Carpetimycin A

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

MedKoo CAT#: 412393

CAS#: 76025-73-5 (A)

Description: 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 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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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 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

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.

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: 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.