Molecule

Octopamine; (ξ)-form

AlkaPlorer ID: AK308492

Synonym: None

IUPAC Name: [2-hydroxy-2-(4-hydroxyphenyl)ethyl]azanium

Structure

SMILES: [NH3+]CC(O)C1=CC=C(O)C=C1

InChI: InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2/p+1

InChIKey: QHGUCRYDKWKLMG-UHFFFAOYSA-O

Reference

Novel sponge-derived amino acids. 12. Tryptophan-derived pigments and accompanying sesterterpenes from Fascaplysinopsis reticulata

PubChem CID: 21680226

CAS: 104-14-3

LOTUS: LTS0111281

NPASS: NPC145638

COCONUT: CNP0139359.2

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Citrus reticulata	Citrus	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cyperus rotundus	Cyperus	Cyperaceae	Poales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Fascaplysinopsis reticulata	Fascaplysinopsis	Thorectidae	Dictyoceratida	Demospongiae	Porifera	Metazoa	Eukaryota
Citrus unshiu	Citrus	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Octopus vulgaris	Octopus	Octopodidae	Octopoda	Cephalopoda	Mollusca	Metazoa	Eukaryota
Capsicum frutescens	Capsicum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Citrus natsudaidai	Citrus	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 154.189

TPSA？: 68.10000000000001

MolLogP？: -0.3324999999999998

Number of H-Donors: 3

Number of H-Acceptors: 2

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Cerebroside-sulfatase	Potency	26.9	nM	None
Homo sapiens	Dopamine D1 receptor	Potency	20596.2	nM	None
Homo sapiens	Glutaminase kidney isoform, mitochondrial	Potency	7079.5	nM	None
Homo sapiens	Histone deacetylase 6	Inhibition	-8.45	%	10.6019/CHEMBL4808148
Homo sapiens	Histone deacetylase 6	Inhibition	-0.21	%	10.6019/CHEMBL4808148
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	14125.4	nM	None
Homo sapiens	M-phase phosphoprotein 8	Potency	37685.8	nM	None
Homo sapiens	Nuclear factor erythroid 2-related factor 2	Potency	36625.7	nM	None
Homo sapiens	POU domain, class 2, transcription factor 1	CL	9.1	mL.min-1.g-1	10.1021/acs.jmedchem.0c02047
Homo sapiens	POU domain, class 2, transcription factor 1	Km	388600.0	nM	10.1021/acs.jmedchem.0c02047
Homo sapiens	POU domain, class 2, transcription factor 1	Vmax	3543.0	pmol/mg/min	10.1021/acs.jmedchem.0c02047
Homo sapiens	Regulator of G-protein signaling 4	Potency	299.3	nM	None
Homo sapiens	Serotonin 3a (5-HT3a) receptor	Activity	nan	None	10.1038/nature05991
Homo sapiens	Serotonin 3a (5-HT3a) receptor	EC50	24.0	nM	10.1038/nature05991
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	335.0	nM	None
Periplaneta americana	Octopamine receptor	Activity	629.9	pmol/min	10.1584/jpestics.21.419
Periplaneta americana	Octopamine receptor	Ka	7.6	uM	10.1584/jpestics.21.419
Plasmodium falciparum	Plasmodium falciparum	Potency	4256.2	nM	None
Rattus norvegicus	Adrenergic receptor alpha	pD2	6.08	None	10.1021/jm00181a008
Rattus norvegicus	Adrenergic receptor alpha	Ratio	1.1	None	10.1021/jm00181a008
Rattus norvegicus	Peripheral myelin protein 22	Potency	16136.6	nM	None
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	8436.8	nM	None
Rattus norvegicus	Trace amine-associated receptor 1	EC50	1300.0	nM	10.1021/acs.jmedchem.7b00085
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
Trypanosoma brucei	6-phospho-1-fructokinase	Potency	37933.0	nM	None
None	ADMET	Ratio	1.0	None	10.1021/jm00128a022
None	No relevant target	log K	0.44	None	10.1021/jm9003945
None	No relevant target	log K	1.15	None	10.1021/jm9003945
None	No relevant target	LogP	-0.9	None	10.1021/jm9003945
None	No relevant target	pKa	8.81	None	10.1021/jm9003945
None	Unchecked	Ac50	1.122	uM	None
None	Unchecked	Ac50	2.512	uM	None
None	Unchecked	Ac50	3.548	uM	None
None	Unchecked	AC50	1122.0	nM	None
None	Unchecked	AC50	2511.9	nM	None
None	Unchecked	AC50	3548.1	nM	None
None	Unchecked	pKb	3.7	None	10.1021/jm00207a015
None	Unchecked	Potency	6510.4	nM	None
None	Unchecked	Vmax	100.0	%	10.1021/jm00128a022

