UCSF

ZINC12496083

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
May 16th, 2008 16 Yes

Popular Name: HARMALINE HARMALINE

Find On: PubMed — Wikipedia — Google

CAS Numbers: 304-21-2 , 363-11-1 , 6027-98-1 , 794448-68-3 , [304-21-2] , [6027-98-1]

Other Names:

1-Methyl-7-methoxy-3, 4-dihydro-beta -carboline;1-Methyl-7-methoxy-3,4-dihydro- beta-carboline;1-Methyl-7-methoxy-3,4-dihydro-beta -carboline;1-Methyl-7-methoxy-3,4-dihydro-beta-carboline;3, 4-Dihydroharmine;3,4-Dihydro-7-methoxy-1-methyl-9-pyrid(3,4-b)in

1-Methyl-7-methoxy-3,4-dihydro-beta-carboline; 3,4-Dihydro-7-methoxy-1-methyl-9-pyrid(3,4-b)indole; 3,4-Dihydro-7-methoxy-1-methyl-9-pyrido(3,4-b)indole; 3,4-Dihydroharmine; 3H-Pyrido(3,4-b)indole, 4,9-dihydro-7-methoxy-1-methyl-; 4,9-Dihydro-7-methoxy-1-

2H-Pyrido[3,4-b]indole, 3,4-dihydro-7-methoxy-1-methyl- (9CI)

3,4-Dihydro-7-methoxy-1-methyl-9H-pyrido[3,4-b]-indo

3,4-Dihydro-7-methoxy-1-methyl-9H-pyrido[3,4-b]-indole

3,4-Dihydro-7-methoxy-1-methyl-beta-carboline

3,4-Dihydro-7-methoxy-1-methyl-beta-carboline hydrochloride

3,4-Dihydroharmine; 7-methoxy-1-methyl-4,9-dihydro-3H-beta-carboline; Armalin; Dihydroharmine; Harmalol methyl ether; Harmidine; O-Methylharmalol; harmalin

304-21-2; C06536; Harmaline

3H-Pyrido(3,4-b)indole, 4,9-dihydro-7-methoxy-1-methyl-, monohydrochloride; 7-Methoxy-1-methyl-3H-pyrido(3,4-b)indole monohydrochloride; EINECS 206-655-0; Harmaline hydrochloride; Harmidine hydrochloride; LS-133492; NSC 91546

6027-98-1; Harmaline hydrochloride dihydrate; Prestwick_251

7-Methoxy-1-methyl-4,9-dihydro-3H-beta-carboline

BRD-K91317041-001-03-8

BRD-K91317041-310-03-3

CCRIS 7891; Harmaline hydrochloride; Harmaline hydrochloride dihydrate; Harmaline, hydrochloride, dihydrate; LS-74061

CHEBI:5621; CHEBI:24475

CPD-9939; harmaline

Dihydroharmine

Harmaline [304-21-2]; (3,4-Dihydroharmin)

harmaline hydrochloride

HARMALINE HYDROCHLORIDE DIHYDRATE

Harmaline hydrochloride dihydrate [6027-98-1]

HARMALINE HYDROCHLORIDE DIHYDRATE; [6027-98-1]

HARMALINE; [304-21-2]

Harmalol methyl ether

Harmalol methyl ether hydrochloride

Harmidine

LS-190697

MFCD00004955

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 2.68 3.61 -6.89 1 3 0 37 214.268 1 ↓
Lo Low (pH 4.5-6) 2.51 4.94 -100.78 3 3 2 40 216.284 1 ↓

Vendor Notes

Note Type Comments Provided By
biological_source Alkaloid from Peganum harmala, Passiflora incarnata, Banisteria caapi and some Banisteriopsis spp. (Zygophyllaceae, Passifloraceae, Malphigiaceae) ZereneX Building Blocks
M.P 232-234 °C Indofine Natural Products
M.P 232-240 °C Indofine Natural Products
M.P 234-236 C Indofine Natural Products
M.P 239-241 C (varies with rate of heating) Indofine Natural Products
MP 251 TCI
mechanism CNS stimulant IBScreen Bioactives
Therapy CNS stimulant, antiparkinsonian agent SMDC MicroSource
mechanism CNS stimulant IBScreen Bioactives
biological_use Component of a S. American hallucinogenic drink IBScreen Bioactives
PUBCHEM_PATENT_ID EP0112606A1; EP0177356A2; EP0177356B1; EP0355575A2; EP0355575B1; EP0446699A1; EP0446699B1; EP0573498B1; EP0574579A1; EP0781281A1; EP0859610A1; US4176230; US4195179; US4529603; US4647587; US4833268; US4897426; US5169868; US5196164; US5256533; US5298220; US IBM Patent Data
SOLUBILITY From Peganum harmala seeds Indofine Natural Products
mechanism MAO inhibitor IBScreen Bioactives
SOLUBILITY MAO inhibitor, hallucinogen,; tremorigenic Indofine Natural Products
UniProt Database Links NLTP_PEGHA ChEBI
biological_use Possesses antiparkinsonian props. IBScreen Bioactives ZereneX Building Blocks IBScreen Bioactives

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
AOFA-2-E Monoamine Oxidase A (cluster #2 Of 8), Eukaryotic Eukaryotes 12 0.69 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
AOFA_RAT P21396 Monoamine Oxidase A, Rat 12 0.69 Binding ≤ 1μM
AOFA_RAT P21396 Monoamine Oxidase A, Rat 12 0.69 Binding ≤ 10μM

Analogs ( Draw Identity 99% 90% 80% 70% )

No pre-computed analogs available. Try a structural similarity search.