Synonym
Licopyranocoumarin;
IUPAC/Chemical Name
3-(2,4-dihydroxyphenyl)-8-(hydroxymethyl)-5-methoxy-8-methyl-7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-2-one
InChi Key
MOBCUWLJOZHPQL-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H20O7/c1-21(10-22)6-5-13-18(28-21)9-17-15(19(13)26-2)8-14(20(25)27-17)12-4-3-11(23)7-16(12)24/h3-4,7-9,22-24H,5-6,10H2,1-2H3
SMILES Code
O=C(O1)C(C2=CC=C(O)C=C2O)=CC(C1=C3)=C(OC)C4=C3OC(C)(CO)CC4
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
384.38
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: Fujimaki T, Saiki S, Tashiro E, Yamada D, Kitagawa M, Hattori N, Imoto M. Identification of licopyranocoumarin and glycyrurol from herbal medicines as neuroprotective compounds for Parkinson's disease. PLoS One. 2014 Jun 24;9(6):e100395. doi: 10.1371/journal.pone.0100395. eCollection 2014. PubMed PMID: 24960051; PubMed Central PMCID: PMC4069009.
2: Hatano T, Yasuhara T, Fukuda T, Noro T, Okuda T. Phenolic constituents of licorice. II. Structures of licopyranocoumarin, licoarylcoumarin and glisoflavone, and inhibitory effects of licorice phenolics on xanthine oxidase. Chem Pharm Bull (Tokyo). 1989 Nov;37(11):3005-9. PubMed PMID: 2632045.
3: Tsukamoto S, Aburatani M, Yoshida T, Yamashita Y, El-Beih AA, Ohta T. CYP3A4 inhibitors isolated from Licorice. Biol Pharm Bull. 2005 Oct;28(10):2000-2. PubMed PMID: 16204965.
4: Hatano T, Fukuda T, Miyase T, Noro T, Okuda T. Phenolic constituents of licorice. III. Structures of glicoricone and licofuranone, and inhibitory effects of licorice constituents on monoamine oxidase. Chem Pharm Bull (Tokyo). 1991 May;39(5):1238-43. PubMed PMID: 1913999.
5: Vlietinck AJ, De Bruyne T, Apers S, Pieters LA. Plant-derived leading compounds for chemotherapy of human immunodeficiency virus (HIV) infection. Planta Med. 1998 Mar;64(2):97-109. Review. PubMed PMID: 9525100.
6: Hatano T, Fukuda T, Liu YZ, Noro T, Okuda T. [Phenolic constituents of licorice. IV. Correlation of phenolic constituents and licorice specimens from various sources, and inhibitory effects of licorice extracts on xanthine oxidase and monoamine oxidase]. Yakugaku Zasshi. 1991 Jun;111(6):311-21. Japanese. PubMed PMID: 1941536.
7: Kasai A, Hiramatsu N, Hayakawa K, Yao J, Kitamura M. Blockade of the dioxin pathway by herbal medicine Formula Bupleuri Minor: identification of active entities for suppression of AhR activation. Biol Pharm Bull. 2008 May;31(5):838-46. PubMed PMID: 18451504.
8: Wang Q, Kuang Y, He J, Li K, Song W, Jin H, Qiao X, Ye M. The prenylated phenolic natural product isoglycycoumarin is a highly selective probe for human cytochrome P450 2A6. Eur J Pharm Sci. 2017 Nov 15;109:472-479. doi: 10.1016/j.ejps.2017.08.035. Epub 2017 Sep 1. PubMed PMID: 28867491.
