MedKoo Cat#: 464348 | Name: Rubiginone D2
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Description:

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

Rubiginone D2 is a polyketide that has been found in Streptomyces that has antibacterial and anticancer activities. It is active against S. aureus and E. coli, but not B. subtilis, in agar diffusion assays when used at a concentration of 64 µg/disc. Rubiginone D2 inhibits growth of HM02, KATO III, HepG2, and MCF-7 cancer cells (GI50s = 0.1, 0.7, <0.1, and 7.5 µmol/L).

Chemical Structure

Rubiginone D2
Rubiginone D2
CAS#274913-71-2

Theoretical Analysis

MedKoo Cat#: 464348

Name: Rubiginone D2

CAS#: 274913-71-2

Chemical Formula: C20H16O6

Exact Mass: 352.0947

Molecular Weight: 352.34

Elemental Analysis: C, 68.18; H, 4.58; O, 27.24

Price and Availability

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2mg USD 1,250.00 2 Weeks
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Related CAS #
No Data
Synonym
Rubiginone D2; Rubiginone-D2;
IUPAC/Chemical Name
(2S,3S,4R)-2,4-dihydroxy-8-methoxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione
InChi Key
DWIWLEGGRHIXAH-KDLNQGCSSA-N
InChi Code
InChI=1S/C20H16O6/c1-8-16(21)10-6-7-11-14(15(10)20(25)17(8)22)19(24)9-4-3-5-12(26-2)13(9)18(11)23/h3-8,16-17,21-22H,1-2H3/t8-,16+,17-/m0/s1
SMILES Code
O=C1C2=C(C=CC([C@H](O)[C@H](C)[C@@H]3O)=C2C3=O)C(C4=C(C=CC=C41)OC)=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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Product Data
Biological target:
Rubiginone D2 inhibits growth of HM02, KATO III, HepG2, and MCF-7 cancer cells (GI50s = 0.1, 0.7, <0.1, and 7.5 µmol/L).
In vitro activity:
The rubiginones (rubiginone D2 (2), 4-O-acetyl-rubiginone D2 (3), rubiginone H (6), and rubiginone I (7)) inhibit the growth of some Gram-positive bacteria and are cytostatically active against different tumor cell lines. Reference: J Antibiot (Tokyo). 2000 Apr;53(4):329-36. https://pubmed.ncbi.nlm.nih.gov/10866213/
In vivo activity:
To be determined

Preparing Stock Solutions

The following data is based on the product molecular weight 352.34 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
Formulation protocol:
1. Puder C, Zeeck A, Beil W. New biologically active rubiginones from Streptomyces sp. J Antibiot (Tokyo). 2000 Apr;53(4):329-36. doi: 10.7164/antibiotics.53.329. PMID: 10866213. 2. Ogasawara M, Hasegawa M, Hamagishi Y, Kamei H, Oki T. Potentiation of vincristine cytotoxicity by rubiginone B1 and piperafizine A in human Moser and K562 cells--mode of action. J Antibiot (Tokyo). 1992 Jan;45(1):129-32. doi: 10.7164/antibiotics.45.129. PMID: 1548183. https://pubmed.ncbi.nlm.nih.gov/1548183/
In vitro protocol:
1. Puder C, Zeeck A, Beil W. New biologically active rubiginones from Streptomyces sp. J Antibiot (Tokyo). 2000 Apr;53(4):329-36. doi: 10.7164/antibiotics.53.329. PMID: 10866213. 2. Ogasawara M, Hasegawa M, Hamagishi Y, Kamei H, Oki T. Potentiation of vincristine cytotoxicity by rubiginone B1 and piperafizine A in human Moser and K562 cells--mode of action. J Antibiot (Tokyo). 1992 Jan;45(1):129-32. doi: 10.7164/antibiotics.45.129. PMID: 1548183. https://pubmed.ncbi.nlm.nih.gov/1548183/
In vivo protocol:
To be determined
1: Puder C, Zeeck A, Beil W. New biologically active rubiginones from Streptomyces sp. J Antibiot (Tokyo). 2000 Apr;53(4):329-36. doi: 10.7164/antibiotics.53.329. PMID: 10866213.