

Sakyomicin A
CAS# 86413-75-4

Theoretical Analysis

MedKoo Cat#: 461711
Name: Sakyomicin A
CAS#: 86413-75-4
Chemical Formula: C25H26O10
Exact Mass: 486.1526
Molecular Weight: 486.47
Elemental Analysis: C, 61.72; H, 5.39; O, 32.89

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 or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Sakyomicin A;

IUPAC/Chemical Name: (2R,3S,4aR,12bS)-2,3,4a,8-tetrahydroxy-12b-(((5R,6R)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-3-methyl-3,4,4a,12b-tetrahydrotetraphene-1,7,12(2H)-trione


InChi Code: InChI=1S/C25H26O10/c1-11-14(26)6-7-16(34-11)35-25-18-13(19(28)17-12(20(18)29)4-3-5-15(17)27)8-9-24(25,33)10-23(2,32)21(30)22(25)31/h3-5,8-9,11,14,16,21,26-27,30,32-33H,6-7,10H2,1-2H3/t11-,14-,16?,21+,23+,24+,25-/m1/s1

SMILES Code: O=C1[C@H](O)[C@@](C)(O)C[C@]2(O)[C@@]1(OC3CC[C@@H](O)[C@@H](C)O3)C4=C(C(C5=C(C4=O)C=CC=C5O)=O)C=C2

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: >3 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: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 486.47 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

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1: Take Y, Sawada M, Kunai H, Inouye Y, Nakamura S. Role of the naphthoquinone moiety in the biological activities of sakyomicin A. J Antibiot (Tokyo). 1986 Apr;39(4):557-63. PubMed PMID: 2423491.

2: Tanaka N, Okabe T, Tanaka N, Take Y, Inouye Y, Nakamura S, Nakashima H, Yamamoto N. Inhibition by sakyomicin A of avian myeloblastosis virus reverse transcriptase and proliferation of AIDS-associated virus (HTLV-III/LAV). Jpn J Cancer Res. 1986 Apr;77(4):324-6. PubMed PMID: 2422146.

3: Inouye Y, Okada H, Uno J, Arai T, Nakamura S. Effects of streptonigrin derivatives and sakyomicin A on the respiration of isolated rat liver mitochondria. J Antibiot (Tokyo). 1986 Apr;39(4):550-6. PubMed PMID: 2872195.

4: Nagasawa T, Fukao H, Irie H, Yamada H. Sakyomicins A, B, C and D: new quinone-type antibiotics produced by a strain of Nocardia. Taxonomy, production, isolation and biological properties. J Antibiot (Tokyo). 1984 Jul;37(7):693-9. PubMed PMID: 6547943.

5: Inouye Y, Oogose K, Take Y, Kubo T, Nakamura S. Role of single-electron reduction potential in inhibition of reverse transcriptase by streptonigrin and sakyomicin A. J Antibiot (Tokyo). 1987 May;40(5):702-5. PubMed PMID: 2440841.

6: Take Y, Inouye Y, Nakamura S, Allaudeen HS, Kubo A. Comparative studies of the inhibitory properties of antibiotics on human immunodeficiency virus and avian myeloblastosis virus reverse transcriptases and cellular DNA polymerases. J Antibiot (Tokyo). 1989 Jan;42(1):107-15. PubMed PMID: 2466028.

7: Hafuri Y, Takemori E, Oogose K, Inouye Y, Nakamura S, Kitahara Y, Nakahara S, Kubo A. Mechanism of inhibition of reverse transcriptase by quinone antibiotics. II. Dependence on putative quinone pocket on the enzyme molecule. J Antibiot (Tokyo). 1988 Oct;41(10):1471-8. PubMed PMID: 2461354.