Molecule

5-Hydroxytryptamine; Nb-Ac

AlkaPlorer ID: AK001758

Synonym: None

IUPAC Name: N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide

Structure

SMILES: CC(O)=NCCC1=CNC2=CC=C(O)C=C12

InChI: InChI=1S/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15)

InChIKey: MVAWJSIDNICKHF-UHFFFAOYSA-N

Reference

A community-driven global reconstruction of human metabolism

PubChem CID: 903

CAS: 1210-83-9

LOTUS: LTS0122945

NPASS: NPC314002

COCONUT: CNP0298476

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Homo sapiens	Homo	Hominidae	Primates	Mammalia	Chordata	Metazoa	Eukaryota
Mus musculus	Mus	Muridae	Rodentia	Mammalia	Chordata	Metazoa	Eukaryota

Properties Information

Molecule Weight: 218.256

TPSA？: 68.61

MolLogP？: 2.3924000000000003

Number of H-Donors: 3

Number of H-Acceptors: 2

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Gallus gallus	Melatonin receptor	Ki	1640.0	nM	10.1021/jm960219h
Gallus gallus	Melatonin receptor	pRA	-3.31	None	10.1021/jm9810093
Giardia intestinalis	Putative fructose-1,6-bisphosphate aldolase	Potency	4456.3	nM	None
Homo sapiens	15-hydroxyprostaglandin dehydrogenase [NAD+]	Potency	11220.2	nM	None
Homo sapiens	Aldehyde dehydrogenase 1A1	Potency	39810.7	nM	None
Homo sapiens	Bloom syndrome protein	Potency	3.2	nM	None
Homo sapiens	Cytochrome P450 1A2	AC50	15848.93	nM	None
Homo sapiens	Cytochrome P450 2C19	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2C9	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2D6	AC50	15848.93	nM	None
Homo sapiens	Cytochrome P450 2D6	Potency	15848.9	nM	None
Homo sapiens	Cytochrome P450 3A4	AC50	7943.28	nM	None
Homo sapiens	Cytochrome P450 3A4	Potency	7943.3	nM	None
Homo sapiens	Cytochrome P450 3A4	Potency	25118.9	nM	None
Homo sapiens	DNA polymerase iota	Potency	25118.9	nM	None
Homo sapiens	Geminin	Potency	130.0	nM	None
Homo sapiens	Geminin	Potency	259.3	nM	None
Homo sapiens	Glutaminase kidney isoform, mitochondrial	Potency	7079.5	nM	None
Homo sapiens	HEK293	Potency	5.2	nM	None
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	119.2	nM	None
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	11220.2	nM	None
Homo sapiens	Lysine-specific demethylase 4D-like	Potency	17782.8	nM	None
Homo sapiens	Lysine-specific demethylase 4D-like	Potency	39810.7	nM	None
Homo sapiens	Melatonin receptor 1A	Intrinsic activity	0.53	None	10.1021/jm020982d
Homo sapiens	Melatonin receptor 1B	Intrinsic activity	0.77	None	10.1021/jm020982d
Homo sapiens	Microtubule-associated protein tau	Potency	31622.8	nM	None
Homo sapiens	Microtubule-associated protein tau	Potency	39810.7	nM	None
Homo sapiens	Neuropeptide S receptor	Potency	10000.0	nM	None
Homo sapiens	Palmitoleoyl-protein carboxylesterase NOTUM	IC50	93600.0	nM	10.1021/acs.jmedchem.0c01974
Homo sapiens	Sepiapterin reductase	IC50	5000.0	nM	10.1021/acs.jmedchem.9b00218
Homo sapiens	Solute carrier organic anion transporter family member 1B1	Inhibition	100.66	%	10.1124/mol.112.084152
Homo sapiens	Solute carrier organic anion transporter family member 1B3	Inhibition	91.29	%	10.1124/mol.112.084152
Homo sapiens	Tyrosinase	Activity	18.0	%	10.1016/j.bmcl.2009.05.115
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	18356.4	nM	None
Mus musculus	B16	Activity	93.0	%	10.1016/j.bmcl.2009.05.115
Mus musculus	B16	IC50	30000.0	nM	10.1016/j.bmcl.2009.05.115
Mus musculus	Mus musculus	Activity	nan	None	10.1016/S0960-894X(01)80518-7
Mus musculus	Tyrosinase	Activity	23.0	%	10.1016/j.bmcl.2009.05.115
Mus musculus	Tyrosinase	Activity	nan	None	10.1016/j.bmcl.2009.05.115
Mus musculus	Tyrosinase	IC50	311000.0	nM	10.1016/j.bmcl.2009.05.115
Mus musculus	Tyrosinase	Ki	240000.0	nM	10.1016/j.bmcl.2009.05.115
Plasmodium falciparum	Plasmodium falciparum	Potency	4147.5	nM	None
Rattus norvegicus	Rattus norvegicus	Activity	nan	None	10.1021/jm00187a015
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	21192.3	nM	None
Simian virus 40	Large T antigen	IC50	21670.0	nM	None
None	Unchecked	IC50	7000.0	nM	None
None	Unchecked	Inhibition	10.8	%	10.1016/j.ejmech.2018.10.027
None	Unchecked	Inhibition	nan	%	10.1038/nchembio873
None	Unchecked	Potency	5011.9	nM	None
None	Unchecked	Potency	5623.4	nM	None

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT002487	CC(=O)NCCc1c[nH]c2ccc(O)cc12.C[33S]>>COc1ccc2[nH]cc(CCNC(C)=O)c2c1	None
AKRT002488	CC(=O)NCCc1c[nH]c2ccc(O)cc12.C[SAH]>>COc1ccc2[nH]cc(CCNC(C)=O)c2c1	ACETYLSEROTONIN-O-METHYLTRANSFERASE-RXN
AKRT002489	CC(=O)NCCc1c[nH]c2ccc(O)cc12.O=C(O)[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O>>CC(=O)NCCc1c[nH]c2ccc(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)cc12	RXN-11060
AKRT002490	CC(=O)NCCc1c[nH]c2ccc(O)cc12>>CC(=O)NCCc1c[nH]c2ccc(OS(=O)(=O)O)cc12	RXN-11059
AKRT002491	CC(=O)NCCc1c[nH]c2ccc(O)cc12>>CC(=O)O	67196
AKRT002492	CC(=O)NCCc1c[nH]c2ccc(O)cc12>>NCCc1c[nH]c2ccc(O)cc12	67196
AKRT004408	CC(=O)[32S].NCCc1c[nH]c2ccc(O)cc12>>CC(=O)NCCc1c[nH]c2ccc(O)cc12	None
AKRT004646	CC(=O)[CoA].NCCc1c[nH]c2ccc(O)cc12>>CC(=O)NCCc1c[nH]c2ccc(O)cc12	RXN3DJ-35528
AKRT011857	COc1ccc2[nH]cc(CCNC(C)=O)c2c1>>CC(=O)NCCc1c[nH]c2ccc(O)cc12	RXN-11057
AKRT014554	C[SAH].CC(=O)NCCc1c[nH]c2ccc(O)cc12>>COc1ccc2[nH]cc(CCNC(C)=O)c2c1	enzymemap_27363