MedKoo Cat#: 597594 | Name: Daunosamnyl-daunorubicin

Description:

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

Daunosamnyl-daunorubicin is an antibody conjugate.

Chemical Structure

Daunosamnyl-daunorubicin
Daunosamnyl-daunorubicin
CAS#28008-54-0

Theoretical Analysis

MedKoo Cat#: 597594

Name: Daunosamnyl-daunorubicin

CAS#: 28008-54-0

Chemical Formula: C33H40N2O12

Exact Mass: 656.2581

Molecular Weight: 656.68

Elemental Analysis: C, 60.36; H, 6.14; N, 4.27; O, 29.24

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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Synonym
Daunosamnyl-daunorubicin;
IUPAC/Chemical Name
(8S,10S)-8-acetyl-10-(((2R,4S,5S,6S)-4-amino-5-(((2S,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione
InChi Key
HCMSUFXIFYKIOL-RPYJURNCSA-N
InChi Code
InChI=1S/C33H40N2O12/c1-12-27(37)17(34)8-22(44-12)47-32-13(2)45-21(9-18(32)35)46-20-11-33(42,14(3)36)10-16-24(20)31(41)26-25(29(16)39)28(38)15-6-5-7-19(43-4)23(15)30(26)40/h5-7,12-13,17-18,20-22,27,32,37,39,41-42H,8-11,34-35H2,1-4H3/t12-,13-,17-,18-,20-,21-,22-,27+,32+,33-/m0/s1
SMILES Code
COc1c2c(C(c3c(C2=O)c(O)c4c(C[C@](C[C@@H]4O[C@H]5C[C@@H]([C@@H]([C@@H](O5)C)O[C@H]6C[C@@H]([C@@H]([C@@H](O6)C)O)N)N)(C(C)=O)O)c3O)=O)ccc1
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 656.68 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
1: Gesson JP, Jacquesy JC, Mondon M, Petit P, Renoux B, Andrianomenjanahary S, Dufat-Trinh Van H, Koch M, Michel S, Tillequin F, et al. Prodrugs of anthracyclines for chemotherapy via enzyme-monoclonal antibody conjugates. Anticancer Drug Des. 1994 Oct;9(5):409-23. PubMed PMID: 7945725. 2: Arcamone FM. Sabarubicin. Top Curr Chem. 2008;283:171-89. doi: 10.1007/128_2007_1. PubMed PMID: 23605632. 3: Kaptein SJ, De Burghgraeve T, Froeyen M, Pastorino B, Alen MM, Mondotte JA, Herdewijn P, Jacobs M, de Lamballerie X, Schols D, Gamarnik AV, Sztaricskai F, Neyts J. A derivate of the antibiotic doxorubicin is a selective inhibitor of dengue and yellow fever virus replication in vitro. Antimicrob Agents Chemother. 2010 Dec;54(12):5269-80. doi: 10.1128/AAC.00686-10. Epub 2010 Sep 13. PubMed PMID: 20837762; PubMed Central PMCID: PMC2981273. 4: Arcamone F, Animati F, Capranico G, Lombardi P, Pratesi G, Manzini S, Supino R, Zunino F. New developments in antitumor anthracyclines. Pharmacol Ther. 1997 Oct-Dec;76(1-3):117-24. Review. PubMed PMID: 9535173. 5: Yoshimoto A, Fujii S, Johdo O, Kubo K, Ishikura T, Naganawa H, Sawa T, Takeuchi T, Umezawa H. Intensely potent anthracycline antibiotic oxaunomycin produced by a blocked mutant of the daunorubicin-producing microorganism. J Antibiot (Tokyo). 1986 Jul;39(7):902-9. PubMed PMID: 3759649. 6: Temperini C, Messori L, Orioli P, Di Bugno C, Animati F, Ughetto G. The crystal structure of the complex between a disaccharide anthracycline and the DNA hexamer d(CGATCG) reveals two different binding sites involving two DNA duplexes. Nucleic Acids Res. 2003 Mar 1;31(5):1464-9. PubMed PMID: 12595554; PubMed Central PMCID: PMC149838. 7: Kimura Y, Matsumoto T, Suzuki M, Terashima S. Synthesis and antitumor activity of optically active (+)-9-O-alpha-L-daunosaminyl-4-demethoxydaunorubicin. J Antibiot (Tokyo). 1985 Sep;38(9):1277-9. PubMed PMID: 4066509. 8: Mitscher LA, Gill H, Filppi JA, Wolgemuth RL. Total chemical synthesis and antitumor evaluation of the 9-aza analogue of N-(trifluoroacetyl)-4-demethoxydaunomycin. J Med Chem. 1986 Jul;29(7):1277-81. PubMed PMID: 3806577. 9: Smith TH, Fujiwara AN, Henry DW. Adriamycin analogues. 2. Synthesis of 13-deoxyanthracyclines. J Med Chem. 1978 Mar;21(3):280-3. PubMed PMID: 628003.