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Merck
CN

50741

Supelco

Secologanin

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C17H24O10
CAS Number:
19351-63-4
Molecular Weight:
388.37
MDL number:
MFCD16661163
UNSPSC Code:
85151701
PubChem Substance ID:
329757628
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

Assay

≥88% (HPLC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

−20°C

SMILES string

COC(=O)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

InChI

1S/C17H24O10/c1-3-8-9(4-5-18)10(15(23)24-2)7-25-16(8)27-17-14(22)13(21)12(20)11(6-19)26-17/h3,5,7-9,11-14,16-17,19-22H,1,4,6H2,2H3/t8-,9+,11-,12-,13+,14-,16+,17+/m1/s1

InChI key

CSKKDSFETGLMSB-NRZPKYKESA-N

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7278
BCCM1061
BCCK8017
BCCJ8380
BCCH7282

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Liqun Xia et al.
ACS chemical biology, 7(1), 226-234 (2011-10-19)
Two similar enzymes with different biosynthetic function in one species have evolved to catalyze two distinct reactions. X-ray structures of both enzymes help reveal their most important differences. The Rauvolfia alkaloid biosynthetic network harbors two O-glucosidases: raucaffricine glucosidase (RG), which
N J Walton et al.
Analytical biochemistry, 163(2), 482-488 (1987-06-01)
A spectrophotometric assay for strictosidine synthase is described. Strictosidine is extracted with ethyl acetate and, where high substrate concentrations are used, the organic extract is washed with dilute ammonia to remove coextracted secologanin; after evaporation of the solvent, the residue
F László Szabó
Acta pharmaceutica Hungarica, 76(2), 67-80 (2006-11-11)
On the occasion of having won the Lajos Winkler Medal, at first the author confessed his intellectual relation to the famous scientist. Then he presented his results in the study on the three-dimensional molecular structure and chemotaxonomy of the more
Xiang-Hai Cai et al.
Organic letters, 13(14), 3568-3571 (2011-06-22)
Currently, all monoterpenoid indole alkaloids (MIAs) have been derived from strictosidine, which originates from the condensation of tryptophan with secologanin in a 1:1 ratio. However, our phytochemical research on Alstonia rostrata revealed a potential new precursor for these compounds. We
Gyula Beke et al.
Journal of natural products, 65(5), 649-655 (2002-05-25)
The reaction of secologanin (1) (mainly in its tetraacetylated form 1a) with histamine (2) and its benzyl derivative (2b) was investigated. With the benzylated amine (2b), the main product was the normal, tetraacetylated benzyl derivative of histeloside having the R
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