CAS 19351-63-4|Secologanin

Introduction:Basic information about CAS 19351-63-4|Secologanin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSecologanin
CAS Number19351-63-4Molecular Weight507.74400
Density1.42g/cm3Boiling Point595.5ºC at 760mmHg
Molecular FormulaC17H24O10Melting Point/
MSDSChineseUSAFlash Point212.2ºC

Names

Name(-)-secologanin
SynonymMore Synonyms

Secologanin BiologicalActivity

DescriptionSecologanin, a secoiridoid glucoside, is a pivotal terpenoid intermediate in the biosynthesis of biologically active monoterpenoid indole alkaloids such as reserpine, ajmaline, and vinblastine. Secologanin synthase (cytochrome P450 isoform CYP72A1) catalyzes the oxidative cleavage of loganin into Secologanin[1][2].
Related CatalogResearch Areas >>OthersSignaling Pathways >>Others >>Others
References

[1]. Inoue K. Yakugaku Zasshi. 2005;125(1):31-49. doi:10.1248/yakushi.125.31

[2]. Irmler S, et al. Indole alkaloid biosynthesis in Catharanthus roseus: new enzyme activities and identification of cytochrome P450 CYP72A1 as secologanin synthase. Plant J. 2000;24(6):797-804.

Chemical & Physical Properties

Density1.42g/cm3
Boiling Point595.5ºC at 760mmHg
Molecular FormulaC17H24O10
Molecular Weight507.74400
Flash Point212.2ºC
Exact Mass506.05100
PSA151.98000
LogP0.20990
Vapour Pressure1.15E-16mmHg at 25°C
Index of Refraction1.571
InChIKeyCSKKDSFETGLMSB-NRZPKYKESA-N
SMILESC=CC1C(OC2OC(CO)C(O)C(O)C2O)OC=C(C(=O)OC)C1CC=O
Storage condition−20°C

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADRNONH for all modes of transport
WGK Germany3

Articles25

More Articles
The leaf epidermome of Catharanthus roseus reveals its biochemical specialization.

Plant Cell 20(3) , 524-42, (2008)

Catharanthus roseus is the sole commercial source of the monoterpenoid indole alkaloids (MIAs), vindoline and catharanthine, components of the commercially important anticancer dimers, vinblastine and...

2,4-D and alkaloid accumulation in periwinkle cell suspensions.

Biochimie 76(5) , 410-6, (1994)

Omission of 2,4-D from culture medium during one subculture of Catharanthus roseus cells, strain C20, resulted in an increased alkaloid accumulation, without effect on growth. Alkaloid accumulation, r...

Indole alkaloid biosynthesis in Catharanthus roseus: new enzyme activities and identification of cytochrome P450 CYP72A1 as secologanin synthase.

Plant J. 24 , 797, (2000)

The molecular characterization of CYP72A1 from Catharanthus roseus (Madagascar periwinkle) was described nearly a decade ago, but the enzyme function remained unknown. We now show by in situ hybridiza...

Synonyms

loniceroside
secologanin
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