MedKoo Cat#: 558112 | Name: Dihydrocarminomycin

Description:

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

Dihydrocarminomycin is an anthracycline antibiotic.

Chemical Structure

Dihydrocarminomycin
CAS#62182-86-9

Theoretical Analysis

MedKoo Cat#: 558112

Name: Dihydrocarminomycin

CAS#: 62182-86-9

Chemical Formula: C26H29NO10

Exact Mass: 515.1800

Molecular Weight: 515.52

Elemental Analysis: C, 60.58; H, 5.67; N, 2.72; O, 31.03

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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Related CAS #
No Data
Synonym
Carminomycinol; Dihydrokarminomycin; RP-32999; 13-Dihydrocarminomycin; Antibiotic 32999RP; RP 32999; RP-32999; RP32999;
IUPAC/Chemical Name
(8S,10S)-10-(((2S,4S,5R,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-1,6,8,11-tetrahydroxy-8-((R)-1-hydroxyethyl)-7,8,9,10-tetrahydrotetracene-5,12-dione
InChi Key
YXBSCYMMPXQFDS-YNVCYXAPSA-N
InChi Code
InChI=1S/C26H29NO10/c1-9-21(30)13(27)6-16(36-9)37-15-8-26(35,10(2)28)7-12-18(15)25(34)20-19(23(12)32)22(31)11-4-3-5-14(29)17(11)24(20)33/h3-5,9-10,13,15-16,21,28-30,32,34-35H,6-8,27H2,1-2H3/t9-,10+,13-,15-,16+,21-,26-/m0/s1
SMILES Code
O=C1C2=C(O)C(C[C@]([C@H](O)C)(O)C[C@@H]3O[C@@H]4C[C@H](N)[C@@H](O)[C@H](C)O4)=C3C(O)=C2C(C5=C1C=CC=C5O)=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

Preparing Stock Solutions

The following data is based on the product molecular weight 515.52 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: Poteshnykh AV, Shevchenko VE. [Determination of carminomycin and its basic metabolite 13-dihydrocarminomycin by a highly efficient liquid chromatographic method with a fluorescent detector]. Antibiotiki. 1982 Nov;27(11):820-3. Russian. PubMed PMID: 7181464. 2: Povarov LS, Shorin VA, Bazhanov VS, Shepelevtseva NG. [Preparation of dihydrocarminomycin and a comparison of its antitumor activity with the activity of carminomycin]. Antibiotiki. 1976 Nov;21(11):1008-11. Russian. PubMed PMID: 1037188. 3: Nakagawa M, Hayakawa Y, Kawai H, Imamura K, Inoue H, Shimazu A, Seto H, Otake N. A new anthracycline antibiotic N-formyl-13-dihydrocarminomycin. J Antibiot (Tokyo). 1983 Apr;36(4):457-8. PubMed PMID: 6574126. 4: Shepelevtseva NG, Belova IP, Vertogradova TP, Gol'dberg LE. [Comparative study of the cardiotoxicity of the anthracycline antibiotics, rubomycin, carminomycin and dihydrocarminomycin, in experiments on white mice]. Antibiotiki. 1978 Jan;23(1):78-87. Russian. PubMed PMID: 623453. 5: Dudnik IuV, Ostanina LN. [Interaction with DNA of semisynthetic carminomycin and rubomycin derivatives]. Antibiotiki. 1983 Jan;28(1):31-6. Russian. PubMed PMID: 6338815. 6: Vetrivel KS, Dharmalingam K. Isolation and characterization of stable mutants of Streptomyces peucetius defective in daunorubicin biosynthesis. J Genet. 2001 Apr;80(1):31-8. PubMed PMID: 11910122. 7: Walczak RJ, Dickens ML, Priestley ND, Strohl WR. Purification, properties, and characterization of recombinant Streptomyces sp. strain C5 DoxA, a cytochrome P-450 catalyzing multiple steps in doxorubicin biosynthesis. J Bacteriol. 1999 Jan;181(1):298-304. PubMed PMID: 9864343; PubMed Central PMCID: PMC103562. 8: Olsuf'eva EN, Povarov LS, Potapova NP. [Synthesis and properties of the N-ethyl derivatives of carminomycin and rubomycin]. Antibiotiki. 1982;27(7):488-93. Russian. PubMed PMID: 6814352. 9: Dickens ML, Strohl WR. Isolation and characterization of a gene from Streptomyces sp. strain C5 that confers the ability to convert daunomycin to doxorubicin on Streptomyces lividans TK24. J Bacteriol. 1996 Jun;178(11):3389-95. PubMed PMID: 8655530; PubMed Central PMCID: PMC178102. 10: Connors NC, Strohl WR. Partial purification and properties of carminomycin 4-O-methyltransferase from Streptomyces sp. strain C5. J Gen Microbiol. 1993 Jun;139 Pt 6:1353-62. PubMed PMID: 8360627. 11: Zbarskiĭ VB, Potapova NP, Olsuf'eva EN, Rubasheva LM, Brazhnikova MG. [Minor components from the carminomycin complex]. Antibiotiki. 1980 Jul;25(7):492-5. Russian. PubMed PMID: 6250461. 12: Dickens ML, Priestley ND, Strohl WR. In vivo and in vitro bioconversion of epsilon-rhodomycinone glycoside to doxorubicin: functions of DauP, DauK, and DoxA. J Bacteriol. 1997 Apr;179(8):2641-50. PubMed PMID: 9098063; PubMed Central PMCID: PMC179014. 13: Lankelma J, Penders PG, McVie JG, Leyva A, Ten Bokkel-Huinink WW, de Planque MM, Pinedo HM. Plasma concentrations of carminomycin and carminomycinol in man, measured by high pressure liquid chromatography. Eur J Cancer Clin Oncol. 1982 Apr;18(4):363-7. PubMed PMID: 6889513. 14: Weenen H, Pinedo HM, de Planque MM, Ten Bokkel Huinink WW, McVie JG, Lankelma J. Pharmacokinetics of carminomycin in man: biweekly schedule vs single dose every three weeks. Eur J Cancer Clin Oncol. 1984 Jul;20(7):915-8. PubMed PMID: 6540192. 15: Comis RL, Issell BF, Pittman K, Ginsberg SJ, Rudolph A, Aust JC, DiFino SM, Tinsley RW, Poiesz BJ, Crooke ST. A phase I and clinical pharmacology study of intravenously administered carminomycin in cancer patients in the United States. Cancer Res. 1982 Jul;42(7):2944-8. PubMed PMID: 7083181.