IUPAC/Chemical Name
Benzo(5,6)cyclohepta(1,2-b)pyran-2,9-dione, 3,4,11,11a-tetrahydro-10-hydroxy-4,4,11a-trimethyl-8-(1-methylethyl)-, (S)-
InChi Key
HMJSIJZITOCLAD-FQEVSTJZSA-N
InChi Code
InChI=1S/C20H24O4/c1-11(2)13-8-12-6-7-15-19(3,4)10-16(21)24-20(15,5)9-14(12)18(23)17(13)22/h6-8,11,23H,9-10H2,1-5H3/t20-/m0/s1
SMILES Code
O=C1CC(C)(C)C([C@@]2(C)O1)=CC=C3C(C2)=C(O)C(C(C(C)C)=C3)=O
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
>2 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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
328.41
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: Murthy MM, Subramanyam M, Giridhar KV, Jetty A. Antimicrobial activities of bharangin from Premna herbaceae Roxb. and bharangin monoacetate. J Ethnopharmacol. 2006 Mar 8;104(1-2):290-2. Epub 2005 Oct 27. PubMed PMID: 16257159.
2: Sathish T, Brahmaiah P, Sathya K, Bhojaraju P, Naik NG, Kezia D, Prakasam RS. A novel RP-HPLC method for the determination of bharangin in Ghantu bharangi crude extracts. Pak J Pharm Sci. 2009 Jan;22(1):68-73. PubMed PMID: 19168424.
3: Gupta SC, Kannappan R, Kim J, Rahman GM, Francis SK, Raveendran R, Nair MS, Das J, Aggarwal BB. Bharangin, a diterpenoid quinonemethide, abolishes constitutive and inducible nuclear factor-κB (NF-κB) activation by modifying p65 on cysteine 38 residue and reducing inhibitor of nuclear factor-κB α kinase activation, leading to suppression of NF-κB-regulated gene expression and sensitization of tumor cells to chemotherapeutic agents. Mol Pharmacol. 2011 Nov;80(5):769-81. doi: 10.1124/mol.111.073122. Epub 2011 Jul 27. PubMed PMID: 21795584; PubMed Central PMCID: PMC3198918.
4: Lakshmi VV, Sridhar P, Polasa H. Loss of plasmid linked antibiotic resistance in Escherichia coli on treatment with some phenolic compounds. FEMS Microbiol Lett. 1989 Feb;57(3):275-8. PubMed PMID: 2656388.