Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID002928

Phytochemical name: l-Stepholidine

Synonymous chemical names:
stepholidine [(-)2,10-dihydroxy-3,9-dimethoxytetrahydroprotoberberine], (-)stepholidine, Stepholidine, stepholidine, (-)-stepholidine

External chemical identifiers:
CID:CID_6917970, ChEMBL:CHEMBL487387, ZINC:ZINC000022066528, FDASRS:0UPX3E69W8, SureChEMBL:SCHEMBL10001966, MolPort-020-005-719

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Chemical structure information

SMILES:
COc1cc2CCN3[C@H](c2cc1O)Cc1c(C3)c(OC)c(cc1)O

InChI:
InChI=1S/C19H21NO4/c1-23-18-8-12-5-6-20-10-14-11(3-4-16(21)19(14)24-2)7-15(20)13(12)9-17(18)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m0/s1

InChIKey:
JKPISQIIWUONPB-HNNXBMFYSA-N

DeepSMILES:
COcccCCN[C@H]c6cc%10O))))CccC6)cOC))ccc6))O

Functional groups:
cOC, CN(C)C, cO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc2c(c1)CC1c3ccccc3CCN1C2

Scaffold Graph/Node level:
C1CCC2CN3CCC4CCCCC4C3CC2C1

Scaffold Graph level:
C1CCC2CC3C(CCC4CCCCC43)CC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Protoberberine alkaloids and derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tyrosine alkaloids

NP Classifier Class: Isoquinoline alkaloids, Protoberberine alkaloids

NP-Likeness score: 1.433

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Chemical structure download