Quebrachamine

Details

• Internal ID: 52e96980-08dc-40b5-9bf8-e37e1543163b
• Taxonomy: Alkaloids and derivatives > Quebrachamine alkaloids
• IUPAC Name: (15R)-15-ethyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene
• SMILES (Canonical): CCC12CCCN(C1)CCC3=C(CC2)NC4=CC=CC=C34
• SMILES (Isomeric): CC[C@]12CCCN(C1)CCC3=C(CC2)NC4=CC=CC=C34
• InChI: InChI=1S/C19H26N2/c1-2-19-10-5-12-21(14-19)13-9-16-15-6-3-4-7-17(15)20-18(16)8-11-19/h3-4,6-7,20H,2,5,8-14H2,1H3/t19-/m1/s1
• InChI Key: FDNDLNFGITWTOZ-LJQANCHMSA-N
• Popularity: 80 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆N₂
• Molecular Weight: 282.40 g/mol
• Exact Mass: 282.209598838 g/mol
• Topological Polar Surface Area (TPSA): 19.00 Ų
• XlogP: 4.30

Synonyms

• (-)-Quebrachamine
• Quebrachamin
• 4850-21-9
• CHEBI:110
• 7M37I29KEU
• C09235
• kamassin
• Kamassine
• (15R)-15-ethyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene
• AC1L3P9D
• AC1Q1IW9
• (+)-Quebrachamine
• Quebrachamine (Kassamine)
• QUEBRACHAMINE [MI]
• UNII-7M37I29KEU
• QUEBRACHAMINE, (+)-
• 5.ALPHA.-QUEBRACHAMINE
• CHEMBL552709
• SCHEMBL3412706
• DTXSID50878438
• FDNDLNFGITWTOZ-LJQANCHMSA-N
• EINECS 225-440-2
• Q27105240
• 2H-3,7-Methanoazacycloundecino[5,4-b]indole, 7-ethyl-1,4,5,6,7,8,9
• 2H-3,7-METHANOAZACYCLOUNDECINO(5,4-B)INDOLE, 7-ETHYL-1,4,5,6,7,8,9,10-OCTAHYDRO-, (7S)-
• 2H-3,7-Methanoazacycloundecino[5,4-b]indole, 7-ethyl-1,4,5,6,7,8,9,10-octahydro-, (-)-
• 2H-3,7-Methanoazacycloundecino[5,4-b]indole, 7-ethyl-1,4,5,6,7,8,9,10-octahydro-, (R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.59%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.95%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.94%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.55%	88.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	87.86%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.79%	90.08%
CHEMBL255	P29275	Adenosine A2b receptor	87.35%	98.59%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.58%	97.25%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.82%	91.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.29%	97.50%
CHEMBL2535	P11166	Glucose transporter	82.26%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	81.86%	94.75%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	81.83%	96.42%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.41%	97.09%

Plants that contains it

• Aspidosperma polyneuron
• Aspidosperma quebracho-blanco
• Gonioma kamassi
• Hunteria umbellata
• Kopsia arborea
• Melodinus fusiformis
• Rhazya stricta
• Tabernaemontana grandiflora

Cross-Links

• PubChem: 92990
• LOTUS: LTS0140120
• wikiData: Q27105240