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Rhynchophylline

Name: Rhynchophylline
Brand: SIGMA

From Uncaria rhynchophylla, ≥95% (HPLC), NMDA receptor antagonist, powder

Synonym(s):

(αE,1′R,6′R,7′S,8′aS)-6′-Ethyl-1,2,2′,3′,6′,7′,8′,8′a-octahydro-α-(methoxymethylene)-2-oxo- Spiro[3H-indole-3,1′(5′H)-indolizine]-7′-acetic acid methyl ester, (7β,16E,20α)-16,17-Didehydro-17-methoxy-2-oxo-corynoxan-16-carboxylic acid methyl ester, Mitrinermin, NSC 21731, Rhynchophyllin, Rhyncophylline, Mitrinermine

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₈N₂O₄

CAS Number:

76-66-4

Molecular Weight:

384.47

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00221748

Assay:

≥95% (HPLC)

Form:

powder

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Properties

Product Name

Rhynchophylline, ≥95% (HPLC)

biological source

Uncaria rhynchophylla

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

shipped in

wet ice

storage temp.

−20°C

SMILES string

N21[C@H]([C@@]3(CC2)c4c(cccc4)NC3=O)C[C@@H]([C@H](C1)CC)\C(=C/OC)\C(=O)OC

InChI

1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22+/m0/s1

InChI key

DAXYUDFNWXHGBE-KAXDATADSA-N

Description

Biochem/physiol Actions

Rhynchophylline is a spirocyclic alkaloid isolated from Uncaria species that exibits numerous pharmacological activities including hypotensive, neuroprotective, anticonvulsive, antiepileptic, antiarrhythmic, anticoagulant, antispasmodic, and sedative. Rhynchophylline modulates voltage-gated K+ (Kv) channel slow inactivation in mouse neuroblastoma N2A cells. Also it acts as noncompetitive antagonists of NMDA receptor channels in Xenopus oocytes.

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This Item	PHL80526	X6250	C6144
Sigma-Aldrich SML2345 Rhynchophylline	PHL80526 Rhynchophylline	Sigma-Aldrich X6250 Xanthophyll	Sigma-Aldrich C6144 Chlorophyll a
description ≥95% (HPLC)	description phyproof^® Reference Substance	description from marigold	description from Anacystis nidulans algae
form powder	form -	form powder	form powder
assay ≥95% (HPLC)	assay ≥90.0% (HPLC)	assay -	assay -
storage temp. −20°C	storage temp. −20°C	storage temp. −70°C	storage temp. −20°C
solubility DMSO: 2 mg/mL, clear (warmed)	solubility -	solubility -	solubility diethyl ether: 0.1 mg/10 mL
shipped in wet ice	shipped in -	shipped in dry ice	shipped in -
color white to beige	color -	color orange to brown	color blue to very dark blue

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Pictograms

GHS06

Signal Word

Danger

Hazard Codes

H300

Precautionary Statements

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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