Chanoclavine

Details

• Internal ID: e85aeffe-f3e4-4920-a531-9fd14eccef22
• Taxonomy: Alkaloids and derivatives > Ergoline and derivatives > Clavines and derivatives
• IUPAC Name: (E)-2-methyl-3-[(4R,5R)-4-(methylamino)-1,3,4,5-tetrahydrobenzo[cd]indol-5-yl]prop-2-en-1-ol
• SMILES (Canonical): CC(=CC1C(CC2=CNC3=CC=CC1=C23)NC)CO
• SMILES (Isomeric): C/C(=C\[C@H]1[C@@H](CC2=CNC3=CC=CC1=C23)NC)/CO
• InChI: InChI=1S/C16H20N2O/c1-10(9-19)6-13-12-4-3-5-14-16(12)11(8-18-14)7-15(13)17-2/h3-6,8,13,15,17-19H,7,9H2,1-2H3/b10-6+/t13-,15-/m1/s1
• InChI Key: SAHHMCVYMGARBT-HEESEWQSSA-N
• Popularity: 30 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀N₂O
• Molecular Weight: 256.34 g/mol
• Exact Mass: 256.157563266 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 2.20

Synonyms

• Chanoclavine-I
• Chanoclavin-I
• 2390-99-0
• Isochanoclavin
• Chanoclavine I
• 32X6F73RE2
• Secaclavin
• Secaclavine
• (2E)-2-methyl-3-[(4R,5R)-4-(methylamino)-1,3,4,5-tetrahydrobenzo[cd]indol-5-yl]prop-2-en-1-ol
• (E)-2-methyl-3-[(4R,5R)-4-(methylamino)-1,3,4,5-tetrahydrobenzo[cd]indol-5-yl]prop-2-en-1-ol
• 6,7-Secoergoline-8-methanol, 8,9-didehydro-6-methyl-, (E)-
• UNII-32X6F73RE2
• (R,R)-Chanoclavine
• CHANOCLAVINE [MI]
• (-)-CHANOCLAVINE I
• Chanoclavine-I; Isochanoclavin
• CHEBI:3576
• DTXSID50893242
• C09131
• Q15410883
• 2-PROPEN-1-OL, 2-METHYL-3-((4R,5R)-1,3,4,5-TETRAHYDRO-4-(METHYLAMINO)BENZ(CD)INDOL-5-YL)-, (2E)-
• 2-Propen-1-ol, 2-methyl-3-(1,3,4,5-tetrahydro-4-(methylamino)benz(cd)indol-5-yl)-, (4R-(4alpha,5beta(E)))-

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.73%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	90.65%	97.79%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.85%	91.79%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.84%	83.10%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	87.71%	96.39%
CHEMBL222	P23975	Norepinephrine transporter	87.07%	96.06%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.07%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	86.78%	91.49%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.21%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.43%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.65%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.10%	100.00%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	82.62%	96.42%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.74%	89.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.70%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	80.50%	94.73%

Plants that contains it

• Ipomoea asarifolia
• Ipomoea purpurea
• Jacquemontia tamnifolia

Cross-Links

• PubChem: 5281381
• LOTUS: LTS0059065
• wikiData: Q15410883