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Corydaline

CAT: 0804-HY-N0923-03Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0923-03Size:10 mg
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Description
Corydaline ((+) -Corydaline), an isoquinoline alkaloid isolated from Corydalis yanhusuo, is an AChE inhibitor with an IC50 of 226 μM. Corydaline is a μ-opioid receptor (Ki of 1.23 μM) agonist and inhibits enterovirus 71 (EV71) replication (IC50 of 25.23 μM) . Corydaline has anti-angiogenic, anti-allergic and gastric-emptying and antinociceptive activities[1][2][3].
CAS Number
518-69-4
Product Name Alternative
(+) -Corydaline; Corydalin
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Cholinesterase (ChE) ; Enterovirus; Opioid Receptor
Type
Natural Products
Related Pathways
Anti-infection; GPCR/G Protein; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Corydaline.html
Concentration
10mM
Purity
99.70
Solubility
DMSO : 50 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
C[C@@H](C1=CC=C2OC)[C@]3([H])C4=CC(OC)=C(OC)C=C4CCN3CC1=C2OC
Molecular Formula
C22H27NO4
Molecular Weight
369.45
Precautions
H302, H315, H319, H335
References & Citations
[1]Hai-Tao Xiao, et al. Acetylcholinesterase inhibitors from Corydalis yanhusuo. Nat Prod Res. 2011 Sep;25 (15) :1418-22.|[2]Hui-Qiang Wang, et al. Corydaline inhibits enterovirus 71 replication by regulating COX-2 expression. J Asian Nat Prod Res. 2017 Nov;19 (11) :1124-1133.|[3]Teresa Kaserer, et al. Identification and characterization of plant-derived alkaloids, corydine and corydaline, as novel mu opioid receptor agonists. Sci Rep. 2020 Aug 14;10 (1) :13804.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
AChE; μ Opioid Receptor/MOR

Chemical Information

(+)-Corydaline

Corydaline is an isoquinoline alkaloid and a member of isoquinolines.

CAS Number518-69-4
PubChem CID101301
IUPAC Name(13S,13aR)-2,3,9,10-tetramethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline
Molecular FormulaC22H27NO4
Molecular Weight369.5
XLogP3.6
Topological Polar Surface Area40.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Heavy Atom Count27
Formal Charge0
Complexity503
SMILES
C[C@@H]1[C@@H]2C3=CC(=C(C=C3CCN2CC4=C1C=CC(=C4OC)OC)OC)OC
InChI
InChI=1S/C22H27NO4/c1-13-15-6-7-18(24-2)22(27-5)17(15)12-23-9-8-14-10-19(25-3)20(26-4)11-16(14)21(13)23/h6-7,10-11,13,21H,8-9,12H2,1-5H3/t13-,21+/m0/s1
InChIKey
VRSRXLJTYQVOHC-YEJXKQKISA-N
Chemical Structure
2D Structure
2D structure of (+)-Corydaline
CAS: 518-69-4
CID: 101301
Formula: C22H27NO4
MW: 369.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight369.5
XLogP33.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass369.19400834
Monoisotopic Mass369.19400834
Topological Polar Surface Area40.2 Ų
Heavy Atom Count27
Formal Charge0
Complexity503
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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