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narciclasine

narciclasine structure

CAS No.: 29477-83-6

Chemical Name:: narciclasine

Synonyms: Lycorcidinol;rciclasin;NSC 266535;BRN 1087400;Narciclasin;narciclasine;Lycoricidin-A;Narciclasine-RM;Narciclasine, 99.9%;Narciclasine, 10 mM in DMSO

CBNumber:: CB41341322

Molecular Formula:: C14H13NO7

Molecular Weight:: 307.26

MDL Number:: MFCD01729949

MOL File:: 29477-83-6.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-08-02 18:55:13

Product description	Number	Pack Size	Price
Narciclasine ≥98% (HPLC)	SML2805	1MG	$157
Narciclasine ≥98% (HPLC)	SML2805	5MG	$642
Narciclasine phyproof? Reference Substance	PHL82604	10MG	$1130
Narciclasine ≥98%	20361	500μg	$103
Narciclasine ≥98%	20361	1mg	$183
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narciclasine Properties

Melting point	250-252℃
Boiling point	447.77°C (rough estimate)
Density	1.85±0.1 g/cm3 (20 ºC 760 Torr)
refractive index	1.5300 (estimate)
storage temp.	Store at -20°C
solubility	DMSO: ≥10mg/mL
pka	7.72±0.70(Predicted)
form	Solid
color	white to off-white
InChI	InChI=1S/C14H13NO7/c16-6-1-5-4-2-7-13(22-3-21-7)11(18)8(4)14(20)15-9(5)12(19)10(6)17/h1-2,6,9-10,12,16-19H,3H2,(H,15,20)/t6-,9+,10+,12-/m0/s1
InChIKey	LZAZURSABQIKGB-AEKGRLRDSA-N
SMILES	C1=C2[C@@]([H])(NC(=O)C3C2=CC2OCOC=2C=3O)[C@H](O)[C@H](O)[C@H]1O

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS06
Signal word	Danger
Hazard statements	H301
Precautionary statements	P301+P310+P330
Hazard Codes	Xn
Risk Statements	46
Safety Statements	36

narciclasine price More Price(41)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	SML2805	Narciclasine ≥98% (HPLC)	29477-83-6	1MG	$157	2026-04-30	Buy
Sigma-Aldrich	SML2805	Narciclasine ≥98% (HPLC)	29477-83-6	5MG	$642	2026-04-30	Buy
Sigma-Aldrich	PHL82604	Narciclasine phyproof? Reference Substance	29477-83-6	10MG	$1130	2026-04-30	Buy
Cayman Chemical	20361	Narciclasine ≥98%	29477-83-6	500μg	$103	2026-04-30	Buy
Cayman Chemical	20361	Narciclasine ≥98%	29477-83-6	1mg	$183	2026-04-30	Buy

Product number	Packaging	Price	Buy
SML2805	1MG	$157	Buy
SML2805	5MG	$642	Buy
PHL82604	10MG	$1130	Buy
20361	500μg	$103	Buy
20361	1mg	$183	Buy

narciclasine Chemical Properties,Uses,Production

Description

The bulbs of several Narcissus species contain this alkaloid which crystallizes in the form of pale yellow needles with a pronounced yellow-green fluorescence. It is best purified by recrystallization from either acetic acid or an aqueous mixture of methoxyethyl alcohol. It is dextrorotatory with [α]₅₈₉ + 145° or [Qh64 + 983° (c 1.5, EtOH). The ultraviolet spectrum in neutral solution (EtOH) has absorption maxima at 252, 302 and 329 mil, while that in alkaline solution (0.01 N/NaOH) has the maxima at 219, 249,310 and 355 mil. The O-methyl ether forms shiny needles which also exhibit a strong blue fluorescence. The tri_x0002_acetate has been prepared as an amorphous, non-crystallizable substance. With FeC13 the alkaloid gives a violet colour.

Description

Narciclasine is a plant growth inhibitor that can be isolated from Narcissus bulbs. At 1 μM, it has been shown to induce apoptosis-mediated cytotoxicity in human cancer cells in vitro but not in normal fibroblasts. Narciclasine has been shown to regulate the Rho/Rho kinase/LIM kinase/cofilin signaling pathway by increasing GTPase RhoA activity, as well as inducing actin stress fiber formation in a RhoA-dependent manner.

Chemical Properties

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from narcissus.

Uses

Narciclasine is an antiproliferative and pro-apoptotic inducer.

Uses

Narciclasine is reasonably abundant in some Narcissus spp. and has served as a very useful intermediate for synthetic conversion into (+)-pancratistatin and to conduct a series of structure–activity relationship studies . Bicolorine, another member of the narciclasine series, is an unusual, completely aromatized quaternary alkaloid with an N-methyl group.

