IUPAC/Chemical Name
6H-Benzofuro(3,2-c)(1)benzopyran-3,9-diol, 6a,11a-dihydro-10-(3-methyl-2-butenyl)-, (6aR,11aR)-
InChi Key
OFWYIUYVHYPQNX-JXFKEZNVSA-N
InChi Code
InChI=1S/C20H20O4/c1-11(2)3-5-14-17(22)8-7-13-16-10-23-18-9-12(21)4-6-15(18)20(16)24-19(13)14/h3-4,6-9,16,20-22H,5,10H2,1-2H3/t16-,20-/m0/s1
SMILES Code
OC1=CC=C2[C@@](OC3=C(C/C=C(C)\C)C(O)=CC=C34)([H])[C@@]4([H])COC2=C1
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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
324.38
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: Turbek CS, Smith DA, Schardl CL. An extracellular enzyme from Fusarium solani f. sp. phaseoli which catalyses hydration of the isoflavonoid phytoalexin, phaseollidin. FEMS Microbiol Lett. 1992 Jul 1;73(1-2):187-90. PubMed PMID: 1521768.
2: Rabelo LA, de Fátima Agra M, da-Cunha EV, da Silva MS, Maria Barbosa-Filho J. Homohesperetin and phaseollidin from Erythrina velutina. Biochem Syst Ecol. 2001 May;29(5):543-544. PubMed PMID: 11274777.
3: Iranshahi M, Vu H, Pham N, Zencak D, Forster P, Quinn RJ. Cytotoxic evaluation of alkaloids and isoflavonoids from the Australian tree Erythrina vespertilio. Planta Med. 2012 May;78(7):730-6. doi: 10.1055/s-0031-1298310. Epub 2012 Feb 21. Erratum in: Planta Med. 2012 May;78(7):E20. PubMed PMID: 22354391.
4: Cheng L, Ning DS, Xia MW, Huang SS, Luo L, Li ZQ, Pan ZH. [Chemical constituents from EtOAc fraction of Sophora dunnii]. Zhongguo Zhong Yao Za Zhi. 2015 Nov;40(22):4428-32. Chinese. PubMed PMID: 27097419.
5: Dagne E, Gunatilaka AA, Kingston DG, Alemu M, Hofmann G, Johnson RK. Two bioactive pterocarpans from Erythrina burana. J Nat Prod. 1993 Oct;56(10):1831-4. PubMed PMID: 8277323.
6: Innok P, Rukachaisirikul T, Suksamrarn A. Flavanoids and pterocarpans from the bark of Erythrina fusca. Chem Pharm Bull (Tokyo). 2009 Sep;57(9):993-6. PubMed PMID: 19721263.
7: Nkengfack AE, Vouffo TW, Fomum ZT, Meyer M, Bergendorff O, Sterner O. Prenylated isoflavanone from the roots of Erythrina sigmoidea. Phytochemistry. 1994 Jul;36(4):1047-51. PubMed PMID: 7765206.
8: Yenesew A, Midiwo JO, Guchu SM, Heydenreich M, Peter MG. Three isoflav-3-enes and a 2-arylbenzofuran from the root bark of Erythrina burttii. Phytochemistry. 2002 Feb;59(3):337-41. PubMed PMID: 11830143.
9: Hauschild W, Mutiso PB, Passreiter CM. Prenylated pterocarpanes from Erythrina melanacantha. Nat Prod Commun. 2010 May;5(5):721-4. PubMed PMID: 20521535.