WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H558170
CAS#: 92090-94-3
Description: Kazusamycin A is a new antitumor antibiotic. It has a structure characteristic of an unsaturated, branched-chain fatty acid with a terminal delta-lactone ring.
Hodoodo Cat#: H558170
Name: Kazusamycin A
CAS#: 92090-94-3
Chemical Formula: C33H48O7
Exact Mass: 556.34
Molecular Weight: 556.740
Elemental Analysis: C, 71.19; H, 8.69; O, 20.12
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Synonym: Antibiotic 81-484; Antibiotic CL1957B; Kazusamycin A; PD 114721;
IUPAC/Chemical Name: 2,10,12,16,18-Nonadecapentaenoic acid, 19-(3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl)-17-ethyl-6-hydroxy-9-(hydroxymethyl)-3,5,7,11,15-pentamethyl-8-oxo-
InChi Key: KZMHNEBMQDBQND-MRBODPGGSA-N
InChi Code: InChI=1S/C33H48O7/c1-8-27(13-14-29-24(5)12-15-31(37)40-29)17-21(2)10-9-11-22(3)18-28(20-34)33(39)26(7)32(38)25(6)16-23(4)19-30(35)36/h9,11-15,17-19,21,24-26,28-29,32,34,38H,8,10,16,20H2,1-7H3,(H,35,36)/b11-9+,14-13+,22-18+,23-19+,27-17+
SMILES Code: O=C(O)/C=C(C)/CC(C)C(O)C(C)C(C(CO)/C=C(C)/C=C/CC(C)/C=C(CC)/C=C/C1C(C)C=CC(O1)=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: >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
More Info:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 556.74 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 |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Ando R, Amano Y, Nakamura H, Arai N, Kuwajima I. Design, synthesis, and evaluation of novel kazusamycin A derivatives as potent antitumor agents. Bioorg
Med Chem Lett. 2006 Jun 15;16(12):3315-8. Epub 2006 Apr 17. PubMed PMID: 16617017.
2: Komiyama K, Okada K, Oka H, Tomisaka S, Miyano T, Funayama S, Umezawa I. Structural study of a new antitumor antibiotic, kazusamycin. J Antibiot (Tokyo).
1985 Feb;38(2):220-9. PubMed PMID: 3922934.
3: Umezawa I, Komiyama K, Oka H, Okada K, Tomisaka S, Miyano T, Takano S. A new antitumor antibiotic, kazusamycin. J Antibiot (Tokyo). 1984 Jul;37(7):706-11. PubMed PMID: 6432763.
4: Arai N, Chikaraishi N, Omura S, Kuwajima I. First total synthesis of the antitumor compound (-)-kazusamycin A and absolute structure determination. Org Lett. 2004 Aug 19;6(17):2845-8. PubMed PMID: 15330629.
5: Sawamura M. [Growth inhibitory effect of a new anticancer antibiotics, kazusamycin A, on human transitional cancer cell lines in vitro]. Nihon Hinyokika Gakkai Zasshi. 1992 May;83(5):627-35. Japanese. PubMed PMID: 1495200.
6: Komiyama K, Okada K, Hirokawa Y, Masuda K, Tomisaka S, Umezawa I. Antitumor activity of a new antibiotic, kazusamycin. J Antibiot (Tokyo). 1985 Feb;38(2):224-9. PubMed PMID: 3922935.
7: Umezawa I, Komiyama K. [Studies on the new antibiotic kazusamycin and related
substances]. Gan To Kagaku Ryoho. 1987 Mar;14(3 Pt 2):858-64. Japanese. PubMed PMID: 3105461.
8: Umezawa I. [Biological activities of a new antitumor antibiotics]. Gan To Kagaku Ryoho. 1984 Dec;11(12 Pt 2):2674-80. Japanese. PubMed PMID: 6439122.
9: Tunac JB, Graham BD, Dobson WE, Lenzini MD. Novel antitumor antibiotics, CI-940 (PD 114,720) and PD 114,721. Taxonomy, fermentation and biological activity. J Antibiot (Tokyo). 1985 Apr;38(4):460-5. PubMed PMID: 3924872.
10: Roberts BJ, Hamelehle KL, Sebolt JS, Leopold WR. In vivo and in vitro anticancer activity of the structurally novel and highly potent antibiotic CI-940 and its hydroxy analog (PD 114,721). Cancer Chemother Pharmacol. 1986;16(2):95-101. PubMed PMID: 3081269.
11: Yoshida E, Nishimuta Y, Naito K, Watanabe Y, Tomisaka S, Okura A, Komiyama K, Umezawa I. The effect of kazusamycin on the growth of murine solid tumors and their spontaneous metastasis. J Antibiot (Tokyo). 1987 Mar;40(3):391-3. PubMed PMID: 3106290.