1,4-Dimethoxybenzene

Details

• Internal ID: 2c4564b2-6b43-45a8-b3d8-9e26835b47e6
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: 1,4-dimethoxybenzene
• SMILES (Canonical): COC1=CC=C(C=C1)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)OC
• InChI: InChI=1S/C8H10O2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H,1-2H3
• InChI Key: OHBQPCCCRFSCAX-UHFFFAOYSA-N
• Popularity: 613 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.16 g/mol
• Exact Mass: 138.068079557 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 150-78-7
• p-Dimethoxybenzene
• p-Methoxyanisole
• HYDROQUINONE DIMETHYL ETHER
• Benzene, 1,4-dimethoxy-
• Benzene, p-dimethoxy-
• Quinol dimethyl ether
• Dimethylhydroquinone ether
• 4-Methoxyanisole
• Dimethyl ether hydroquinone
• 1,4-Dimethoxybenzol
• USAF AN-9
• Dimethyl hydroquinone
• Anisole, p-methoxy-
• Methyl p-methoxyphenyl ether
• 1,4-dimethoxy-benzene
• Dimethylether hydrochinonu
• USAF uctl-1791
• Hydroquinone, dimethyl ether
• 1,4-dimethoxy benzene
• FEMA No. 2386
• NSC 7483
• CCRIS 5920
• HSDB 4259
• Dimethylether hydrochinonu [Czech]
• EINECS 205-771-9
• 1,4-Dimethoxybenzene-D6
• UNII-24WC6T6X0G
• 4-Methoxyphenol, methyl ether
• AI3-24139
• 24WC6T6X0G
• DTXSID0022014
• NSC-7483
• EC 205-771-9
• DTXCID102014
• CAS-150-78-7
• MFCD00008401
• p-Methoxy-Anisole
• p-dimethoxy benzene
• p-Dimethoxy-Benzene
• para-dimethoxybenzene
• Hydroquinone dimethyl
• PDMXE
• 1,4-di-methoxybenzene
• p-Xylene dimethyl ether
• hydroquinone dimethylether
• 1,4 - dimethoxybenzene
• Benceno, 1,4-dimetoxi-
• 1-Methoxy-4-methoxybenzene
• SCHEMBL8489
• Methyl 4-methoxyphenyl ether
• WLN: 1OR DO1
• MLS002454408
• BENZENE,1,4-DIMETHOXY
• CHEMBL1668604
• SCHEMBL12015220
• BDBM36302
• NSC7483
• P-DIMETHOXYBENZENE [FHFI]
• CHEBI:179261
• HMS2270C23
• 1,4-Dimethoxybenzene, 99%, FG
• STR02500
• WLN: T56 BNVNJ B1Q D1Q
• Tox21_201333
• Tox21_302782
• LS-878
• STK065405
• AKOS000119956
• CS-W016496
• HY-W015780
• NCGC00091220-01
• NCGC00091220-02
• NCGC00091220-03
• NCGC00256564-01
• NCGC00258885-01
• 1,4-Dimethoxybenzene, analytical standard
• HYDROQUINONE DIMETHYL ETHER [HSDB]
• PD158325
• SMR001252207
• 2-Benzimidazolinone,3-bis(hydroxymethyl)-
• 1, 3-Bis(hydroxymethyl)-2-benzimidazolinone
• D0629
• FT-0606887
• 1,4-Dimethoxybenzene, ReagentPlus(R), 99%
• EN300-16130
• D70298
• 1,4-Dimethoxybenzene Hydroquinone dimethyl ether
• A809075
• Q4545697
• W-108072
• 1,4-Dimethoxybenzene, Vetec(TM) reagent grade, 98%
• Z53833835
• F1908-0181
• InChI=1/C8H10O2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H,1-2H
• 42500-66-3
• HYDROQUINONE DIMETHYL ETHER (SEE ALSO: HYDROQUINONE MONOMETHYL ETHER (CAS 150-76-5))

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9698	96.98%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8277	82.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9738	97.38%
OATP1B3 inhibitior	+	0.9798	97.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8739	87.39%
P-glycoprotein inhibitior	-	0.9833	98.33%
P-glycoprotein substrate	-	0.9917	99.17%
CYP3A4 substrate	-	0.7750	77.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4320	43.20%
CYP3A4 inhibition	-	0.9297	92.97%
CYP2C9 inhibition	-	0.9765	97.65%
CYP2C19 inhibition	-	0.8026	80.26%
CYP2D6 inhibition	-	0.9548	95.48%
CYP1A2 inhibition	+	0.6957	69.57%
CYP2C8 inhibition	-	0.9765	97.65%
CYP inhibitory promiscuity	-	0.7733	77.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5671	56.71%
Carcinogenicity (trinary)	Non-required	0.5329	53.29%
Eye corrosion	+	0.9320	93.20%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.7667	76.67%
Skin corrosion	-	0.9057	90.57%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6241	62.41%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5915	59.15%
skin sensitisation	+	0.7816	78.16%
Respiratory toxicity	-	0.9778	97.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	1.0000	100.00%
Nephrotoxicity	+	0.5784	57.84%
Acute Oral Toxicity (c)	III	0.9023	90.23%
Estrogen receptor binding	-	0.7818	78.18%
Androgen receptor binding	-	0.5105	51.05%
Thyroid receptor binding	-	0.8059	80.59%
Glucocorticoid receptor binding	-	0.7456	74.56%
Aromatase binding	-	0.8019	80.19%
PPAR gamma	-	0.7992	79.92%
Honey bee toxicity	-	0.9820	98.20%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	+	0.8900	89.00%
Fish aquatic toxicity	-	0.4465	44.65%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL261	P00915	Carbonic anhydrase I	8210 nM	Ki	PMID: 21282059
CHEMBL205	P00918	Carbonic anhydrase II	3350 nM	Ki	PMID: 21282059
CHEMBL3594	Q16790	Carbonic anhydrase IX	4150 nM	Ki	PMID: 21282059
CHEMBL2326	P43166	Carbonic anhydrase VII	3880 nM	Ki	PMID: 22668600
CHEMBL3242	O43570	Carbonic anhydrase XII	4020 nM	Ki	PMID: 21282059
CHEMBL3510	Q9ULX7	Carbonic anhydrase XIV	6790 nM	Ki	PMID: 22668600

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.51%	96.09%
CHEMBL4208	P20618	Proteasome component C5	87.97%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	85.68%	93.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.77%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.02%	96.00%

Plants that contains it

• Achillea abrotanoides
• Aconitum fischeri
• Apocynum androsaemifolium
• Clusia spiritu-sanctensis
• Espeletia grandiflora
• Foeniculum vulgare
• Huperzia yunnanensis
• Hyacinthus orientalis
• Lagascea mollis
• Pulmonaria mollis
• Pyrola media
• Rosa rugosa
• Tetracera alnifolia

Cross-Links

• PubChem: 9016
• NPASS: NPC23837
• ChEMBL: CHEMBL1668604
• LOTUS: LTS0257337
• wikiData: Q4545697