MedKoo Cat#: 461133 | Name: Racemomycin B

Description:

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

Racemomycin B is a beta-lysine rich streptothricin antibiotic.

Chemical Structure

Racemomycin B
Racemomycin B
CAS#3776-37-2

Theoretical Analysis

MedKoo Cat#: 461133

Name: Racemomycin B

CAS#: 3776-37-2

Chemical Formula: C31H58N12O10

Exact Mass: 758.4399

Molecular Weight: 758.87

Elemental Analysis: C, 49.06; H, 7.70; N, 22.15; O, 21.08

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Racemomycin B; Antibiotic OP 2C; Streptothricin D;
IUPAC/Chemical Name
(2R,3R,4S,5R,6R)-5-((S)-3-amino-6-((S)-3-amino-6-((S)-3,6-diaminohexanamido)hexanamido)hexanamido)-4-hydroxy-6-(((3aS,7R,7aS)-7-hydroxy-4-oxo-3a,4,5,6,7,7a-hexahydro-1H-imidazo[4,5-c]pyridin-2-yl)amino)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl carbamate
InChi Key
WUJTXMVGXDQPNN-OTQKCRDJSA-N
InChi Code
InChI=1S/C31H58N12O10/c32-7-1-4-15(33)10-20(46)37-8-2-5-16(34)11-21(47)38-9-3-6-17(35)12-22(48)40-25-26(49)27(53-30(36)51)19(14-44)52-29(25)43-31-41-23-18(45)13-39-28(50)24(23)42-31/h15-19,23-27,29,44-45,49H,1-14,32-35H2,(H2,36,51)(H,37,46)(H,38,47)(H,39,50)(H,40,48)(H2,41,42,43)/t15-,16-,17-,18+,19+,23+,24-,25+,26-,27-,29+/m0/s1
SMILES Code
O[C@H](CN1)[C@@H](NC(N[C@H]2[C@H](NC(C[C@@H](N)CCCNC(C[C@@H](N)CCCNC(C[C@@H](N)CCCN)=O)=O)=O)[C@@H]([C@H]([C@@H](CO)O2)OC(N)=O)O)=N3)[C@H]3C1=O
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 758.87 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: TANIYAMA H, MIYOSHI F, KAGEYAMA K. [Chemical studies on antibiotics produced by actinomycetes. XI. Racemomycin. (8). On racemomycin A, B, and C]. Yakugaku Zasshi. 1962 Jan;82:87-91. Japanese. PubMed PMID: 13919568. 2: Inamori Y, Amino H, Tsuboi M, Yamaguchi S, Tsujibo H. Biological activities of racemomycin-B, beta-lysine rich streptothricin antibiotic, the main component of Streptomyces lavendulae OP-2. Chem Pharm Bull (Tokyo). 1990 Aug;38(8):2296-8. PubMed PMID: 2177682. 3: Inamori Y, Kato Y, Kubo M, Nakanishi J, Nakashima M, Gemba M. The effect of racemomycin-D, a nephrotoxic antibiotic, on cellular metabolism of rat kidney cortex in vitro. Jpn J Pharmacol. 1984 Aug;35(4):397-401. PubMed PMID: 6094897. 4: Hisamoto M, Inaoka Y, Sakaida Y, Kagazaki T, Enokida R, Okazaki T, Haruyama H, Kinoshita T, Matsuda K. A-53930A and B, novel N-type Ca2+ channel blockers. J Antibiot (Tokyo). 1998 Jul;51(7):607-17. PubMed PMID: 9727385. 5: Murakami T, Nojiri C, Toyama H, Hayashi E, Katumata K, Anzai H, Matsuhashi Y, Yamada Y, Nagaoka K. Cloning of antibiotic-resistance genes in Streptomyces. J Antibiot (Tokyo). 1983 Oct;36(10):1305-11. PubMed PMID: 6315667. 6: Khokhlov AS. [Achievements in the study of streptothricin antibiotics]. Antibiotiki. 1983 Aug;28(8):613-22. Russian. PubMed PMID: 6314881. 7: Taniyama H, Sawada Y, Tanaka S. Chemical modification of streptothricin group antibiotics. II. Some amino derivatives in racemomycin-A and their biological activity. Chem Pharm Bull (Tokyo). 1974 Feb;22(2):337-41. PubMed PMID: 4845544. 8: Sawada Y, Nakashima S, Taniyama H, Inamori Y. Biosynthesis of streptothricin antibiotics. III. Incorporation of D-glucosamine into D-gulosamine moiety of racemomycin-A. Chem Pharm Bull (Tokyo). 1977 Jun;25(6):1478-81. PubMed PMID: 890862. 9: Sawada Y, Sakamoto H, Kubo T, Taniyama H. Biosynthesis of streptothricin antibiotics. II. Catabolite inhibition of glucose on racemomycin-A production. Chem Pharm Bull (Tokyo). 1976 Oct;24(10):2480-5. PubMed PMID: 1017087. 10: Sawada Y, Kubo T, Taniyama H. Biosynthesis of streptothricin antibiotics. I. Incorporation of 14C-labeled compound into racemomycin-A and distribution of radioactivity. Chem Pharm Bull (Tokyo). 1976 Sep;24(9):2163-7. PubMed PMID: 991366. 11: Sawada Y, Kawakami S, Taniyama H, Inamori Y. Incorporation of carboxyl and methyl carbon-13 labeled acetates into racemomycin A by Streptomyces lavendulae ISP 5069. J Antibiot (Tokyo). 1977 Jul;30(7):630-2. PubMed PMID: 893234. 12: Inamori Y, Kubo M, Tsujibo H. The mechanism of delayed insecticidal action of streptothricin antibiotics. III. The mode of delayed insecticidal action of racemomycin-A. Chem Pharm Bull (Tokyo). 1987 Apr;35(4):1509-14. PubMed PMID: 2820598. 13: Sawada Y, Taniyama H. [Studies on chemical modification of streptothricin-group antibiotics. IV. Preparation of beta-N-acetyl-racemomycin-A derivative and its antimicrobial activity (author's transl)]. Yakugaku Zasshi. 1974 Feb;94(2):264-6. Japanese. PubMed PMID: 4859109.