Synonym
DC92-B; DC92 B; DC92B; DC 92-B; DC-92B; DC-92-B; DC 92-B;
IUPAC/Chemical Name
10-((2S,4R,5S,6S)-4-(dimethylamino)-5,6-dihydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)-8-((2S,4R,5R,6R)-4-(dimethylamino)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)-11-hydroxy-5-methyl-2-((2S,2'R,3S)-3,3',3'-trimethyl-[2,2'-bioxiran]-3-yl)-4H-naphtho[2,3-h]chromene-4,7,12-trione
InChi Key
SCWWNJYIUMBQKK-RPPIAGSOSA-N
InChi Code
InChI=1S/C42H52N2O12/c1-17-12-21-29(35-27(17)23(45)15-26(53-35)41(6)37(56-41)36-39(3,4)55-36)34(49)30-28(33(21)48)19(24-14-22(43(8)9)31(46)18(2)52-24)13-20(32(30)47)25-16-40(5,44(10)11)38(50)42(7,51)54-25/h12-13,15,18,22,24-25,31,36-38,46-47,50-51H,14,16H2,1-11H3/t18-,22-,24+,25+,31+,36-,37+,38+,40-,41-,42+/m1/s1
SMILES Code
c1([C@@H]2C[C@@]([C@@H]([C@@](O2)(C)O)O)(C)N(C)C)cc(c2C(c3c(c4c(c(C)c3)c(cc([C@@]3([C@@H](O3)[C@@H]3C(O3)(C)C)C)o4)=O)C(c2c1O)=O)=O)[C@@H]1C[C@@H](N(C)C)[C@@H](O)[C@@H](C)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
>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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
776.88
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: Kuwabara T, Noda T, Ohtake H, Ohtake T, Toyama S, Ikariyama Y. Classification of DNA-binding mode of antitumor and antiviral agents by the electrochemiluminescence of ruthenium complex. Anal Biochem. 2003 Mar 1;314(1):30-7. PubMed PMID: 12633599.
2: Murray V, Moore AG, Matias C, Wickham G. The interaction of hedamycin and DC92-B in a sequence selective manner with DNA in intact human cells. Biochim Biophys Acta. 1995 Apr 4;1261(2):195-200. PubMed PMID: 7711062.
3: Prakash AS, Moore AG, Murray V, Matias C, McFadyen WD, Wickham G. Comparison of the sequence selectivity of the DNA-alkylating pluramycin antitumour antibiotics DC92-B and hedamycin. Chem Biol Interact. 1995 Mar 30;95(1-2):17-28. PubMed PMID: 7697748.
4: Sun D, Hansen M, Clement JJ, Hurley LH. Structure of the altromycin B (N7-guanine)-DNA adduct. A proposed prototypic DNA adduct structure for the pluramycin antitumor antibiotics. Biochemistry. 1993 Aug 17;32(32):8068-74. PubMed PMID: 8347608.
5: Yasuzawa T, Saitoh Y, Sano H. Structures of the novel anthraquinone antitumor antibiotics, DC92-B and DC92-D. J Antibiot (Tokyo). 1990 May;43(5):485-91. PubMed PMID: 2358401.
6: Takahashi I, Takahashi K, Asano K, Kawamoto I, Yasuzawa T, Ashizawa T, Tomita F, Nakano H. DC92-B, a new antitumor antibiotic from Actinomadura. J Antibiot (Tokyo). 1988 Aug;41(8):1151-3. PubMed PMID: 3170349.
