IUPAC/Chemical Name
(R)-8,9-dimethoxy-2-(prop-1-en-2-yl)-1,2-dihydrochromeno[3,4-b]furo[2,3-h]chromen-6(12H)-one
InChi Key
GFERNZCCTZEIET-MRXNPFEDSA-N
InChi Code
InChI=1S/C23H20O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16H,1,8,10H2,2-4H3/t16-/m1/s1
SMILES Code
O=C1C2=C(COC3=CC(OC)=C(OC)C=C32)OC4=C1C=CC5=C4C[C@H](C(C)=C)O5
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
392.40
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: Arriaga AM, Lima JQ, e Vasconcelos JN, de Oliveira MC, Lemos TL, Fonseca AM, Malcher GT, Santiago GM, Mafezoli J, Braz-Filho R. Antioxidant and larvicidal activities of Tephrosia egregia Sandw against Aedes aegypti. Nat Prod Commun. 2009 Apr;4(4):529-30. PubMed PMID: 19475999.
2: Arriaga AM, Lima JQ, Vasconcelos JN, de Oliveira MC, Andrade-Neto M, Santiago GM, Uchoa DE, Malcher GT, Mafezoli J, Braz-Filho R. Unequivocal assignments of flavonoids from Tephrosia sp. (Fabaceae). Magn Reson Chem. 2009 Jun;47(6):537-40. doi: 10.1002/mrc.2422. PubMed PMID: 19306481.
3: Bushway RJ, Engdahl BS, Colvin BM, Hanks AR. Separation of rotenoids and the determination of rotenone in pesticide formulations by high-performance liquid chromatography. J Assoc Off Anal Chem. 1975 Sep;58(5):965-70. PubMed PMID: 1158840.
4: Xu LR, Li S, Wu J, Zhang S. [Rotenoids from Derris trifoliata]. Zhong Yao Cai. 2007 Jun;30(6):660-2. Chinese. PubMed PMID: 17918433.
5: Fang N, Casida JE. Novel Bioactive Cubé Insecticide Constituents: Isolation and Preparation of 13-homo-13-Oxa-6a,12a-dehydrorotenoids. J Org Chem. 1997 Jan 24;62(2):350-353. PubMed PMID: 11671409.
6: Cabizza M, Angioni A, Melis M, Cabras M, Tuberoso CV, Cabras P. Rotenone and rotenoids in cubè resins, formulations, and residues on olives. J Agric Food Chem. 2004 Jan 28;52(2):288-93. PubMed PMID: 14733510.
7: Fang N, Rowlands JC, Casida JE. Anomalous structure-activity relationships of 13-homo-13-oxarotenoids and 13-homo-13-oxadehyrorotenoids. Chem Res Toxicol. 1997 Aug;10(8):853-8. PubMed PMID: 9282833.
8: Bose M, Kamra M, Mullick R, Bhattacharya S, Das S, Karande AA. A plant-derived dehydrorotenoid: a new inhibitor of hepatitis C virus entry. FEBS Lett. 2017 May;591(9):1305-1317. doi: 10.1002/1873-3468.12629. Epub 2017 Apr 13. PubMed PMID: 28337741.
