IUPAC/Chemical Name
sodium (2S,3R,4S)-3,4-dihydroxy-2-(((2R,3R,4S,5S)-3,4,5-trihydroxy-1-oxohexan-2-yl)oxy)-3,4-dihydro-2H-pyran-6-carboxylate
InChi Key
PLKNCXWNEPWWDW-BGOBQSPISA-M
InChi Code
InChI=1S/C12H18O10.Na/c1-4(14)8(16)10(18)7(3-13)22-12-9(17)5(15)2-6(21-12)11(19)20;/h2-5,7-10,12,14-18H,1H3,(H,19,20);/q;+1/p-1/t4-,5-,7-,8-,9+,10-,12+;/m0./s1
SMILES Code
C[C@H](O)[C@H](O)[C@@H](O)[C@H](C=O)O[C@H]1OC(C([O-])=O)=C[C@H](O)[C@H]1O.[Na+]
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
344.24
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: Hirose K, Endo K, Hasegawa K. A convenient synthesis of lepidimoide from okra mucilage and its growth-promoting activity in hypocotyls. Carbohydr Res. 2004 Jan 2;339(1):9-19. PubMed PMID: 14659666.
2: Tanaka M, Yoshimura M, Suto M, Yokota A, Asano K, Sukara E, Tomita F. Production of lepidimoide by an endophytic fungus from polysaccharide extracted from Abelmoschus sp.: identification of the product and the organism producing it. J Biosci Bioeng. 2002;93(6):531-6. PubMed PMID: 16233245.
3: Yamada K, Anai T, Kosemura S, Yamamura S, Hasegawa K. Structure-activity relationship of lepidimoide and its analogues. Phytochemistry. 1996 Feb;41(3):671-3. PubMed PMID: 8835453.
4: Yamada K, Matsumoto H, Ishizuka K, Miyamoto K, Kosemura S, Yamamura S, Hasegawa K. Lepidimoide Promotes Light-Induced Chlorophyll Accumulation in Cotyledons of Sunflower Seedlings. J Plant Growth Regul. 1998 Dec;17(4):215-219. PubMed PMID: 9892744.
5: Saranpuetti C, Tanaka M, Sone T, Asano K, Tomita F. Determination of enzymes from Colletotrichum sp. AHU9748 essential for lepidimoide production from okra polysaccharide. J Biosci Bioeng. 2006 Nov;102(5):452-6. PubMed PMID: 17189174.
6: Hasegawa K, Mizutani J, Kosemura S, Yamamura S. Isolation and identification of lepidimoide, a new allelopathic substance from mucilage of germinated cress seeds. Plant Physiol. 1992 Oct;100(2):1059-61. PubMed PMID: 16653018; PubMed Central PMCID: PMC1075667.
7: Iqbal A, Fry SC. Potent endogenous allelopathic compounds in Lepidium sativum seed exudate: effects on epidermal cell growth in Amaranthus caudatus seedlings. J Exp Bot. 2012 Apr;63(7):2595-604. doi: 10.1093/jxb/err436. Epub 2012 Jan 20. PubMed PMID: 22268144; PubMed Central PMCID: PMC3346223.
8: Iqbal A, Miller JG, Murray L, Sadler IH, Fry SC. The pectic disaccharides lepidimoic acid and β-d-xylopyranosyl-(1→3)-d-galacturonic acid occur in cress-seed exudate but lack allelochemical activity. Ann Bot. 2016 Apr;117(4):607-23. doi: 10.1093/aob/mcw008. Epub 2016 Mar 8. PubMed PMID: 26957370; PubMed Central PMCID: PMC4817500.
9: Fry SC. Potassium, not lepidimoide, is the principal 'allelochemical' of cress-seed exudate that promotes amaranth hypocotyl elongation. Ann Bot. 2017 Oct 17;120(4):511-520. doi: 10.1093/aob/mcx081. PubMed PMID: 28981578; PubMed Central PMCID: PMC5737857.
