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
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
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.
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.
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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.
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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.