Synonym
Loroglossin; Loroglossine;
IUPAC/Chemical Name
bis(4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl) (2R,3S)-2,3-dihydroxy-2-isobutylsuccinate
InChi Key
QABASLXUKXNHMC-PIFIRMJRSA-N
InChi Code
InChI=1S/C34H46O18/c1-16(2)11-34(46,33(45)48-15-18-5-9-20(10-6-18)50-32-28(42)26(40)24(38)22(13-36)52-32)29(43)30(44)47-14-17-3-7-19(8-4-17)49-31-27(41)25(39)23(37)21(12-35)51-31/h3-10,16,21-29,31-32,35-43,46H,11-15H2,1-2H3/t21-,22-,23-,24-,25+,26+,27-,28-,29-,31-,32-,34-/m1/s1
SMILES Code
O=C(OCC1=CC=C(O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)C=C1)[C@@H](O)[C@@](CC(C)C)(O)C(OCC3=CC=C(O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O)C=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
742.72
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: Yang B, Li S, Zhang R, Wang Y, Shi J. [Quantitative analysis of four active constituents in Tibetan herb Gymnadenia conopsea by high-performance liquid chromatography]. Zhongguo Zhong Yao Za Zhi. 2009 Jul;34(14):1819-22. Chinese. PubMed PMID: 19894516.
2: Liu J, Yu ZB, Ye YH, Zhou YW. [Chemical constituents from the tuber of Cremastra appendiculata]. Yao Xue Xue Bao. 2008 Feb;43(2):181-4. Chinese. PubMed PMID: 18507346.
3: Huang SY, Shi JG, Yang YC, Hu SL. [Studies on the chemical constituents of Coeloglossum viride (L.) Hartm. var. bracteatum (Willd.) Richter]. Yao Xue Xue Bao. 2002 Mar;37(3):199-203. Chinese. PubMed PMID: 12579762.
4: Huang SY, Li GQ, Shi JG, Mo SY. Chemical constituents of the rhizomes of Coeloglossum viride var. bracteatum. J Asian Nat Prod Res. 2004 Mar;6(1):49-61. PubMed PMID: 14989381.
5: Cai M, Zhou Y, Gesang S, Bianba C, Ding LS. Chemical fingerprint analysis of rhizomes of Gymnadenia conopsea by HPLC-DAD-MSn. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Dec 5;844(2):301-7. Epub 2006 Aug 23. PubMed PMID: 16934540.
6: Yue Z, Zi J, Zhu C, Lin S, Yang Y, Shi J. [Constituents of Gymnadenia conopsea]. Zhongguo Zhong Yao Za Zhi. 2010 Nov;35(21):2852-61. Chinese. PubMed PMID: 21322946.
7: KARRER P, MATTER E. [Not Available]. Helv Chim Acta. 1947 Dec 1;30(7):2096-2100. Undetermined Language. PubMed PMID: 18897239.
8: Li M, Guo SX, Wang CL, Xiao PG. Quantitative determination of five glucosyloxybenzyl 2-isobutylmalates in the tubers of Gymnadenia conopsea and Coeloglossum viride var. bracteatum by HPLC. J Chromatogr Sci. 2009 Sep;47(8):709-13. PubMed PMID: 19772750.
