Synonym
Benastatin B; Benastatin-B;
IUPAC/Chemical Name
1,7,9,11-tetrahydroxy-13,13-dimethyl-8-oxo-3-pentyl-5,6,8,13-tetrahydrobenzo[a]tetracene-2-carboxylic acid
InChi Key
FUKMCLKFEWEFSC-UHFFFAOYSA-N
InChi Code
InChI=1S/C30H30O7/c1-4-5-6-7-14-10-15-8-9-17-18(22(15)27(34)23(14)29(36)37)13-20-25(26(17)33)28(35)24-19(30(20,2)3)11-16(31)12-21(24)32/h10-13,31-34H,4-9H2,1-3H3,(H,36,37)
SMILES Code
O=C(O)C1=C(C=C2CCC3=C(O)C4=C(C(C)(C5=C(C4=O)C(O)=CC(O)=C5)C)C=C3C2=C1O)CCCCC
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
502.56
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: Lackner G, Schenk A, Xu Z, Reinhardt K, Yunt ZS, Piel J, Hertweck C. Biosynthesis of pentangular polyphenols: deductions from the benastatin and griseorhodin pathways. J Am Chem Soc. 2007 Aug 1;129(30):9306-12. doi: 10.1021/ja0718624. Epub 2007 Jul 11. PMID: 17625850.
2: Xu Z, Schenk A, Hertweck C. Molecular analysis of the benastatin biosynthetic pathway and genetic engineering of altered fatty acid-polyketide hybrids. J Am Chem Soc. 2007 May 9;129(18):6022-30. doi: 10.1021/ja069045b. Epub 2007 Apr 17. PMID: 17439117.
3: Aoyama T, Kojima F, Yamazaki T, Tatee T, Abe F, Muraoka Y, Naganawa H, Aoyagi T, Takeuchi T. Benastatins C and D, new inhibitors of glutathione S-transferase, produced by Streptomyces sp. MI384-DF12. Production, isolation, structure determination and biological activities. J Antibiot (Tokyo). 1993 May;46(5):712-8. doi: 10.7164/antibiotics.46.712. PMID: 8514625.
4: Aoyama T, Naganawa H, Muraoka Y, Nakamura H, Aoyagi T, Takeuchi T, Iitaka Y. Benastatins A and B, new inhibitors of glutathione S-transferase, produced by Streptomyces sp. MI384-DF12. II. Structure determination of benastatins A and B. J Antibiot (Tokyo). 1992 Sep;45(9):1391-6. doi: 10.7164/antibiotics.45.1391. Erratum in: J Antibiot (Tokyo) 1992 Nov;45(11):C6-7. PMID: 1429223.
5: Aoyagi T, Aoyama T, Kojima F, Matsuda N, Maruyama M, Hamada M, Takeuchi T. Benastatins A and B, new inhibitors of glutathione S-transferase, produced by Streptomyces sp. MI384-DF12. I. Taxonomy, production, isolation, physico- chemical properties and biological activities. J Antibiot (Tokyo). 1992 Sep;45(9):1385-90. doi: 10.7164/antibiotics.45.1385. PMID: 1429222.
