Secologanin

Modify Date: 2024-01-04 17:25:47

Secologanin structure	Common Name	Secologanin
	CAS Number	19351-63-4	Molecular Weight	507.74400
	Density	1.42g/cm3	Boiling Point	595.5ºC at 760mmHg
	Molecular Formula	C₁₇H₂₄O₁₀	Melting Point	N/A
	MSDS	Chinese USA	Flash Point	212.2ºC

Use of Secologanin

Secologanin, 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].

Name	(-)-secologanin
Synonym	More Synonyms

Description	Secologanin, 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 Catalog	Research Areas >> Others Signaling 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.

Description

Related Catalog

Research Areas >> Others

Signaling 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.

Density	1.42g/cm3
Boiling Point	595.5ºC at 760mmHg
Molecular Formula	C₁₇H₂₄O₁₀
Molecular Weight	507.74400
Flash Point	212.2ºC
Exact Mass	506.05100
PSA	151.98000
LogP	0.20990
Vapour Pressure	1.15E-16mmHg at 25°C
Index of Refraction	1.571
Storage condition	−20°C

Secologanin MSDS(Chinese)

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR	NONH for all modes of transport
WGK Germany	3

Precursor 4
CAS#:79409-45-3 Methyl (2S,3R,4... CAS#:18524-94-2 Loganin CAS#:27856-66-2 O',O',O',O'-tet... CAS#:67-56-1 Methanol
DownStream 8
CAS#:22621-94-9 strictosidine lactam CAS#:19456-89-4 (4S)-4β-[[(1R)-... CAS#:23141-27-7 Vincosamide CAS#:6474-90-4 Tetrahydroalstonine
CAS#:483-04-5 Ajmalicine CAS#:34371-11-4 (1S,3R)-1-{[(2S... CAS#:146-48-5 Yohimbine CAS#:74518-57-3 xylostosidine

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...

loniceroside

secologanin