Details of the Drug

General Information of Drug (ID: DMLQVTJ)

Drug Name

Octopamine

Synonyms

Analet; Norden; Norfen; Norphen; Norsympathol; Norsympatol; Norsynephrine; Octapamine; Octopamin; Octopamina; Octopaminum; Octopamina [Spanish]; Octopamine [INN]; Octopamine hydrochloride; Octopaminum [Latin]; Paraoxyphenyl aminoethanol; ND 50; TBB066518; WIN 5512; WV 569; Beta-hydroxytyramine; Octopamina [INN-Spanish]; Octopaminum [INN-Latin]; P-Hydroxyphenylethanolamine; P-Norsynephrin; P-Octopamine; Para-Octopamine; Alpha-Aminoethyl-4-hydroxybenzylalkohol; Alpha-(Aminoethyl)-4-hydroxybenzenemethanol; Alpha-(Aminoethyl)-p-hydroxybenzyl alcohol; Alpha-(Aminomethyl)-p-hydroxybenzyl alcohol; Alpha-(aminomethyl)-4-hydroxybenzenemethanol; 1-(p-Hydroxyphenyl)-2-aminoethanol; 4-(2-Amino-1-hydroxyethyl)phenol; 4-Octopamine

Indication

Disease Entry	ICD 11	Status	REF
Thrombosis	DB61-GB90	Discontinued in Phase 2a	[1]
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ATC Code

C01CA18: Octopamine

C01CA: Adrenergic and dopaminergic agents

C01C: CARDIAC STIMULANTS EXCL. CARDIAC GLYCOSIDES

C01: CARDIAC THERAPY

C: CARDIOVASCULAR SYSTEM

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

153.18

Logarithm of the Partition Coefficient (xlogp)

-1.1

Rotatable Bond Count (rotbonds)

2

Hydrogen Bond Donor Count (hbonddonor)

3

Hydrogen Bond Acceptor Count (hbondacc)

3

Chemical Identifiers

Formula: C8H11NO2
IUPAC Name: 4-(2-amino-1-hydroxyethyl)phenol
Canonical SMILES: C1=CC(=CC=C1C(CN)O)O
InChI: InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2
InChIKey: QHGUCRYDKWKLMG-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 4581
ChEBI ID: CHEBI:17134
CAS Number: 104-14-3
UNII: 14O50WS8JD
DrugBank ID: DB13251
TTD ID: D0L9YS
INTEDE ID: DR1184

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Coagulation factor Xa (F10)	TTCIHJA	FA10_HUMAN	Inhibitor	[2]

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Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Cytochrome P450 3A4 (CYP3A4)	DE4LYSA	CP3A4_HUMAN	Substrate	[3]
Cytochrome P450 2D6 (CYP2D6)	DECB0K3	CP2D6_HUMAN	Substrate	[4]
Cytochrome P450 3A5 (CYP3A5)	DEIBDNY	CP3A5_HUMAN	Substrate	[5]
RNA cytidine acetyltransferase (hALP)	DEZV4AP	NAT10_HUMAN	Substrate	[6]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Trace amine-associated receptor 1 (TAAR1)	OTUY8CGM	TAAR1_HUMAN	Gene/Protein Processing	[7]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease

Thrombosis

ICD Disease Classification

DB61-GB90

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Coagulation factor Xa (F10)	DTT	F10	4.84E-02	-0.28	-0.9
RNA cytidine acetyltransferase (hALP)	DME	NAT10	2.06E-02	4.22E-01	9.87E-01
Cytochrome P450 3A5 (CYP3A5)	DME	CYP3A5	3.51E-02	1.53E+00	1.16E+00
Cytochrome P450 2D6 (CYP2D6)	DME	CYP2D6	8.59E-01	-4.51E-02	-1.36E-01
Cytochrome P450 3A4 (CYP3A4)	DME	CYP3A4	5.84E-01	-1.61E-01	-3.61E-01

Molecular Expression Atlas (MEA)

MEA Detail

Jump to Detail Molecular Expression Atlas of This Drug

References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2149).
2	Description of the chemical and pharmacological characteristics of a new hemisynthetic ultra-low-molecular-weight heparin, AVE5026. J Thromb Haemost. 2009 Jul;7(7):1143-51.
3	Seville (sour) orange juice: synephrine content and cardiovascular effects in normotensive adults. J Clin Pharmacol. 2001 Oct;41(10):1059-63.
4	Dopamine formation from tyramine by CYP2D6. Biochem Biophys Res Commun. 1998 Aug 28;249(3):838-43.
5	Pharmacogenomics as molecular autopsy for forensic toxicology: genotyping cytochrome P450 3A41B and 3A53 for 25 fentanyl cases. J Anal Toxicol. 2005 Oct;29(7):590-8.
6	[N-acetylation of biogenic amines in Drosophila virilis]. Genetika. 1997 Jun;33(6):788-92.
7	Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands. Biochem J. 2009 Oct 23;424(1):39-45. doi: 10.1042/BJ20090998.