Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID004449

Phytochemical name: Harmaline

Synonymous chemical names:
harmaline, harmidine, Harmaline, Harmidine

External chemical identifiers:
CID:CID_3564, ChEMBL:CHEMBL340807, ChEBI:CHEBI:28172, ZINC:ZINC000100014157, FDASRS:CN58I4TOET, SureChEMBL:SCHEMBL199260

---

Chemical structure information

SMILES:
COc1ccc2c(c1)[nH]c1c2CCN=C1C

InChI:
InChI=1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3

InChIKey:
RERZNCLIYCABFS-UHFFFAOYSA-N

DeepSMILES:
COcccccc6)[nH]cc5CCN=C6C

Functional groups:
c[nH]c, cOC, cC(C)=NC

Link to spectral information:
MSBNK-Washington_State_Univ-BML00065, MSBNK-RIKEN_ReSpect-PS012502, MSBNK-RIKEN_ReSpect-PS012501, MSBNK-RIKEN_ReSpect-PS012503, MSBNK-RIKEN_ReSpect-PS012504, MSBNK-Washington_State_Univ-BML00072, MSBNK-Washington_State_Univ-BML81352, MSBNK-Washington_State_Univ-BML00090, MSBNK-Washington_State_Univ-BML00094, MSBNK-Washington_State_Univ-BML81350, MSBNK-Washington_State_Univ-BML81351, MSBNK-Washington_State_Univ-BML81353, MSBNK-RIKEN-PR100517, MSBNK-Washington_State_Univ-BML00086, MSBNK-RIKEN-PR100070, MSBNK-Washington_State_Univ-BML00079, MSBNK-Keio_Univ-KO008997, MSBNK-RIKEN-PR100069, MSBNK-Keio_Univ-KO001019, MSBNK-Keio_Univ-KO001020, MSBNK-Keio_Univ-KO001021, MSBNK-Keio_Univ-KO001022, MSBNK-Keio_Univ-KO003098, MSBNK-Keio_Univ-KO003099, MSBNK-Keio_Univ-KO001018, MSBNK-Keio_Univ-KO003100, MSBNK-Keio_Univ-KO003101, MSBNK-Keio_Univ-KO003102, MSBNK-Keio_Univ-KO008994, MSBNK-Keio_Univ-KO008995, MSBNK-Keio_Univ-KO008996

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=NCCc2c1[nH]c1ccccc21

Scaffold Graph/Node level:
C1CCC2C(C1)NC1CNCCC12

Scaffold Graph level:
C1CCC2C(C1)CC1CCCCC12

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Harmala alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Carboline alkaloids

NP-Likeness score: 0.723

---

Chemical structure download