(-)-Norepinephrine (+)-bitartrate

Details

• Internal ID: e7dc291d-2643-4000-97f0-968d695d55a5
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol;(2R,3R)-2,3-dihydroxybutanedioic acid
• InChI: InChI=1S/C8H11NO3.C4H6O6/c9-4-8(12)5-1-2-6(10)7(11)3-5;5-1(3(7)8)2(6)4(9)10/h1-3,8,10-12H,4,9H2;1-2,5-6H,(H,7,8)(H,9,10)/t8-;1-,2-/m01/s1
• InChI Key: WNPNNLQNNJQYFA-YIDNRZKSSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇NO₉
• Molecular Weight: 319.26 g/mol
• Exact Mass: 319.09033112 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.03
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

• (-)-Norepinephrine (+)-bitartrate
• RefChem:1049125
• l-Arterenol bitartrate
• Norepinephrine bitartrate anhydrous
• (-)-Noradrenaline (+)-bitartrate
• (-)-Norepinephrine bitartrate
• ZW81GF408B
• L-Noradrenaline bitartrate
• Norepinephrine tartrate
• l-Noradrenaline tartrate
• MFCD00150449
• Norartrinal bitartrate
• Norepinephrine (tartrate)
• (-)-Noradrenaline tartrate
• l-Noradrenaline d-bitartrate
• (-)-Norepinephrine tartrate
• Noradrenaline hydrogen tartrate
• Noradrenaline, tartrate (1:1)
• (-)-Noradrenaline hydrogen tartrate
• Noradrenalin bitartrate
• l-Arterenol d-bitartrate
• Noradrenaline (tartrate)
• Noradrenalin bitartrate, l-
• Norepinephrine impurity 135
• UNII-ZW81GF408B
• (R)-noradrenaline bitartrate
• L-norepinephrine D-bitartrate
• (R)-noradrenaline L-bitartrate
• orb1705778
• C8H11NO3.C4H6O6
• (-)-R-Norepinephrine bitartrate
• DTXSID50148507
• CHEBI:234418
• WNPNNLQNNJQYFA-YIDNRZKSSA-N
• HMS2089E22
• (-)-(R)-norepinephrine bitartrate
• EINECS 200-095-0
• HY-13715C
• (-)-noradrenaline hydrogen L-tartrate
• (R)-(-)-norepinephrine L-bitartrate
• 4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol (L-(+))-bitartrate salt
• AKOS007930222
• NSC 169106
• NOREPINEPHRINE D-BITARTRATE [MI]
• DA-66177
• NOREPINEPHRINE BITARTRATE [WHO-DD]
• CS-0030856
• D97793
• EN300-378086
• 341N180
• (-)-(R)-Norepinephrine Hydrogen Tartrate Monohydrate
• L-(-)-Noradrenaline (+)-bitartrate salt monohydrate
• L-(?)-Noradrenaline (+)-bitartrate salt monohydrate
• Q27295924
• (2R,3R)-2,3-dihydroxybutanedioic acid; 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol
• 4-[(1R)-2-amino-1-hydroxy-ethyl]benzene-1,2-diol;(2R,3R)-2,3-dihydroxybutanedioic acid
• BENZYL ALCOHOL, alpha-(AMINOMETHYL)-3,4-DIHYDROXY-, (-)-, TARTRATE (1:1)
• Benzyl alcohol, alpha-(aminomethyl)-3,4-dihydroxy-, (-)-, tartrate (1:1) (salt)
• (2R,3R)-2,3-dihydroxybutanedioic acid - 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol (1:1)
• (2R,3R)-2,3-dihydroxybutanedioic acid--4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol (1/1)
• (2R,3R)-2,3-DIHYDROXYSUCCINIC ACID - 4-((1R)-2-AMINO-1-HYDROXYETHYL)BENZENE-1,2-DIOL
• 1,2-Benzenediol, 4-((1R)-2-amino-1-hydroxyethyl)-, (2R,3R)-2,3-dihydroxybutanedioate (1:1) (salt)
• 1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (R)-, (R-(R*,R*))-2,3-dihydroxybutanedioate (1:1)
• 3,4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol, (2R,3R)-2,3-Dihydroxybutanedioate (1:1)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8237	82.37%
Caco-2	-	0.9711	97.11%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Nucleus	0.4075	40.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9663	96.63%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9873	98.73%
P-glycoprotein inhibitior	-	0.9816	98.16%
P-glycoprotein substrate	-	0.9355	93.55%
CYP3A4 substrate	-	0.7460	74.60%
CYP2C9 substrate	-	0.8131	81.31%
CYP2D6 substrate	-	0.7672	76.72%
CYP3A4 inhibition	-	0.8464	84.64%
CYP2C9 inhibition	-	0.9563	95.63%
CYP2C19 inhibition	-	0.9537	95.37%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.8750	87.50%
CYP2C8 inhibition	-	0.8942	89.42%
CYP inhibitory promiscuity	-	0.9864	98.64%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7932	79.32%
Carcinogenicity (trinary)	Non-required	0.7243	72.43%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.8906	89.06%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7407	74.07%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.7916	79.16%
skin sensitisation	-	0.6381	63.81%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8965	89.65%
Acute Oral Toxicity (c)	III	0.6128	61.28%
Estrogen receptor binding	-	0.7139	71.39%
Androgen receptor binding	-	0.5388	53.88%
Thyroid receptor binding	-	0.5792	57.92%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.8561	85.61%
PPAR gamma	-	0.6661	66.61%
Honey bee toxicity	-	0.9137	91.37%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8956	89.56%
Fish aquatic toxicity	-	0.7034	70.34%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	794.3 nM	Potency	via Super-PRED
CHEMBL1293224	P10636	Microtubule-associated protein tau	28.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.07%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.25%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.41%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.09%	94.62%
CHEMBL2581	P07339	Cathepsin D	83.16%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.25%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25127519
• NPASS: NPC141126