Synonym
Rac-Vestitone; rac Vestitone; racVestitone
IUPAC/Chemical Name
7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)chroman-4-one
InChi Key
WQCJOKYOIJVEFN-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H14O5/c1-20-10-3-5-11(14(18)7-10)13-8-21-15-6-9(17)2-4-12(15)16(13)19/h2-7,13,17-18H,8H2,1H3
SMILES Code
OC1=CC(OC)=CC=C1C(CO2)C(C3=C2C=C(O)C=C3)=O
Appearance
To be determined
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
286.28
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: Shao H, Dixon RA, Wang X. Crystal structure of vestitone reductase from
alfalfa (Medicago sativa L.). J Mol Biol. 2007 May 25;369(1):265-76. doi:
10.1016/j.jmb.2007.03.040. Epub 2007 Mar 21. PMID: 17433362.
2: Guo L, Dixon RA, Paiva NL. Conversion of vestitone to medicarpin in alfalfa
(Medicago sativa L.) is catalyzed by two independent enzymes. Identification,
purification, and characterization of vestitone reductase and
7,2'-dihydroxy-4'-methoxyisoflavanol dehydratase. J Biol Chem. 1994 Sep
2;269(35):22372-8. PMID: 8071365.
3: Liu GY. Isolation, sequence identification and tissue expression profile of
two novel soybean (glycine max) genes-vestitone reductase and chalcone
reductase. Mol Biol Rep. 2009 Sep;36(7):1991-4. doi: 10.1007/s11033-008-9409-y.
Epub 2008 Nov 7. PMID: 18989749.
4: Allen DJ, Gray JC, Paiva NL, Smith JT. An enantiomeric assay for the
flavonoids medicarpin and vestitone using capillary electrophoresis.
Electrophoresis. 2000 Jun;21(10):2051-7. doi:
10.1002/1522-2683(20000601)21:10<2051::AID-ELPS2051>3.0.CO;2-6. PMID: 10879965.
5: Guo L, Dixon RA, Paiva NL. The 'pterocarpan synthase' of alfalfa: association
and co-induction of vestitone reductase and 7,2'-dihydroxy-4'-methoxy-
isoflavanol (DMI) dehydratase, the two final enzymes in medicarpin biosynthesis.
FEBS Lett. 1994 Dec 19;356(2-3):221-5. doi: 10.1016/0014-5793(94)01267-9. PMID:
7805842.
6: Guo L, Paiva NL. Molecular cloning and expression of alfalfa (Medicago sativa
L.) vestitone reductase, the penultimate enzyme in medicarpin biosynthesis. Arch
Biochem Biophys. 1995 Jul 10;320(2):353-60. doi: 10.1016/0003-9861(95)90019-5.
PMID: 7625843.
