Synonym
Caphamycin; Kafamycin; Kaphamycin;
IUPAC/Chemical Name
2H-Pyran-2-acetic acid, alpha-ethyl-6-(1-ethyl-4-(2,3,3a,4,5,7a-hexahydro-4-(1H-pyrrol-2-ylcarbonyl)-1H-inden-5-yl)-1,3-butadienyl)tetrahydro-5-methyl-, (3aR-(3aalpha,4alpha,5alpha(1E(2R*(R*),5S*,6R*),3E),7abeta))-
InChi Key
XINFXFISYDXMAU-WIXGUGHWSA-N
InChi Code
InChI=1S/C30H41NO4/c1-4-20(29-19(3)14-17-26(35-29)23(5-2)30(33)34)9-6-11-22-16-15-21-10-7-12-24(21)27(22)28(32)25-13-8-18-31-25/h6,8-9,11,13,15-16,18-19,21-24,26-27,29,31H,4-5,7,10,12,14,17H2,1-3H3,(H,33,34)/b11-6+,20-9+/t19-,21-,22?,23?,24+,26+,27+,29+/m0/s1
SMILES Code
O=C(O)C(CC)[C@H]1CC[C@H](C)[C@H](/C(CC)=C/C=C/C2[C@@H](C(C3=CC=CN3)=O)[C@]4([H])CCC[C@@]4([H])C=C2)O1
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
>2 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
479.66
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: Sugiyama H, Lam CK, Hosoda M, Saito I. Site specific covalent alkylation of DNA by antitumor antibiotics, duocarmycin A and kapurimycin A3. Nucleic Acids Symp Ser. 1991;(25):75-6. PubMed PMID: 1842103.
2: Hara M, Yoshida M, Nakano H. Covalent modification and single-strand scission of DNA by a new antitumor antibiotic kapurimycin A3. Biochemistry. 1990 Nov 20;29(46):10449-55. PubMed PMID: 2271655.
3: Chan KL, Sugiyama H, Saito I, Hara M. NMR characterization of guanine DNA site alkylated by kapurimycin A3, an antitumour antibiotic from Streptomyces sp. Phytochemistry. 1995 Nov;40(5):1373-4. PubMed PMID: 8534399.
4: Okamoto A, Nakatani K, Saito I. Studies on the mechanism of DNA sequence selective alkylation by kapurimycin A3 analogs. Nucleic Acids Symp Ser. 1997;(37):27-8. PubMed PMID: 9585982.
5: Saito I. Chemistry of drug-induced DNA lesions. Toxicol Lett. 1993 Apr;67(1-3):3-15. PubMed PMID: 8451767.
6: Hara M, Mokudai T, Kobayashi E, Gomi K, Nakano H. The kapurimycins, new antitumor antibiotics produced by Streptomyces. Producing organism, fermentation, isolation and biological activities. J Antibiot (Tokyo). 1990 Dec;43(12):1513-8. PubMed PMID: 2276970.
7: Yoshida M, Hara M, Saitoh Y, Sano H. The kapurimycins, new antitumor antibiotics produced by Streptomyces. Physico-chemical properties and structure determination. J Antibiot (Tokyo). 1990 Dec;43(12):1519-23. PubMed PMID: 2276971.
