Rotundine

Inquiry

For Research Use Only.

Category

Alkaloids

Cat.No.

NP0473

CAS

483-14-7

Product Name

Rotundine

Structure

Product Details

Description

Rotundine (L-tetrahydropalmatine, L-THP) is an alkaloid found in several different plant species. It is a selective dopamine D1 receptor antagonist with IC50 of 166 nM.

Synonyms

(13aS)-5,8,13,13a-Tetrahydro-2,3,9,10-tetramethoxy-6H-dibenzo[a,g]quinolizine; O,O-Dimethyl-N-demethyl-cyclanoline; Gindarine; (-)-2,3,9,10-Tetramethoxyberbine; (-)-Corydalis B; (-)-S-Tetrahydropalmatine; (-)-Tetrahydropalmatine; (S)-Tetrahydropalmatine; Caseanine; Hyndarine; N-Demethyl-O,O'-dimethylcyclanoline; N-Demethyl-O,O'-dimethylsteponine

IUPAC Name

(13aS)-2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline

Molecular Weight

355.43

Molecular Formula

C21H25NO4

Canonical SMILES

COC1=C(C2=C(CC3C4=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-/m0/s1

InChIKey

AEQDJSLRWYMAQI-KRWDZBQOSA-N

Boiling Point

482.9±45.0°C (Predicted)

Melting Point

141-143°C

Purity

>98%

Density

1.23±0.1 g/cm3(Predicted)

Appearance

White to Off-White Solid

Application

Antihypertensive Agents

Storage

Sealed in dry,2-8°C

Color

Orange

Definition

ChEBI: A berberine alkaloid obtained by formal addition of two molecules of hydrogen to the pyridine ring of palmatine.

Form

Powder

pKa

6.53±0.20(Predicted)

RTECS

HQ1792500

Uses

Rotundine is an analgesic drug found in Chinese herbal medicine, used to treat heart disease and liver damage.

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