(-)-Sinactine

AlkaPlorer ID: AK007853

Synonym: '', 'Tetrahydroepiberberine', 'Sinactine', '(+)-Sinactine', '(-)-sinactine'

IUPAC Name: (13S)-16,17-dimethoxy-5,7-dioxa-1-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaene

Structure

SMILES: COC1=CC2=C(C=C1OC)[C@@H]1CC3=C(CN1CC2)C1=C(C=C3)OCO1

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InChI: InChI=1S/C20H21NO4/c1-22-18-8-13-5-6-21-10-15-12(3-4-17-20(15)25-11-24-17)7-16(21)14(13)9-19(18)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3/t16-/m0/s1

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InChIKey: UWEHVAXMSWXKRW-INIZCTEOSA-N

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Reference

Alkaloids of fumaria officinalis

PubChem CID: 8016594

LOTUS: LTS0242551

SuperNatural Ⅲ: SN0381730-02

NPASS: NPC52423

Properties Information

Molecule Weight: 339.391

TPSA: 40.16

MolLogP: 3.088000000000002

Number of H-Donors: 0

Number of H-Acceptors: 5

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT011689 COc1cc2c(cc1OC)[C@@H]1Cc3ccc(OC)c(O)c3CN1CC2>>COc1cc2c(cc1OC)[C@@H]1Cc3ccc4c(c3CN1CC2)OCO4 RXN-20167
AKRT011692 COc1cc2c(cc1OC)[C@@H]1Cc3ccc4c(c3CN1CC2)OCO4>>COc1cc2c(cc1OC)-c1cc3ccc4c(c3c[n+]1CC2)OCO4 RXN-20168