Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID016056

Phytochemical name: Brucine

Synonymous chemical names:
Brucine, brucine

External chemical identifiers:
CID:CID_442021, ChEMBL:CHEMBL501756, ChEBI:CHEBI:3193, ZINC:ZINC000001069090, FDASRS:6NG17YCK6H, SureChEMBL:SCHEMBL113229, MolPort-047-117-341

---

Chemical structure information

SMILES:
COc1cc2c(cc1OC)N1[C@@H]3[C@@]42CCN2[C@H]4C[C@@H]4[C@H]3[C@H](CC1=O)OCC=C4C2

InChI:
InChI=1S/C23H26N2O4/c1-27-16-8-14-15(9-17(16)28-2)25-20(26)10-18-21-13-7-19-23(14,22(21)25)4-5-24(19)11-12(13)3-6-29-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3/t13-,18-,19-,21-,22-,23+/m0/s1

InChIKey:
RRKTZKIUPZVBMF-IBTVXLQLSA-N

DeepSMILES:
COcccccc6OC))))N[C@@H][C@]5CCN[C@H]5C[C@@H][C@H]9[C@H]CC%13=O)))OCC=C7C%11

Functional groups:
cOC, cN(C)C(=O)C, CN(C)C, COC, CC=C(C)C

Link to spectral information:
MSBNK-LCSB-LU097106, MSBNK-LCSB-LU097105, MSBNK-LCSB-LU097104, MSBNK-LCSB-LU097102, MSBNK-LCSB-LU097101, MSBNK-LCSB-LU097103

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2OCC=C3CN4CCC56c7ccccc7N1C5C2C3CC46

Scaffold Graph/Node level:
OC1CC2OCCC3CN4CCC56C7CCCCC7N1C5C2C3CC46

Scaffold Graph level:
CC1CC2CCCC3CC4CCC56C4CC3C2C5C1C1CCCCC16

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Strychnos alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Aspidosperma-Iboga hybrid type (Vinca alkaloids), Strychnos type

NP-Likeness score: 2.775

---

Chemical structure download