Methoxamine

Details

• Internal ID: 70db070d-9547-4ce3-a771-21030a090d7d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: 2-amino-1-(2,5-dimethoxyphenyl)propan-1-ol
• SMILES (Canonical): CC(C(C1=C(C=CC(=C1)OC)OC)O)N
• SMILES (Isomeric): CC(C(C1=C(C=CC(=C1)OC)OC)O)N
• InChI: InChI=1S/C11H17NO3/c1-7(12)11(13)9-6-8(14-2)4-5-10(9)15-3/h4-7,11,13H,12H2,1-3H3
• InChI Key: WJAJPNHVVFWKKL-UHFFFAOYSA-N
• Popularity: 2,306 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇NO₃
• Molecular Weight: 211.26 g/mol
• Exact Mass: 211.12084340 g/mol
• Topological Polar Surface Area (TPSA): 64.70 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 390-28-3
• Methoxamin
• Pseudomethoxamine
• 2-amino-1-(2,5-dimethoxyphenyl)propan-1-ol
• Methoxamedrine
• Metossamina
• Vasoxyl
• 2,5-Dimethoxynorephedrine
• CHEMBL524
• Benzenemethanol, alpha-(1-aminoethyl)-2,5-dimethoxy-
• CHEBI:6839
• alpha-(1-Aminoethyl)-2,5-dimethoxybenzyl alcohol
• Benzenemethanol, .alpha.-(1-aminoethyl)-2,5-dimethoxy-
• Benzyl alcohol, .alpha.-(1-aminoethyl)-2,5-dimethoxy-
• Methoxamine (BAN)
• Benzyl alcohol, alpha-(1-aminoethyl)-2,5-dimethoxy-
• NRL001
• NRL-001
• Spectrum_001021
• Prestwick0_000535
• Prestwick1_000535
• Prestwick2_000535
• Prestwick3_000535
• Spectrum2_000776
• Spectrum3_000498
• Spectrum4_000051
• Spectrum5_001821
• (1R,2S)-2-amino-1-(2,5-dimethoxyphenyl)propan-1-ol
• Lopac0_000769
• SCHEMBL34158
• BSPBio_000549
• BSPBio_001995
• GTPL483
• KBioGR_000541
• KBioSS_001501
• 2-amino-1-[2,5-bis(methyloxy)phenyl]propan-1-ol
• SPBio_000852
• SPBio_002470
• BPBio1_000605
• DTXSID0023290
• KBio2_001501
• KBio2_004069
• KBio2_006637
• KBio3_001495
• BDBM50026777
• MFCD00242998
• AKOS009208855
• CCG-204854
• DB00723
• SDCCGSBI-0050747.P004
• NCGC00015692-03
• NCGC00015692-04
• NCGC00015692-06
• NCGC00015692-08
• NCGC00015692-13
• NCGC00089793-02
• SBI-0050747.P003
• AB00053731
• C07513
• D08201
• EN300-365687
• 2-Amino-1-(2,5-dimethoxy-phenyl)-propan-1-ol
• 2-Amino-1-(2,5-dimethoxyphenyl)-1-propanol #
• AB00053731_12
• AB00053731_13
• L000757
• Q685119
• BRD-A39189014-003-14-4
• (.+/-.)-.alpha.-(1-Aminoethyl)-2,5-dimethoxybenzyl alcohol
• 2-Amino-1-(2,5-dimethoxy-phenyl)-propan-1-ol (methoxamine)
• 2-Amino-1-(2,5-dimethoxy-phenyl)-propan-1-ol(Methoxamine)
• 2-(4-BROMO-PHENYL)-5-METHYL-2H-PYRAZOLE-3-CARBOXYLICACID

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.7272	72.72%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6152	61.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9627	96.27%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8537	85.37%
P-glycoprotein inhibitior	-	0.9486	94.86%
P-glycoprotein substrate	-	0.8216	82.16%
CYP3A4 substrate	-	0.6310	63.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5963	59.63%
CYP3A4 inhibition	-	0.8328	83.28%
CYP2C9 inhibition	-	0.9506	95.06%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.8767	87.67%
CYP inhibitory promiscuity	-	0.8476	84.76%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7172	71.72%
Carcinogenicity (trinary)	Non-required	0.5820	58.20%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.8710	87.10%
Skin corrosion	-	0.9029	90.29%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5102	51.02%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.7992	79.92%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8402	84.02%
Acute Oral Toxicity (c)	III	0.6813	68.13%
Estrogen receptor binding	-	0.7740	77.40%
Androgen receptor binding	-	0.8063	80.63%
Thyroid receptor binding	-	0.5532	55.32%
Glucocorticoid receptor binding	-	0.7184	71.84%
Aromatase binding	-	0.8560	85.60%
PPAR gamma	-	0.5813	58.13%
Honey bee toxicity	-	0.9386	93.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.5942	59.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.45%	96.09%
CHEMBL1907	P15144	Aminopeptidase N	91.25%	93.31%
CHEMBL4208	P20618	Proteasome component C5	90.81%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.19%	91.11%
CHEMBL2535	P11166	Glucose transporter	88.26%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.52%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	86.66%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.71%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.65%	99.15%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.67%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.42%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.32%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.61%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	81.97%	93.18%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.56%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.04%	85.14%
CHEMBL2581	P07339	Cathepsin D	80.61%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.23%	100.00%

Plants that contains it

• Lophophora williamsii

Cross-Links

• PubChem: 6082
• LOTUS: LTS0180749
• wikiData: Q685119