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MedKoo Cat#: 461795 | Name: Saquayamycin B

Description:

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

Saquayamycin B is a glycoside of aquayamycin that acts on Gram-positive bacteria and inhibits the growth of adriamycin-sensitive and adriamycin-resistant P388 leukemia cells.

Chemical Structure

Saquayamycin B
Saquayamycin B
CAS#99260-67-0

Theoretical Analysis

MedKoo Cat#: 461795

Name: Saquayamycin B

CAS#: 99260-67-0

Chemical Formula: C43H48O16

Exact Mass: 820.2942

Molecular Weight: 820.84

Elemental Analysis: C, 62.92; H, 5.89; O, 31.19

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 #
No Data
Synonym
Saquayamycin B;
IUPAC/Chemical Name
(3S,4aR,12bR)-9-((2R,4aR,5aS,7R,9S,9aR,10aS)-2,9-dimethyl-3-oxooctahydro-2H,7H-dipyrano[2,3-b:4',3'-e][1,4]dioxin-7-yl)-4a,8,12b-trihydroxy-3-methyl-3-(((2R,5S,6S)-6-methyl-5-(((2R,6R)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-3,4,4a,12b-tetrahydrotetraphene-1,7,12(2H)-trione
InChi Key
WUQKUPKWGZHYBN-CBRSCIEJSA-N
InChi Code
InChI=1S/C43H48O16/c1-18-25(44)8-10-32(53-18)57-27-9-11-33(54-20(27)3)59-41(5)16-31(46)43(51)35-24(12-13-42(43,50)17-41)37(48)34-23(38(35)49)7-6-22(36(34)47)28-15-29-39(21(4)52-28)58-40-30(56-29)14-26(45)19(2)55-40/h6-8,10,12-13,18-21,27-30,32-33,39-40,47,50-51H,9,11,14-17H2,1-5H3/t18-,19-,20+,21+,27+,28-,29+,30-,32+,33-,39-,40-,41-,42+,43-/m1/s1
SMILES Code
O=C1C[C@](O[C@@H]2CC[C@H](O[C@H]3C=CC([C@@H](C)O3)=O)[C@H](C)O2)(C)C[C@]4(O)[C@]1(O)C(C(C5=CC=C([C@H]6C[C@]7([H])O[C@@](CC([C@@H](C)O8)=O)([H])[C@@]8([H])O[C@]7([H])[C@H](C)O6)C(O)=C5C9=O)=O)=C9C=C4
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 820.84 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: Abdelfattah MS, Kharel MK, Hitron JA, Baig I, Rohr J. Moromycins A and B, isolation and structure elucidation of C-glycosylangucycline-type antibiotics from Streptomyces sp. KY002. J Nat Prod. 2008 Sep;71(9):1569-73. doi: 10.1021/np800281f. Epub 2008 Jul 31. PubMed PMID: 18666798; PubMed Central PMCID: PMC2562265. 2: Shaaban KA, Ahmed TA, Leggas M, Rohr J. Saquayamycins G-K, cytotoxic angucyclines from Streptomyces sp. Including two analogues bearing the aminosugar rednose. J Nat Prod. 2012 Jul 27;75(7):1383-92. doi: 10.1021/np300316b. Epub 2012 Jul 3. PubMed PMID: 22758660; PubMed Central PMCID: PMC3412564. 3: Henkel T, Zeeck A. Derivatives of saquayamycins A and B. Regio- and diastereoselective addition of alcohols to the L-aculose moiety. J Antibiot (Tokyo). 1990 Jul;43(7):830-7. PubMed PMID: 2387777. 4: Uchida T, Imoto M, Watanabe Y, Miura K, Dobashi T, Matsuda N, Sawa T, Naganawa H, Hamada M, Takeuchi T. Saquayamycins, new aquayamycin-group antibiotics. J Antibiot (Tokyo). 1985 Sep;38(9):1171-81. PubMed PMID: 3840796.

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Luteotropin, decidual

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