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT004401	CC(=O)[32S].NCC(O)c1ccc(O)cc1>>CC(=O)NCC(O)c1ccc(O)cc1	None
AKRT004620	CC(=O)[CoA].NCC(O)c1ccc(O)cc1>>CC(=O)NCC(O)c1ccc(O)cc1	66140
AKRT007654	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[32S].NCC(O)c1ccc(O)cc1>>CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCC(O)c1ccc(O)cc1	None
AKRT007668	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[CoA].NCC(O)c1ccc(O)cc1>>CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCC(O)c1ccc(O)cc1	enzymemap_32406
AKRT008372	CCCCCCCC/C=C\CCCCCCCC(=O)[32S].NCC(O)c1ccc(O)cc1>>CCCCCCCC/C=C\CCCCCCCC(=O)NCC(O)c1ccc(O)cc1	None
AKRT008389	CCCCCCCC/C=C\CCCCCCCC(=O)[CoA].NCC(O)c1ccc(O)cc1>>CCCCCCCC/C=C\CCCCCCCC(=O)NCC(O)c1ccc(O)cc1	enzymemap_32408
AKRT009039	CCCCCCCCCCCCCCCC(=O)[32S].NCC(O)c1ccc(O)cc1>>CCCCCCCCCCCCCCCC(=O)NCC(O)c1ccc(O)cc1	None
AKRT009067	CCCCCCCCCCCCCCCC(=O)[CoA].NCC(O)c1ccc(O)cc1>>CCCCCCCCCCCCCCCC(=O)NCC(O)c1ccc(O)cc1	enzymemap_32409
AKRT009158	CCCCCCCCCCCCCCCCCC(=O)[32S].NCC(O)c1ccc(O)cc1>>CCCCCCCCCCCCCCCCCC(=O)NCC(O)c1ccc(O)cc1	None
AKRT009164	CCCCCCCCCCCCCCCCCC(=O)[CoA].NCC(O)c1ccc(O)cc1>>CCCCCCCCCCCCCCCCCC(=O)NCC(O)c1ccc(O)cc1	enzymemap_32410
AKRT011505	COc1cc(/C=C/C(=O)[CoA])ccc1O.NCC(O)c1ccc(O)cc1>>COc1cc(/C=C/C(=O)NCC(O)c2ccc(O)cc2)ccc1O	enzymemap_28457
AKRT012640	C[33S].NCC(O)c1ccc(O)cc1>>CNCC(O)c1ccc(O)cc1	None
AKRT014639	C[SAH].NCC(O)c1ccc(O)cc1>>CNCC(O)c1ccc(O)cc1	enzymemap_26822
AKRT015835	N/C=C\c1ccc(O)cc1>>NCC(O)c1ccc(O)cc1	RXN-15195
AKRT017790	NCC(O)c1ccc(O)cc1>>N/C=C\c1ccc(O)cc1	RXN-15195
AKRT017791	NCC(O)c1ccc(O)cc1>>O=CC(O)c1ccc(O)cc1	enzymemap_22246
AKRT017792	NCC(O)c1ccc(O)cc1>>O=CCc1ccc(O)cc1	OCTOPAMINE-DEHYDRATASE-RXN
AKRT018414	NCCc1ccc(O)cc1>>NCC(O)c1ccc(O)cc1	RXN-14645
AKRT023423	O=C([CoA])/C=C/c1ccc(O)cc1.NCC(O)c1ccc(O)cc1>>O=C(/C=C/c1ccc(O)cc1)NCC(O)c1ccc(O)cc1	enzymemap_28455