IUPAC/Chemical Name
Benzoic acid, 3,4,5-trihydroxy-, 6'-ester with 4-(4-(beta-D-glucopyranosyloxy)phenyl)-2-butanone
InChi Key
MWDNXZSULNGKBX-OXUVVOBNSA-N
InChi Code
InChI=1S/C23H25O12/c24-9-17-19(29)20(30)21(31)23(35-17)34-14-5-2-11(3-6-14)1-4-13(25)10-33-22(32)12-7-15(26)18(28)16(27)8-12/h2-3,5-9,17,19-21,23-24,26-31H,1,4,10H2/t17-,19-,20+,21-,23-/m1/s1
SMILES Code
O=C(CCC1=CC=C(O[C@H]2[C@@H]([C@H]([C@@H]([C@@H]([CH]O)O2)O)O)O)C=C1)COC(C3=CC(O)=C(O)C(O)=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
>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
493.44
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: Usui T, Ikeda Y, Tagami T, Matsuda K, Moriyama K, Yamada K, Kuzuya H, Kohno S, Shimatsu A. The phytochemical lindleyin, isolated from Rhei rhizoma, mediates hormonal effects through estrogen receptors. J Endocrinol. 2002 Nov;175(2):289-96. PubMed PMID: 12429027.
2: Darias V, Gonzáles AG, Boada JN, Feria M, Martorell F. Pharmacological study of lindleyin. Farmaco Sci. 1978 Jun;33(6):460-7. PubMed PMID: 310776.
3: Gao XY. [Determination of four n-butyrophenone compounds contained in rhubarb using RP-HPLC]. Zhongguo Zhong Yao Za Zhi. 2012 Sep;37(17):2594-6. Chinese. PubMed PMID: 23236758.
4: Iizuka A, Iijima OT, Kondo K, Itakura H, Yoshie F, Miyamoto H, Kubo M, Higuchi M, Takeda H, Matsumiya T. Evaluation of Rhubarb using antioxidative activity as an index of pharmacological usefulness. J Ethnopharmacol. 2004 Mar;91(1):89-94. PubMed PMID: 15036474.
5: Lin YL, Wu CF, Huang YT. Phenols from the roots of Rheum palmatum attenuate chemotaxis in rat hepatic stellate cells. Planta Med. 2008 Aug;74(10):1246-52. doi: 10.1055/s-2008-1074581. Epub 2008 Jul 8. PubMed PMID: 18612943.
6: Abe I, Takahashi Y, Morita H, Noguchi H. Benzalacetone synthase. A novel polyketide synthase that plays a crucial role in the biosynthesis of phenylbutanones in Rheum palmatum. Eur J Biochem. 2001 Jun;268(11):3354-9. PubMed PMID: 11389739.
7: Fan W, Tezuka Y, Kadota S. Prolyl endopeptidase inhibitory activity of fourteen Kampo formulas and inhibitory constituents of Tokaku-joki-to. Chem Pharm Bull (Tokyo). 2000 Jul;48(7):1055-61. PubMed PMID: 10923840.
8: Chen T, Yang X, Wang N, Li H, Zhao J, Li Y. Separation of six compounds including two n-butyrophenone isomers and two stibene isomers from Rheum tanguticum Maxim by recycling high speed counter-current chromatography and preparative HPLC. J Sep Sci. 2018 Jul 30. doi: 10.1002/jssc.201800411. [Epub ahead of print] PubMed PMID: 30058764.
9: Liu YH, Huang ZH, Dong L, Pei WX, Sun Y, Gao XY. [Simultaneous content determination of 14 components in Rhei Radix et Rhizoma by high performance liquid chromatography method]. Zhongguo Zhong Yao Za Zhi. 2017 Dec;42(23):4514-4519. doi: 10.19540/j.cnki.cjcmm.20171113.006. Chinese. PubMed PMID: 29376246.
