Stepholidine

(−)-Stepholidine is a protoberberine alkaloid found in the plant Stephania intermedia.

(−)-Stepholidine

Names
IUPAC name 3,9-Dimethoxyberbine-2,10-diol
Systematic IUPAC name (13aS)-3,9-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline-2,10-diol
Other names l-Stepholidine
Identifiers
CAS Number	16562-13-3 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL487387 N
ChemSpider	5293188 N
MeSH	Stepholidine
PubChem CID	6917970
UNII	0UPX3E69W8 Y
CompTox Dashboard (EPA)	DTXSID70937112
InChI InChI=1S/C19H21NO4/c1-23-18-8-12-5-6-20-10-14-11(3-4-16(21)19(14)24-2)7-15(20)13(12)9-17(18)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m0/s1 N Key: JKPISQIIWUONPB-HNNXBMFYSA-N N InChI=1/C19H21NO4/c1-23-18-8-12-5-6-20-10-14-11(3-4-16(21)19(14)24-2)7-15(20)13(12)9-17(18)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m0/s1 Key: JKPISQIIWUONPB-HNNXBMFYBD
SMILES COC1=C(C=C2[C@@H]3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)O
Properties
Chemical formula	C19H21NO4
Molar mass	327.374 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Stepholidine activity includes dual D₂ receptor antagonist and D₁ receptor agonist, and has shown antipsychotic activity in animal studies.^[1][2][3][4]

See also

• Apomorphine
• Bulbocapnine
• Glaucine
• Nuciferine
• Pukateine
• Tetrahydropalmatine