Molecule

salutaridine

AlkaPlorer ID: AK008348

Synonym: '(-)-Salutaridine', 'Salutaridine', '(-)-Sinoacutine', '(+)-Salutaridine', 'Sinoacutine', '5,6,8,14-Tetradehydro-4-hydroxy-3,6-dimethoxy-17-methyl-morphinan-7-one'

IUPAC Name: (1R,9S)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10,13-pentaen-12-one

Structure

SMILES: COC1=C[C@@]23CCN(C)[C@@H](CC4=C2C(O)=C(OC)C=C4)C3=CC1=O

InChI: InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3/t13-,19+/m0/s1

InChIKey: GVTRUVGBZQJVTF-ORAYPTAESA-N

Reference

Cytotoxic and Antimalarial Alkaloids from the Tubers of Stephania pierrei

PubChem CID: 821366

CAS: 4090-18-0

LOTUS: LTS0176919

SuperNatural Ⅲ: SN0116645-01

NPASS: NPC3375

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Pachypodium lealii	Pachypodium	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stephania pierrei	Stephania	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Phalaenopsis equestris	Phalaenopsis	Orchidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Porphyridium purpureum	Porphyridium	Porphyridiaceae	Porphyridiales	Bangiophyceae	Rhodophyta	None	Eukaryota
Cassytha filiformis	Cassytha	Lauraceae	Laurales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sideritis discolor	Sideritis	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Schisandra nigra	Schisandra	Schisandraceae	Austrobaileyales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Brickellia diffusa	Brickellia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 327.38000000000005

TPSA？: 59.00000000000001

MolLogP？: 1.9382

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	HepG2	IC50	10.2	ug.mL-1	10.1021/np010036k
Homo sapiens	Thrombin	Activity	nan	None	10.1021/np010036k
Plasmodium falciparum	Plasmodium falciparum	ED50	10000.0	ng/ml	10.1021/np50099a005
Rattus norvegicus	Aorta	IC50	32800.0	nM	10.1021/np070564h
None	NON-PROTEIN TARGET	IC50	10.4	ug.mL-1	10.1021/np010036k

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT011191	COC1=C[C@@]23CCN(C)[C@@H](Cc4ccc(OC)c(O)c42)C3=C[C@@H]1O>>COC1=C[C@@]23CCN(C)[C@@H](Cc4ccc(OC)c(O)c42)C3=CC1=O	enzymemap_3410