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MedKoo Cat#: 562246 | Name: Secologanate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Secologanate is a plant growth inhibitor.

Chemical Structure

Secologanate
Secologanate
CAS#22864-93-3

Theoretical Analysis

MedKoo Cat#: 562246

Name: Secologanate

CAS#: 22864-93-3

Chemical Formula: C16H22O10

Exact Mass: 374.1213

Molecular Weight: 374.34

Elemental Analysis: C, 51.34; H, 5.92; O, 42.74

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Secologanate; Secologanic Acid;
IUPAC/Chemical Name
(2S,3R,4S)-3-Ethenyl-4-(2-oxoethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
InChi Key
PUEUIRDVQIKCCG-ZASXJUAOSA-N
InChi Code
InChI=1S/C16H22O10/c1-2-7-8(3-4-17)9(14(22)23)6-24-15(7)26-16-13(21)12(20)11(19)10(5-18)25-16/h2,4,6-8,10-13,15-16,18-21H,1,3,5H2,(H,22,23)/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1
SMILES Code
O=C(C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](C=C)[C@@H]1CC=O)O
Appearance
Solid powder
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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 374.34 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.

Recalculate based on batch purity %
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: Cheng C, Du F, Yu K, Xu F, Wang F, Li L, Olaleye OE, Yang J, Chen F, Zhong C, Liu Q, Li J, Wang Z, Li C, Xiao W. Pharmacokinetics and Disposition of Circulating Iridoids and Organic Acids in Rats Intravenously Receiving ReDuNing Injection. Drug Metab Dispos. 2016 Nov;44(11):1853-1858. Epub 2016 Sep 2. PubMed PMID: 27590023. 2: Guo AL, Chen LM, Wang YM, Liu XQ, Zhang QW, Gao HM, Wang ZM, Xiao W, Wang ZZ. Influence of sulfur fumigation on the chemical constituents and antioxidant activity of buds of Lonicera japonica. Molecules. 2014 Oct 15;19(10):16640-55. doi: 10.3390/molecules191016640. PubMed PMID: 25342552. 3: Guo AL, Gao HM, Chen LM, Zhang QW, Wang ZM. [Investigation on formation mechanism of secologanic acid sulfonates in sulfur-fumigated buds of Lonicera japonica]. Zhongguo Zhong Yao Za Zhi. 2014 May;39(9):1639-43. Chinese. PubMed PMID: 25095376. 4: Yu Y, Song W, Zhu C, Lin S, Zhao F, Wu X, Yue Z, Liu B, Wang S, Yuan S, Hou Q, Shi J. Homosecoiridoids from the flower buds of Lonicera japonica. J Nat Prod. 2011 Oct 28;74(10):2151-60. doi: 10.1021/np2004566. Epub 2011 Sep 26. PubMed PMID: 21942812. 5: Meragelman TL, Renteria BS, Silva GL, Sotomayor C, Gil RR. Modified secoiridoid from Acicarpha tribuloides and inhibition of nitric oxide production in LPS-activated macrophages. Phytochemistry. 2006 Jul;67(14):1534-8. Epub 2006 Jun 30. PubMed PMID: 16808936. 6: Hirai N, Sakashita S, Sano T, Inoue T, Ohigashi H, Premasthira C, Asakawa Y, Harada J, Fujii Y. Allelochemicals of the tropical weed Sphenoclea zeylanica. Phytochemistry. 2000 Sep;55(2):131-40. PubMed PMID: 11065289. 7: Chapelle JP. [Vogeloside and secologanic acid, secoiridoid glucosides from Anthocleista vogelii (author's transl)]. Planta Med. 1976 May;29(3):268-74. French. PubMed PMID: 948529.