Dihydrosanguinarine; 12-Methoxy

AlkaPlorer ID: AK006940

Synonym: Dihydrochelirubine, Dihydrobocconine

IUPAC Name: 15-methoxy-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(13),2,4(8),9,11,14,16,21-octaene

Structure

SMILES: COC1=CC2=C(OCO2)C2=C1C1=CC=C3C=C4OCOC4=CC3=C1N(C)C2

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InChI: InChI=1S/C21H17NO5/c1-22-8-14-19(17(23-2)7-18-21(14)27-10-26-18)12-4-3-11-5-15-16(25-9-24-15)6-13(11)20(12)22/h3-7H,8-10H2,1-2H3

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InChIKey: JPXUJRDPZQUCNV-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 363.36900000000014

TPSA: 49.39000000000001

MolLogP: 3.9226000000000014

Number of H-Donors: 0

Number of H-Acceptors: 6

RingCount: 6

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus subtilis Bacillus subtilis Activity None None 10.1021/np50074a026
Escherichia coli Escherichia coli Activity None None 10.1021/np50074a026
Micrococcus luteus Micrococcus luteus Activity None None 10.1021/np50074a026
Penicillium oxalicum Penicillium oxalicum Activity None None 10.1021/np50074a026

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT010587 CN1Cc2c3c(cc(O)c2-c2ccc4cc5c(cc4c21)OCO5)OCO3.C[SAH]>>COc1cc2c(c3c1-c1ccc4cc5c(cc4c1N(C)C3)OCO5)OCO2 2.1.1.119-RXN
AKRT011628 COc1cc2c(c3c1-c1ccc4cc5c(cc4c1N(C)C3)OCO5)OCO2>>COc1cc2c(c3c1-c1cc(O)c4cc5c(cc4c1N(C)C3)OCO5)OCO2 1.14.13.57-RXN
AKRT011629 COc1cc2c(c3c1-c1ccc4cc5c(cc4c1N(C)C3)OCO5)OCO2>>COc1cc2c(c3c[n+](C)c4c5cc6c(cc5ccc4c13)OCO6)OCO2 RXN-9275
AKRT011630 COc1cc2c(c3c[n+](C)c4c5cc6c(cc5ccc4c13)OCO6)OCO2>>COc1cc2c(c3c1-c1ccc4cc5c(cc4c1N(C)C3)OCO5)OCO2 RXN-15514