3-Methoxycatechol

Details

• Internal ID: 74af30e0-5506-4873-89af-489da610a2b6
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 3-methoxybenzene-1,2-diol
• InChI: InChI=1S/C7H8O3/c1-10-6-4-2-3-5(8)7(6)9/h2-4,8-9H,1H3
• InChI Key: LPYUENQFPVNPHY-UHFFFAOYSA-N
• Popularity: 160 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₈O₃
• Molecular Weight: 140.14 g/mol
• Exact Mass: 140.047344113 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 3-methoxybenzene-1,2-diol
• 934-00-9
• 3-Methoxypyrocatechol
• 2,3-Dihydroxyanisole
• 1,2-Dihydroxy-3-methoxybenzene
• 6-Methoxycatechol
• Pyrogallol 1-methyl ether
• 1,2-Benzenediol, 3-methoxy-
• Pyrocatechol, 3-methoxy-
• Pyrogallol 1-monomethyl ether
• 1-O-Methylpyrogallol
• DTXSID4020826
• IC13U5393C
• NSC-66525
• DTXCID00826
• CHEBI:141700
• RefChem:503246
• 213-276-4
• 3-Methoxy-1,2-benzenediol
• MFCD00002191
• NSC 66525
• 3-Methoxy-o-hydroquinone
• 3-methoxy-benzene-1,2-diol
• NSC66525
• CCRIS 7577
• EINECS 213-276-4
• UNII-IC13U5393C
• AI3-21349
• 3-(methyloxy)benzene-1,2-diol
• Spectrum_001637
• SpecPlus_000921
• Spectrum2_001917
• Spectrum3_001181
• Spectrum4_001656
• Spectrum5_000531
• Omeprazole Impurity 117
• 3-Methoxycatechol, 99%
• Pyrogallol monomethyl ether
• SCHEMBL67332
• BSPBio_002821
• KBioGR_002151
• KBioSS_002117
• 1,2-Benzenediol,3-methoxy-
• DivK1c_007017
• SCHEMBL714204
• SPECTRUM1600919
• SPBio_001914
• orb1819076
• SCHEMBL2502094
• SCHEMBL4882575
• SCHEMBL5207598
• SCHEMBL7477685
• SCHEMBL9662317
• CHEMBL1518159
• SCHEMBL29477155
• KBio1_001961
• KBio2_002117
• KBio2_004685
• KBio2_007253
• KBio3_002321
• Tox21_200504
• CCG-38485
• AKOS000121420
• FD70745
• HY-W116576
• SDCCGMLS-0066910.P001
• NCGC00095761-01
• NCGC00095761-02
• NCGC00095761-03
• NCGC00258058-01
• 145929-30-2
• AS-48298
• BP-20353
• CAS-934-00-9
• PD000449
• SY048938
• DB-057398
• meta-Substituted 3-methoxybenzene-1,2-diol
• CS-0179150
• M0524
• NS00039555
• ST50331820
• EN300-21179
• C23060
• F30220
• F242734
• SR-05000002377
• SR-05000002377-1
• BRD-K97139501-001-03-3
• Q27280656
• 2-3-4'-TRIHYDROXY-4-METHOXYBENZOPHENONE_met007
• F0001-2249
• InChI=1/C7H8O3/c1-10-6-4-2-3-5(8)7(6)9/h2-4,8-9H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	+	0.6669	66.69%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8478	84.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9624	96.24%
OATP1B3 inhibitior	+	0.9889	98.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9563	95.63%
P-glycoprotein inhibitior	-	0.9827	98.27%
P-glycoprotein substrate	-	0.9482	94.82%
CYP3A4 substrate	-	0.6584	65.84%
CYP2C9 substrate	-	0.7864	78.64%
CYP2D6 substrate	+	0.3759	37.59%
CYP3A4 inhibition	-	0.9718	97.18%
CYP2C9 inhibition	-	0.9203	92.03%
CYP2C19 inhibition	-	0.8456	84.56%
CYP2D6 inhibition	-	0.9641	96.41%
CYP1A2 inhibition	-	0.6713	67.13%
CYP2C8 inhibition	-	0.7546	75.46%
CYP inhibitory promiscuity	-	0.7904	79.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7590	75.90%
Carcinogenicity (trinary)	Warning	0.5458	54.58%
Eye corrosion	+	0.7587	75.87%
Eye irritation	+	0.9896	98.96%
Skin irritation	+	0.8623	86.23%
Skin corrosion	+	0.6379	63.79%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7442	74.42%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.7148	71.48%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.4709	47.09%
Acute Oral Toxicity (c)	III	0.8082	80.82%
Estrogen receptor binding	-	0.6778	67.78%
Androgen receptor binding	-	0.7716	77.16%
Thyroid receptor binding	-	0.7838	78.38%
Glucocorticoid receptor binding	-	0.8685	86.85%
Aromatase binding	-	0.8883	88.83%
PPAR gamma	-	0.7740	77.40%
Honey bee toxicity	-	0.9814	98.14%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.7176	71.76%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	446.7 nM	Potency	via Super-PRED
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	794.3 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	93.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.03%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.58%	94.00%
CHEMBL2581	P07339	Cathepsin D	86.50%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	86.14%	90.20%
CHEMBL2535	P11166	Glucose transporter	84.03%	98.75%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	82.84%	89.32%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.78%	93.99%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13622
• LOTUS: LTS0122495
• wikiData: Q27280656