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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

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Christie A M Peebles et al.
Biotechnology and bioengineering, 93(3), 534-540 (2005-10-22)
Among the pharmacologically important terpenoid indole alkaloids produced by Catharanthus roseus are the anti-cancer drugs vinblastine and vincristine. These two drugs are produced in small yields within the plant, which makes them expensive to produce commercially. Metabolic engineering has focused
Souvik Kusari et al.
Journal of natural products, 74(4), 764-775 (2011-02-26)
Fungal endophytes inhabit healthy tissues of all terrestrial plant taxa studied and occasionally produce host-specific compounds. We recently isolated an endophytic fungus, Fusarium solani, from Camptotheca acuminata, capable of biosynthesizing camptothecin (CPT, 1), but this capability substantially decreased on repeated
H Yamamoto et al.
Phytochemistry, 53(1), 7-12 (2000-02-03)
Secologanin synthase, an enzyme catalyzing the oxidative cleavage of the cyclopentane ring in loganin to form secologanin, was detected in microsomal preparations from cell suspension cultures of Lonicera japonica. The reaction required NADPH and molecular oxygen, and was blocked by
G Beke et al.
Chirality, 13(8), 483-487 (2001-07-24)
In the presence of the enzyme strictosidine synthase, the coupling reaction of secologanin and tryptamine is completely stereoselective and affords strictosidine with 3S configuration, exclusively. The stereoselectivity is transferred and retained in most indole alkaloids of type I in which
Hye Kyong Kim et al.
Phytochemical analysis : PCA, 15(4), 257-261 (2004-08-18)
In order to develop an efficient large-scale extraction of secologanin from Symphoricarpos albus, different methods have been compared. Ultrasonication with organic solvents and water, microwave-assisted extraction and hot water extraction methods were evaluated for their efficiencies. Among the methods tested
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