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D-Tetrahydropalmatine

CAT: 0804-HY-N2003-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N2003-01Size:5 mg
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Description
D-Tetrahydropalmatine is an isoquinoline alkaloid, mainly in the genus Corydalis[1]. D-Tetrahydropalmatine is a dopamine (DA) receptor antagonist with preferential affinity toward the D1 receptors[2]. D-Tetrahydropalmatine is a potent organic cation transporter 1 (OCT1) inhibitor[3].
CAS Number
3520-14-7
UNSPSC
12352005
Hazard Statement
H315, H319, H335
Target
Dopamine Receptor
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease
Purity
99.84
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
COC1=CC=C2C(CN3CCC4=CC(OC)=C(OC)C=C4[C@@]3([H])C2)=C1OC
Molecular Formula
C21H25NO4
Molecular Weight
355.43
Precautions
H315, H319, H335
References & Citations
[1]Ma ZJ, et al. [Effects of different types and standard of processing vinegaron inherent constituents in rhizoma of Corydalis yanhusuo]. Zhongguo Zhong Yao Za Zhi. 2006 Mar;31 (6) :465-7.|[2]Xu SX, et al. Effects of tetrahydroprotoberberines on dopamine receptor subtypes in brain. Zhongguo Yao Li Xue Bao. 1989 Mar;10 (2) :104-10.|[3]Tu M, et al. Organic cation transporter 1 mediates the uptake of monocrotaline and plays an important rolein its hepatotoxicity. Toxicology. 2013 Sep 15;311 (3) :225-30.
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
D1 Receptor

Chemical Information

Tetrahydropalmatine, (+)-

D-Tetrahydropalmatine is an alkaloid.

CAS Number3520-14-7
PubChem CID969488
IUPAC Name(13aR)-2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline
Molecular FormulaC21H25NO4
Molecular Weight355.4
XLogP3.2
Topological Polar Surface Area40.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Heavy Atom Count26
Formal Charge0
Complexity475
SMILES
COC1=C(C2=C(C[C@@H]3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)OC
InChI
InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m1/s1
InChIKey
AEQDJSLRWYMAQI-QGZVFWFLSA-N
Chemical Structure
2D Structure
2D structure of Tetrahydropalmatine, (+)-
CAS: 3520-14-7
CID: 969488
Formula: C21H25NO4
MW: 355.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight355.4
XLogP33.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass355.17835828
Monoisotopic Mass355.17835828
Topological Polar Surface Area40.2 Ų
Heavy Atom Count26
Formal Charge0
Complexity475
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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