Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

Safety Information

SMB00339

Sigma-Aldrich

(-)-Tetrahydropalmatine

≥98% (HPLC)

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C21H25NO4
CAS Number:
483-14-7
Molecular Weight:
355.43
MDL number:
MFCD03265591
UNSPSC Code:
12352205
PubChem Substance ID:
329824961
NACRES:
NA.25

Assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

COC1=CC=C2C(CN(CCC3=C4C=C(OC)C(OC)=C3)[C@@]4([H])C2)=C1OC

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-/m0/s1

InChI key

AEQDJSLRWYMAQI-KRWDZBQOSA-N

General description

Tetrahydropalmatine is an tetrahydroprotoberberine isoquinoline alkaloid found primarily in the Corydalis genus.

Biochem/physiol Actions

Tetrahydropalmatine is a potent muscle relaxant and has shown analgesic effects. Tetrahydropalmatine is known to help in the recovery of cocaine addiction, as it is an antagonist of dopamine (DA) D1 and D2 receptor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SMB00339-BULK:
SMB00339-10MG:
SMB00339-50MG:
SMB00339-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

Triethylamine BioUltra, ≥99.5% (GC)

Sigma-Aldrich

90335

Triethylamine

Water suitable for HPLC

Sigma-Aldrich

270733

Water

Methanol suitable for HPLC, ≥99.9%

Sigma-Aldrich

34860

Methanol

Levo-tetrahydropalmatine attenuates cocaine self-administration and cocaine-induced reinstatement in rats
Mantsch JR, et al.
Psychopharmacology, 192(4) (2007)
Levo-tetrahydropalmatine inhibits cocaine's rewarding effects: experiments with self-administration and brain-stimulation reward in rats
Xi ZX, et al.
Neuropharmacology, 53(6) (2007)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service