Synonym
Leiocarposide; Lejokarpozyd;
IUPAC/Chemical Name
2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl 2-hydroxy-3-methoxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzoate
InChi Key
NSOQVTKUUBDPEG-WRXRYXBBSA-N
InChi Code
InChI=1S/C27H34O16/c1-38-24-14(41-27-23(36)21(34)19(32)16(9-29)43-27)7-6-12(17(24)30)25(37)39-10-11-4-2-3-5-13(11)40-26-22(35)20(33)18(31)15(8-28)42-26/h2-7,15-16,18-23,26-36H,8-10H2,1H3/t15-,16-,18-,19-,20+,21+,22-,23-,26-,27-/m1/s1
SMILES Code
O[C@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)[C@@H]1OC2=CC=CC=C2COC(C3=CC=C(O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O)C(OC)=C3O)=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
614.55
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: Metzner J, Hirschelmann R, Hiller K. [Antiphlogistic and analgesic effects of leiocarposide, a phenolic bisglucoside of Solidago virgaurea L]. Pharmazie. 1984 Dec;39(12):869-70. German. PubMed PMID: 6531401.
2: Fötsch G, Pfeifer S. [The biotransformation of leiocarposide and salicin phenol glycosides--examples for special consideration of the absorption and metabolism of glycosidic compounds]. Pharmazie. 1989 Oct;44(10):710-2. German. PubMed PMID: 2616615.
3: Fötsch G, Pfeifer S, Bartoszek M, Franke P, Hiller K. [Biotransformation of phenolglycosides leiocarposide and salicin]. Pharmazie. 1989 Aug;44(8):555-8. German. PubMed PMID: 2594827.
4: Chodera A, Dabrowska K, Bobkiewicz-Kozłowska T, Tkaczyk J, Skrzypczak L, Budzianowski J. [Effect of leiocarposide on experimental urinary calculi in rats]. Acta Pol Pharm. 1988;45(2):181-6. Polish. PubMed PMID: 3239428.
5: Chodera A, Dabrowska K, Skrzypczak L, Budzianowski J. [Further studies on the diuretic effect of leiocarposide]. Acta Pol Pharm. 1986;43(5):499-503. Polish. PubMed PMID: 3565048.
6: Thiem B, Wesołowska M, Skrzypczak L, Budzianowski J. Phenolic compounds in two Solidago L. species from in vitro culture. Acta Pol Pharm. 2001 Jul-Aug;58(4):277-81. PubMed PMID: 11693733.
7: Shiraiwa K, Yuan S, Fujiyama A, Matsuo Y, Tanaka T, Jiang ZH, Kouno I. Benzyl benzoate glycoside and 3-deoxy-D-manno-2-octulosonic acid derivatives from Solidago decurrens. J Nat Prod. 2012 Jan 27;75(1):88-92. doi: 10.1021/np2007582. Epub 2011 Dec 20. PubMed PMID: 22185651.
8: Bader G, Lück L, Schenk R, Hirschelmann R, Hiller K. [Leiocarposid--lead structure for the quality assurance of Solidaginis virgaureae herba]. Pharmazie. 1998 Nov;53(11):805-6. German. PubMed PMID: 9853363.
