(S)-cheilanthifoline

AlkaPlorer ID: AK005896

Synonym: '(6aS)-6,6a,11,14-Tetrahydro-8-methoxy-12H-benzoa-1,3-benzodioxolo4,5-gquinolizim-9-ol', '(6aS)-6,6a,11,14-tetrahydro-8-methoxy-12H-benzoa-1,3-benzodioxolo4,5-gquinolizim-9-ol', '(S)-cheilanthifoline', '(S)-Cheilanthifoline'

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

Structure

SMILES: COC1=CC2=C(C=C1O)[C@@H]1CC3=C(CN1CC2)C1=C(C=C3)OCO1

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InChI: InChI=1S/C19H19NO4/c1-22-18-7-12-4-5-20-9-14-11(2-3-17-19(14)24-10-23-17)6-15(20)13(12)8-16(18)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3/t15-/m0/s1

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InChIKey: FVXCQULKSPVRPK-HNNXBMFYSA-N

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Source

Properties Information

Molecule Weight: 325.36400000000003

TPSA: 51.16000000000001

MolLogP: 2.785000000000001

Number of H-Donors: 1

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
AKRT011660 COc1cc2c(cc1O)[C@@H]1Cc3ccc(OC)c(O)c3CN1CC2>>COc1cc2c(cc1O)[C@@H]1Cc3ccc4c(c3CN1CC2)OCO4 1.14.21.2-RXN
AKRT011667 COc1cc2c(cc1O)[C@@H]1Cc3ccc4c(c3CN1CC2)OCO4>>COc1cc2c(cc1O)-c1cc3ccc4c(c3c[n+]1CC2)OCO4 RXN-20169
AKRT011668 COc1cc2c(cc1O)[C@@H]1Cc3ccc4c(c3CN1CC2)OCO4>>c1cc2c(c3c1C[C@H]1c4cc5c(cc4CCN1C3)OCO5)OCO2 1.1.3.32-RXN