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76-66-4

76-66-4 Structure

76-66-4 Structure
IdentificationBack Directory
[Name]

Rhynchophylline
[CAS]

76-66-4
[Synonyms]

NSC-21731
mitrinermin
MITRINERMINE
UNCARINE D(P)
rhyncophylline
rhynchophyllin
RHYNCHOPHYLLINE
RHYNCHOLPHYLLINE
16e,20-alpha)-(7-bet
(7R,16E,20R)-16,17-Didehydro-17-methoxy-2-oxocorynoxan-16-carboxylic acid methyl ester
Methyl (E)-2-[(6'R,7'S)-6'-ethyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate
Spiro[3H-indole-3,1'(5'H)-indolizine]-7'-acetic acid,6'-ethyl-1,2,2',3',6',7',8',8'a-octahydro-α-(methoxymethylene)-2-oxo-,methyl ester, (αE,1'R,6'R,7'S,8'aS)-
[Molecular Formula]

C22H28N2O4
[MDL Number]

MFCD00221748
[MOL File]

76-66-4.mol
[Molecular Weight]

384.47
Chemical PropertiesBack Directory
[Melting point ]

216°; mp 197-199° (Ban et al., loc. cit.)
[alpha ]

D13 -14.7° (c = 2.5 in chloroform)
[Boiling point ]

560.8±50.0 °C(Predicted)
[density ]

1.23
[storage temp. ]

Sealed in dry,Store in freezer, under -20°C
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

6.4(at 25℃)
[color ]

White to Off-White
[λmax]

247nm(lit.)
[Merck ]

14,8197
[Stability:]

Hygroscopic
[InChIKey]

DAXYUDFNWXHGBE-QCJVZUPCSA-N
[LogP]

3.311 (est)
[CAS DataBase Reference]

76-66-4
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H300
[Precautionary statements ]

P264-P270-P301+P310-P321-P330-P405-P501
[RTECS ]

GN1600000
[HS Code ]

29399990
Hazard InformationBack Directory
[Chemical Properties]

Soluble in chloroform, acetone, ethanol, benzene, slightly soluble in ether and ethyl acetate, almost insoluble in petroleum ether. Derived from the hooked branches of Uncaria rhynchopylla (Miq.) Jacks.
[Uses]

Rhynchophylline is a novel erythropoietin-producing hepatocellular A4 (EphA4) inhibitor.
[Definition]

ChEBI: A natural product found in Uncaria macrophylla.
[in vivo]

Rhynchophylline (10 and 30 mg/kg, i.p., once daily for 4 days) protects rats from pMCAO surgery induced ischemic brain damage[2].
Rhynchophylline (100 μM, 2 μL, injected bilaterally in the hippocamp) shows neuroprotective effects against Aβ1-42-induced neurotoxicity in rats[5].
Rhynchophylline (50 mg/kg, p.o., daily, 3-4 weeks) inhibits EphA4 activation in the hippocampus of APP/PS1 mice[6].

Animal Model:Aβ1-42(1.6 μM, 2 μL) treated rats[5]
Dosage:100 μM, 2 μL
Administration:injected bilaterally in the hippocamp
Result:Rescued the soluble Aβ1-42-induced spatial learning and memory deficits.
Inhibited Aβ1-42-induced excessive activation of extrasynaptic NMDARs.
[storage]

Store at 2-8°C, protect from light
[References]

See Rhyncophylline
Spectrum DetailBack Directory
[Spectrum Detail]

Rhynchophylline(76-66-4)MS
Rhynchophylline(76-66-4)1HNMR
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