MedKoo Cat#: 461563 | Name: Rumbrin

Description:

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

Rumbrin is a cytoprotective substance produced by Auxarthron umbrinum.

Chemical Structure

Rumbrin
Rumbrin
CAS#148528-19-2

Theoretical Analysis

MedKoo Cat#: 461563

Name: Rumbrin

CAS#: 148528-19-2

Chemical Formula: C20H20ClNO3

Exact Mass: 357.1132

Molecular Weight: 357.83

Elemental Analysis: C, 67.13; H, 5.63; Cl, 9.91; N, 3.91; O, 13.41

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 #
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Synonym
Rumbrin;
IUPAC/Chemical Name
6-((2Z,4E,6E,8E)-9-(3-chloro-1H-pyrrol-2-yl)nona-2,4,6,8-tetraen-2-yl)-4-methoxy-3-methyl-2H-pyran-2-one
InChi Key
TUFFAFAPFQNIRB-KDZWSXRISA-N
InChi Code
InChI=1S/C20H20ClNO3/c1-14(18-13-19(24-3)15(2)20(23)25-18)9-7-5-4-6-8-10-17-16(21)11-12-22-17/h4-13,22H,1-3H3/b6-4+,7-5+,10-8+,14-9-
SMILES Code
O=C1C(C)=C(OC)C=C(/C(C)=C\C=C\C=C\C=C\C2=C(Cl)C=CN2)O1
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

Preparing Stock Solutions

The following data is based on the product molecular weight 357.83 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: Yamagishi Y, Matsuoka M, Odagawa A, Kato S, Shindo K, Mochizuki J. Rumbrin, a new cytoprotective substance produced by Auxarthron umbrinum. I. Taxonomy, production, isolation and biological activities. J Antibiot (Tokyo). 1993 Jun;46(6):884-7. PubMed PMID: 8344868. 2: Yamagishi Y, Shindo K, Kawai H. Rumbrin, a new cytoprotective substance produced by Auxarthron umbrinum. II. Physico-chemical properties and structure determination. J Antibiot (Tokyo). 1993 Jun;46(6):888-91. PubMed PMID: 8344869. 3: Clark BR, O'Connor S, Fox D, Leroy J, Murphy CD. Production of anticancer polyenes through precursor-directed biosynthesis. Org Biomol Chem. 2011 Sep 21;9(18):6306-11. doi: 10.1039/c1ob05667k. Epub 2011 Jul 26. PubMed PMID: 21792395. 4: Clark BR, Murphy CD. Biosynthesis of pyrrolylpolyenes in Auxarthron umbrinum. Org Biomol Chem. 2009 Jan 7;7(1):111-6. doi: 10.1039/b813236d. Epub 2008 Oct 31. PubMed PMID: 19081953. 5: Clark BR, Capon RJ, Lacey E, Tennant S, Gill JH. Polyenylpyrroles and polyenylfurans from an Australian Isolate of the soil ascomycete Gymnoascus reessii. Org Lett. 2006 Feb 16;8(4):701-4. PubMed PMID: 16468746. 6: Alvi KA, Rabenstein J. Auxarthrol A and auxarthrol B: two new tetrahydoanthraquinones from Auxarthron umbrinum. J Ind Microbiol Biotechnol. 2004 Jan;31(1):11-5. Epub 2004 Jan 29. PubMed PMID: 14749964.