Rubiginone D2
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MedKoo CAT#: 464348

CAS#: 274913-71-2

Description: 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

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Rubiginone D2
CAS# 274913-71-2
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 464348
Name: Rubiginone D2
CAS#: 274913-71-2
Chemical Formula: C20H16O6
Exact Mass: 352.09
Molecular Weight: 352.340
Elemental Analysis: C, 68.18; H, 4.58; O, 27.24

Price and Availability

Size Price Availability Quantity
1g USD -2 2 Weeks
5g USD -2 2 Weeks
10mg USD -2 2 Weeks
25mg USD -2 2 Weeks
50mg USD -2 2 Weeks
100mg USD -2 2 Weeks
200mg USD -2 2 Weeks
500mg USD -2 2 Weeks
2mg USD 840 2 Weeks
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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:
Product Data
Instruction:
View handling instruction
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

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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.