Rugulin | CAS#67278-88-0 | bisanthraquinone

MedKoo Cat#: 461560 | Name: Rugulin

Description:

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

Rugulin is a minor metabolite from Penicillium rugulosum and a naturally occurring bisanthraquinone.

Chemical Structure

Rugulin

CAS#67278-88-0

Theoretical Analysis

MedKoo Cat#: 461560

Name: Rugulin

CAS#: 67278-88-0

Chemical Formula: C32H24O10

Exact Mass: 568.1369

Molecular Weight: 568.53

Elemental Analysis: C, 67.60; H, 4.26; O, 28.14

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

Rugulin;

IUPAC/Chemical Name

A name could not be generated for this structure.

InChi Key

ROBRFZABRZCKHN-FUAQQQNXSA-N

InChi Code

InChI=1S/C32H24O10/c1-9-5-11-15(13(33)7-9)25(37)31-28(40)20-21(41-3)17-18-22(42-4)19(29(17,31)23(11)35)27(39)32(31)26(38)16-12(24(36)30(18,20)32)6-10(2)8-14(16)34/h5-8,17-22,33-34H,1-4H3/t17-,18+,19-,20-,21-,22+,29-,30-,31+,32-/m0/s1

SMILES Code

Oc1c2c(C([C@]34[C@@H]5[C@H](OC)[C@@H]6[C@@]78C(c9c(C([C@]7([C@]4(C2=O)C6=O)C([C@@H]3[C@H](OC)[C@@H]58)=O)=O)c(O)cc(C)c9)=O)=O)cc(C)c1

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 568.53 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: Nicolaou KC, Lim YH, Piper JL, Papageorgiou CD. Total syntheses of 2,2'-epi-cytoskyrin A, rugulosin, and the alleged structure of rugulin. J Am Chem Soc. 2007 Apr 4;129(13):4001-13. Epub 2007 Mar 14. PubMed PMID: 17355133. 2: Sedmera P, Podojil M, Vokoun J, Betina V, Nemec P. 2,2'-dimethoxy-4a,4a'-dehydrorugulosin (rugulin), a minor metabolite from Penicillium rugulosum. Folia Microbiol (Praha). 1978;23(1):64-7. PubMed PMID: 564320. 3: Nicolaou KC, Papageorgiou CD, Piper JL, Chadha RK. The cytoskyrin cascade: a facile entry into cytoskyrin A, deoxyrubroskyrin, rugulin, skyrin, and flavoskyrin model systems. Angew Chem Int Ed Engl. 2005 Sep 12;44(36):5846-51. PubMed PMID: 16123947. 4: Krivobok S, Seigle-Murandi F, Steiman R, Marzin DR, Betina V. Mutagenicity of substituted anthraquinones in the Ames/Salmonella microsome system. Mutat Res. 1992 May 1;279(1):1-8. PubMed PMID: 1374527. 5: Betina V, Kuzela S. Uncoupling effect of fungal hydroxyanthraquinones on mitochondrial oxidative phosphorylation. Chem Biol Interact. 1987;62(2):179-89. PubMed PMID: 3594640.