Carpetimycin A | CAS# 76025-73-5 (A)

MedKoo Cat#: 412393 | Name: Carpetimycin A

Description:

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

Carpetimycin A is a biochemical from Streptomyces sp. KC-6643.

Chemical Structure

Carpetimycin A

CAS#76025-73-5 (A)

Theoretical Analysis

MedKoo Cat#: 412393

Name: Carpetimycin A

CAS#: 76025-73-5 (A)

Chemical Formula: C14H18N2O6S

Exact Mass: 342.0886

Molecular Weight: 342.37

Elemental Analysis: C, 49.12; H, 5.30; N, 8.18; O, 28.04; S, 9.36

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 #

76025-73-5 (A) 76094-36-5 (B)

Synonym

Carpetimycin A; C19393 H(2); C-19393 H(2); C 19393 H(2)

IUPAC/Chemical Name

(5R,6R)-3-((R)-((E)-2-acetamidovinyl)sulfinyl)-6-(2-hydroxypropan-2-yl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

InChi Key

FWWJFXYMDLTDNO-BBCPMLLOSA-N

InChi Code

InChI=1S/C14H18N2O6S/c1-7(17)15-4-5-23(22)9-6-8-10(14(2,3)21)12(18)16(8)11(9)13(19)20/h4-5,8,10,21H,6H2,1-3H3,(H,15,17)(H,19,20)/b5-4+/t8-,10+,23-/m1/s1

SMILES Code

CC(N/C=C/[S@](C1=C(C(O)=O)N2[C@@H]([C@H](C(C)(O)C)C2=O)C1)=O)=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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 342.37 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.

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: Kobayashi F, Saino Y, Koshi T, Hattori Y, Nakayama M, Iwasaki A, Mori T, Mitsuhashi S. Antimicrobial and beta-lactamase inhibitory activities of carpetimycins A and B, new carbapenem antibiotics. Antimicrob Agents Chemother. 1982 Apr;21(4):536-44. doi: 10.1128/aac.21.4.536. PMID: 6979308; PMCID: PMC181937. 2: Mauduit M, Kouklovsky C, Langlois Y, Riche C. Oxazoline N-oxide mediated [2 + 3] cycloadditions. Application to a formal synthesis of (+)-carpetimycin A. Org Lett. 2000 Apr 20;2(8):1053-6. doi: 10.1021/ol005596+. PMID: 10804552. 3: Nakayama M, Iwasaki A, Kimura S, Mizoguchi T, Tanabe S, Murakami A, Watanabe I, Okuchi M, Itoh H, Saino Y, Kobayashi F, Mori T. Carpetimycins A and B, new beta-lactam antibiotics. J Antibiot (Tokyo). 1980 Nov;33(11):1388-90. doi: 10.7164/antibiotics.33.1388. PMID: 7251479. 4: Natsugari H, Matsushita Y, Tamura N, Yoshioka K, Kondo M, Okonogi K, Kuno M, Ochiai M. Synthesis and structure-activity relationships of carbapenems related to C-19393 H2. J Antibiot (Tokyo). 1983 Jul;36(7):855-75. doi: 10.7164/antibiotics.36.855. PMID: 6411670. 5: Nakayama M, Kimura S, Tanabe S, Mizoguchi T, Watanabe I, Mori T, Miyahara K, Kawasaki T. Structures and absolute configurations of carpetimycins A and B. J Antibiot (Tokyo). 1981 Jul;34(7):818-23. doi: 10.7164/antibiotics.34.818. PMID: 7287584. 6: Ohno M. Creation of novel chiral synthons with enzymes: application to enantioselective synthesis of antibiotics. Ciba Found Symp. 1985;111:171-87. doi: 10.1002/9780470720929.ch12. PMID: 3874758. 7: Okonogi K, Nozaki Y, Imada A, Kuno M. C-19393 S2 and H2, new carbapenem antibiotics. IV. Inhibitory activity against beta-lactamases. J Antibiot (Tokyo). 1981 Feb;34(2):212-7. doi: 10.7164/antibiotics.34.212. PMID: 6975270. 8: Nozaki Y, Kawashima F, Imada A. C-19393 S2 and H2, new carbapenem antibiotics. III. Mode of action. J Antibiot (Tokyo). 1981 Feb;34(2):206-11. doi: 10.7164/antibiotics.34.206. PMID: 7028708.