Summary

IMPPAT Phytochemical identifier: IMPHY015070

Phytochemical name: (5S,8'R)-8'-hydroxy-6-methylspiro[7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-5,7'-8H-cyclopenta[g][1,3]benzodioxole]-6'-one

Synonymous chemical names:
sibiricine

External chemical identifiers:
CID:15070257

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Chemical structure information

SMILES:
CN1CCc2c([C@@]31C(=O)c1c([C@H]3O)c3OCOc3cc1)cc1c(c2)OCO1

InChI:
InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(26-8-25-14)7-12(10)20(21)18(22)11-2-3-13-17(27-9-24-13)16(11)19(20)23/h2-3,6-7,19,23H,4-5,8-9H2,1H3/t19-,20-/m1/s1

InChIKey:
BQZZTMXCHPNTCL-WOJBJXKFSA-N

DeepSMILES:
CNCCcc[C@]6C=O)cc[C@H]5O))cOCOc5cc9)))))))))))cccc6)OCO5

Functional groups:
CN(C)C, CO, c1cOCO1, cC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1c2ccc3c(c2CC12NCCc1cc4c(cc12)OCO4)OCO3

Scaffold Graph/Node level:
OC1C2CCC3OCOC3C2CC12NCCC1CC3OCOC3CC12

Scaffold Graph level:
CC1C2CCC3CCCC3C2CC12CCCC1CC3CCCC3CC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Benzenoids

ClassyFire Class: Indanes

ClassyFire Subclass: Indanones

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tyrosine alkaloids

NP Classifier Class: Isoquinoline alkaloids

NP-Likeness score: 1.547

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Chemical structure download