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MedKoo Cat#: 462205 | Name: Urdamycin A

Description:

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

Urdamycin A is a bacterial metabolite originally isolated from S. fradiae that has antibacterial and anticancer activities. It is active against a variety of Gram-positive and Gram-negative bacteria, including B. subtilis and strains of Arthrobacter and Streptomyces, but not the fungus S. cerevisiae.

Chemical Structure

Urdamycin A
Urdamycin A
CAS#98474-21-6

Theoretical Analysis

MedKoo Cat#: 462205

Name: Urdamycin A

CAS#: 98474-21-6

Chemical Formula: C43H56O17

Exact Mass: 844.3518

Molecular Weight: 844.90

Elemental Analysis: C, 61.13; H, 6.68; O, 32.19

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
Urdamycin A; Antibiotic A 32Y2; Kerriamycin B; NSC 372208; NSC 606397
IUPAC/Chemical Name
(3R,4aR,12bS)-9-((2R,4R,5R,6R)-4-(((2S,5S,6S)-5-(((2S,4R,5S,6R)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)-3,4a,8-trihydroxy-12b-(((2S,5S,6S)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-3-methyl-3,4,4a,12b-tetrahydrotetraphene-1,7,12(2H)-trione
InChi Key
FJSYXNOFZQFOAN-FXPMUEKOSA-N
InChi Code
InChI=1S/C43H56O17/c1-18-25(44)8-10-32(55-18)60-43-30(46)16-41(5,52)17-42(43,53)13-12-24-35(43)40(51)23-7-6-22(38(49)34(23)39(24)50)28-15-29(37(48)21(4)54-28)59-31-11-9-27(19(2)56-31)58-33-14-26(45)36(47)20(3)57-33/h6-7,12-13,18-21,25-29,31-33,36-37,44-45,47-49,52-53H,8-11,14-17H2,1-5H3/t18-,19-,20+,21+,25-,26+,27-,28+,29+,31-,32-,33-,36+,37+,41-,42-,43-/m0/s1
SMILES Code
O[C@@H]1C[C@H](O[C@H]2CC[C@H](O[C@H]3[C@H](O)[C@@H](C)O[C@](C4=C(O)C(C(C(C=C[C@@](C[C@](O)(C)C5)(O)[C@]6(O[C@H]7CC[C@H](O)[C@H](C)O7)C5=O)=C6C8=O)=O)=C8C=C4)([H])C3)O[C@H]2C)O[C@H](C)[C@H]1O
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 844.90 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: Henkel, T., Ciesiolka, T., Rohr, J., et al. Urdamycins, new angucycline antibiotics from Streptomyces fradiae. V. Derivatives of urdamycin A. J. Antibiot. (Tokyo) 42(2), 299-311 (1989). 2: Drautz, H., Zähner, H., Rohr, J., et al. Metabolic products of microorganisms. 234. Urdamycins, new angucycline antibiotics from Streptomyces fradiae. I. Isolation, characterization and biological properties. J. Antibiot. (Tokyo) 39(12), 1657-1669 (1986).