Molecule

Bufotenine

AlkaPlorer ID: AK010435

Synonym: 3-(2-Dimethylaminoethyl)-1H-indol-5-ol, 3-(2-Dimethylaminoethyl)-5-hydroxyindole, Nb,Nb-Dimethylserotonin, Cinobufotenine, Mappine, DM SHT

IUPAC Name: 3-[2-(dimethylamino)ethyl]-1H-indol-1-ium-5-ol

Structure

SMILES: CN(C)CCC1=C[NH2+]C2=CC=C(O)C=C12

InChI: InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3/p+1

InChIKey: VTTONGPRPXSUTJ-UHFFFAOYSA-O

Reference

INVESTIGATION OF THE ALKALOIDS OFAMANITASPECIES1– II.AMANITA. CITRINAANDAMANITA PORPHYRIA

PubChem CID: 6918943

CAS: 487-93-4

LOTUS: LTS0012048

NPASS: NPC80251

COCONUT: CNP0126238

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Arundo donax	Arundo	Poaceae	Poales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Bufo gargarizans	Bufo	Bufonidae	Anura	Amphibia	Chordata	Metazoa	Eukaryota
None	Piptadenia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Duttaphrynus melanostictus	Duttaphrynus	Bufonidae	Anura	Amphibia	Chordata	Metazoa	Eukaryota

Properties Information

Molecule Weight: 205.281

TPSA？: 40.08

MolLogP？: 0.8932999999999998

Number of H-Donors: 2

Number of H-Acceptors: 2

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Electrophorus electricus	Acetylcholinesterase	IC50	11400.0	nM	10.1021/np401003p
Homo sapiens	Glutaminase kidney isoform, mitochondrial	Potency	22387.2	nM	None
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Kd	3.162	nM	10.1021/jm901096y
Homo sapiens	Serotonin 1d (5-HT1d) receptor	Intrinsic activity	0.92	None	10.1021/jm00018a016
Homo sapiens	Serotonin 1d (5-HT1d) receptor	p[A50]	7.3	None	10.1021/jm00018a016
Homo sapiens	Serotonin 2a (5-HT2a) receptor	p[A50]	6.8	None	10.1021/jm00018a016
Homo sapiens	Serotonin 2c (5-HT2c) receptor	Ki	70.0	nM	10.1021/jm00384a001
Homo sapiens	Serotonin transporter	IC50	1200.0	nM	10.1016/j.bmcl.2005.01.059
Rattus norvegicus	GABA-A receptor; anion channel	Ki	100000.0	nM	10.1021/jm00351a015
Rattus norvegicus	Rattus norvegicus	IC50	1318.26	nM	10.1021/jm00159a017
Rattus norvegicus	Rattus norvegicus	IC50	12589.25	nM	10.1021/jm00159a017
Rattus norvegicus	Rattus norvegicus	Ki	341.0	nM	10.1021/jm00159a017
Rattus norvegicus	Rattus norvegicus	Ki	6295.0	nM	10.1021/jm00159a017
Rattus norvegicus	Serotonin 1 (5-HT1) receptor	Kd	38.9	nM	10.1021/jm00197a025
Rattus norvegicus	Serotonin 1a (5-HT1a) receptor	Ki	25.12	nM	10.1021/jm950410b
Rattus norvegicus	Serotonin 1a (5-HT1a) receptor	Ki	259.0	nM	10.1021/jm00384a001
Rattus norvegicus	Serotonin 1b (5-HT1b) receptor	Ki	910.0	nM	10.1021/jm00384a001
Rattus norvegicus	Serotonin 2 (5-HT2) receptor	Ki	380.0	nM	10.1021/jm00384a001
Rattus norvegicus	Serotonin 7 (5-HT7) receptor	Increase	nan	None	10.1021/jm030826m
Rattus norvegicus	Serotonin 7 (5-HT7) receptor	Ki	7.943	nM	10.1021/jm030826m
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	19952.62	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	20000.0	nM	10.6019/CHEMBL4651402
None	ADMET	Binding energy	9.4	kCal mol-1	10.1021/jm00378a021
None	No relevant target	LogP	0.06	None	10.1021/jm00197a025
None	No relevant target	LogP	1.19	None	10.1021/jm00134a016
None	No relevant target	pKa	0.06	None	10.1021/jm00134a016
None	No relevant target	pKa	9.67	None	10.1021/jm00134a016
None	No relevant target	pKa	11.2	None	10.1021/jm00134a016
None	No relevant target	Poct	0.16	None	10.1021/jm00134a016
None	Unchecked	Ac50	70.79	uM	None
None	Unchecked	Ac50	79.43	uM	None
None	Unchecked	AC50	70794.6	nM	None
None	Unchecked	AC50	79432.8	nM	None