Rubiflavin | CAS#11016-71-0 | antitumor antibiotic

MedKoo Cat#: 461535 | Name: Rubiflavin

Description:

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

Rubiflavin belongs to the pluramycin family of antitumor antibiotics.

Chemical Structure

Rubiflavin

CAS#11016-71-0

Theoretical Analysis

MedKoo Cat#: 461535

Name: Rubiflavin

CAS#: 11016-71-0

Chemical Formula: C41H50N2O10

Exact Mass: 730.3465

Molecular Weight: 730.85

Elemental Analysis: C, 67.38; H, 6.90; N, 3.83; O, 21.89

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

Rubiflavin; B 17476; B-17476; B17476;

IUPAC/Chemical Name

10-((2R,4S,5S,6S)-4-(dimethylamino)-5-hydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)-8-((2R,4R,5S,6R)-4-(dimethylamino)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)-11-hydroxy-5-methyl-2-(2-methyl-3-((Z)-prop-1-en-1-yl)oxiran-2-yl)-4H-naphtho[2,3-h]chromene-4,7,12-trione

InChi Key

MWOCAJJNPFWEJP-QZPTXFEZSA-N

InChi Code

InChI=1S/C41H50N2O10/c1-11-12-28-41(6,53-28)29-16-25(44)30-18(2)13-23-32(38(30)52-29)37(48)33-31(36(23)47)21(26-15-24(42(7)8)34(45)19(3)50-26)14-22(35(33)46)27-17-40(5,43(9)10)39(49)20(4)51-27/h11-14,16,19-20,24,26-28,34,39,45-46,49H,15,17H2,1-10H3/b12-11-/t19-,20+,24-,26-,27-,28?,34-,39-,40+,41?/m1/s1

SMILES Code

O=C1C=C(C2(C)OC2/C=C\C)OC3=C1C(C)=CC(C4=O)=C3C(C5=C4C([C@H]6C[C@@H](N(C)C)[C@H](O)[C@@H](C)O6)=CC([C@H]7C[C@](C)(N(C)C)[C@H](O)[C@H](C)O7)=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

>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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 730.85 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: ASZALOS A, JELINEK M, BERK B. RUBIFLAVIN, A TOXIC ANTITUMOR ANTIBIOTIC. Antimicrob Agents Chemother (Bethesda). 1964;10:68-74. PubMed PMID: 14288020. 2: White HL, White JR. Hedamycin and rubiflavin complexes with deoxyribonucleic acid and other polynucleotides. Biochemistry. 1969 Mar;8(3):1020-42. PubMed PMID: 4305483. 3: White HL, White JR. Binding of rubiflavin to deoxyribonucleic acid in relation to antibacterial action. Antimicrob Agents Chemother (Bethesda). 1966;6:227-34. PubMed PMID: 4862165. 4: Ebringer L. The action of rubiflavin and other cytostatic antibiotics on Euglena gracilis. Neoplasma. 1972;19(6):579-89. PubMed PMID: 4207528. 5: 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.