METARAMINOL BITARTRATE

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Search structure


Trade Names	ARAMINE METARAMINOL BITARTRATE
Synonyms	Aramine Metaradrine bitartrate Metaraminol bitartrate Metaraminol hydrochloride Metaraminol hydrochloride, (-)- Metaraminol tartrate NSC-758425
Status
Molecule Category	Salt-form
UNII	ZC4202M9P3
EPA CompTox	DTXSID1045580
Parent Compound:	METARAMINOL

Structure


InChI Key	VENXSELNXQXCNT-YDYUUSCQSA-N
Smiles	C[C@H](N)[C@H](O)c1cccc(O)c1.O=C(O)C(O)C(O)C(=O)O
InChI	InChI=1S/C9H13NO2.C4H6O6/c1-6(10)9(12)7-3-2-4-8(11)5-7;5-1(3(7)8)2(6)4(9)10/h2-6,9,11-12H,10H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t6-,9-;/m0./s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C13H19NO8
Molecular Weight	317.29
AlogP	0.77
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	3.0
Number of Rotational Bond	2.0
Polar Surface Area	66.48
Molecular species	BASE
Aromatic Rings	1.0
Heavy Atoms	12.0

Pharmacology

Mechanism of Action	Action	Reference
Adrenergic receptor alpha-1 agonist	AGONIST	PubMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	92.1-98.68

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Cricetulus griseus	-	-	-	-	92.1-98.68

Target Conservation


Protein: Adrenergic receptor alpha-1 Description: Alpha-1D adrenergic receptor Organism : Homo sapiens P25100 ENSG00000171873











Protein: Adrenergic receptor alpha-1 Description: Alpha-1A adrenergic receptor Organism : Homo sapiens P35348 ENSG00000120907











Protein: Adrenergic receptor alpha-1 Description: Alpha-1B adrenergic receptor Organism : Homo sapiens P35368 ENSG00000170214

Cross References

Resources	Reference
CAS NUMBER	33402-03-8
ChEMBL	CHEMBL2062262
FDA SRS	ZC4202M9P3
PubChem	441414
SureChEMBL	SCHEMBL5564262

CONTENTS

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, Volume 54, Issue D1, 6 January 2026, Pages D1397–D1404, https://doi.org/10.1093/nar/gkaf1251

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Last update: Monday, 23^rd March 2026