Definition

ChEBI: A natural product found in Narcissus pseudonarcissus.

target

Immunology & Inflammation related

storage

Store at -20°C

References

Ceriotti., Nature, 213,595 (1967)
Piozzi et al., Tetrahedron, 24, 1119 (1968)
Revised structure: Mondon, Krohn., Tetrahedron Lett., 2123 (1970)
Savona, Piozzi, Marino., Chern. Cornrnun., 1006 (1970)
Absolute configuration: Fuganti, Mazza.,J. Chern. Soc., Chern. Cornrnun., 239 (1972)
Crystal structure: Immirzi, Fuganti., J. Chern. Soc., Chern. Cornrnun., 240 (1972)
Stereochemistry: Mondon, Krohn., Tetrahedron Lett., 2085 (1972)

narciclasine Preparation Products And Raw materials

Raw materials

Preparation Products

narciclasine Suppliers

Global( 146)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3618	58
Chengdu Biopurify Phytochemicals Ltd.	+86-28-82633860; +86-18080483897	sales@biopurify.com	China	4616	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19935	58
Wuhan ChemNorm Biotech Co.,Ltd.	+86-27-8439 4403 18971486879	sales@chemnorm.com	CHINA	2934	58
Aktin Chemicals, Inc.	028-85159085	info@aktinchem.com	CHINA	1025	58
InvivoChem	+1-708-310-1919 +1-13798911105	sales@invivochem.cn	United States	6378	58
TargetMol Chemicals Inc.	+1-781-999-5354;	support@targetmol.com	United States	38999	58
HANGZHOU LEAP CHEM CO., LTD.	+86-571-87711850 +86-15355479329	market18@leapchem.com	China	43303	58
Shanghai Acmec Biochemical Technology Co., Ltd.	+86-18621343501	product@acmec-e.com	China	33301	58
Aladdin Scientific		tp@aladdinsci.com	United States	52906	58

Supplier	Advantage
Shanghai Zheyan Biotech Co., Ltd.	58
Chengdu Biopurify Phytochemicals Ltd.	58
BOC Sciences	58
Wuhan ChemNorm Biotech Co.,Ltd.	58
Aktin Chemicals, Inc.	58
InvivoChem	58
TargetMol Chemicals Inc.	58
HANGZHOU LEAP CHEM CO., LTD.	58
Shanghai Acmec Biochemical Technology Co., Ltd.	58
Aladdin Scientific	58

View Lastest Price from narciclasine manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2026-07-31	Narciclasine 29477-83-6	$97.00-638.00		98.16%	10g	TargetMol Chemicals Inc.
	2026-06-30	narciclasine 29477-83-6		1KG	98%	1000kgs	Shaanxi Dideu New Materials Co. Ltd

Narciclasine
29477-83-6
$97.00-638.00
98.16%
TargetMol Chemicals Inc.

narciclasine
29477-83-6
$0.00
98%
Shaanxi Dideu New Materials Co. Ltd

narciclasine Spectrum

narciclasine(29477-83-6)¹HNMR

29477-83-6(narciclasine)Related Search:

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Narciclasin Narciclasine, 99.9% narciclasine (13β)-1,19-Didehydro-2α,3β,4β,7-tetrahydroxy-11,12-dinor-5,19-secocrinan-6-one (2S)-3,4,4aβ,5-Tetrahydro-2α,3β,4β,7-tetrahydroxy[1,3]dioxolo[4,5-j]phenanthridin-6(2H)-one (2S,3R,4S,4aR)-3,4,4a,5-Tetrahydro-2,3,4,7-tetrahydroxy-(1,3)dioxolo(4,5-j)phenanthridin-6(2H)-one (2S-(2-alpha,3-beta,4-beta,4a-beta))-3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-(1,3)Dioxolo(4,5-j)phenanthridin-6(2H)-one 3,4,4a,5-Tetrahydro-2,3,4,7-tetrahydroxy-(1,3)dioxolo(4,5-j)phenanthridin-6(2H)-one BRN 1087400 Lycoricidin-A NSC 266535 rciclasin [1,3]Dioxolo[4,5-j]phenanthridin-6(2H)-one, 3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-, (2S,3R,4S,4aR)- Rho-associated kinase,ROCK,inhibit,Inhibitor,ROK,Narciclasine,Rho-associated protein kinase,Rho-kinase (2S,3R,4S,4aR)-2,3,4,7-Tetrahydroxy-3,4,4a,5-tetrahydro-[1,3]dioxolo[4,5-j]phenanthridin-6(2H)-one Narciclasine-RM Narciclasine, Rho/LIM kinase/cofilin signaling pathway activator Narciclasine, 10 mM in DMSO Lycorcidinol 29477-83-6