1,2-Dimethoxybenzene

  • GreenMolBD CID : 101
  • Molecular Formula : C8H10O2
  • Molecular Weight : 138.166
  • Exact Molecular Mass : 138.068
  • IUPAC Name : 1,2-dimethoxybenzene
  • InChI : InChI=1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3
  • InChI Key : ABDKAPXRBAPSQN-UHFFFAOYSA-N
  • Canonical SMILES : COC1=CC=CC=C1OC
  • Isomeric SMILES : COc1ccccc1OC
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.

1.2. Taxonomy Tree

1.3. Alternative Parent

Phenoxy compounds; Anisoles; Alkyl aryl ethers; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic homomonocyclic compounds

1.5. Substituents

O-dimethoxybenzene; Dimethoxybenzene; Phenoxy compound; Phenol ether; Anisole; Alkyl aryl ether; Ether; Organic oxygen compound; Hydrocarbon derivative; Organooxygen compound; Aromatic homomonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
1.7038 18.46 0 2 10 2 6 6 3.9546 199.051 163.593 0.694123

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-48.24189 0.7 -4.166 -8.64084 0.30822 4.475

4. Compound Reactivity

DLP nRFG nLMR
4 0 2

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Non-Carcinogen Non-Mutagen Toxic 1.63769 6875.15 0.164234 Moderate Strong Mild Degradable 0.0261501 1.16639

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes No Yes Yes Yes Yes

7. Synonyms

Name
1,2-Dimethoxybenzene
Veratrole
91-16-7
Veratrol
Pyrocatechol dimethyl ether
O-DIMETHOXYBENZENE
Catechol dimethyl ether
Benzene, 1,2-dimethoxy-
2-Methoxyanisole
O,O-Dimethyl catechol
2-Dimethoxybenzol
Benzene, o-dimethoxy-
Synthol
Brenzkatechindimethylether
Methyl guaiacol
Dimethylether pyrokatechinu
UNII-61WJZ2Q41I
NSC 16934
o-dimethoxy-benzene
Guaiacol methylether
Orthodimethoxybenzene
FEMA No. 3799
1,2-dimethoxy benzene
Dimethylether pyrokatechinu [Czech]
EINECS 202-045-3
AI3-02281
CHEMBL1668603
CHEBI:59114
1,2-Dimethoxybenzene (veratrole)
ABDKAPXRBAPSQN-UHFFFAOYSA-N
Veratrole (1,2-Dimethoxybenzene)
MFCD00008357
dimethylcatechol
dimethoxy benzene
catechol dimethylether
DIMETHOXYBENZENE
1,2-dimethoxy-benzen
1,2-dimethoxy-benzene
PubChem15018
AC1L1NVJ
AC1Q4FFT
ACMC-209r8c
bmse010219
DSSTox_CID_27065
DSSTox_RID_82081
NCIOpen2_004258
DSSTox_GSID_47065
WLN: 1OR BO1
ghl.PD_Mitscher_leg0.397
KSC206M5F
SCHEMBL105872
61WJZ2Q41I
DTXSID7047065
CTK1A6652
FEMA 3799
KS-00000EVL
1,2-Dimethoxybenzene (veratroI)
1,2-Dimethoxybenzene (Veratrol)
MolPort-001-768-564
BB_SC-9395
ZINC388251
CS-B1822
NSC16934
Tox21_302297
ANW-39562
BBL011562
BDBM50336488
NSC-16934
SBB060065
STL146732
1,2-Dimethoxybenzene, >=99%, FG
AKOS000120951
ACN-051071
AS06960
LS11385
MCULE-8606899989
RP20444
RTR-033048
TRA0094398
CAS-91-16-7
NCGC00256103-01
AJ-20512
AK-48587
AN-24208
BR-48587
CJ-03169
KB-10143
LS-29871
OR034089
OR371482
OR371483
SC-18092
ZB011383
DB-013756
TL8005843
TR-033048
D0627
FT-0659804
ST24032132
ST51046312
1,2-Dimethoxybenzene, ReagentPlus(R), 99%
M-5975
1,2-Dimethoxybenzene, puriss., >=99.0% (GC)
I01-6854
Q-200062
1,2-Dimethoxybenzene, Vetec(TM) reagent grade, 98%
Z53833941
F1908-0109
InChI=1/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
1,2-Dimethoxybenzene
Abelmoschus esculentus (L.) Moench Pod 3
Biophytum sensitivum (L.) DC. 2 , 5
Litchi chinensis Fruit 9

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
7 carbonic anhydrase 1 CA1 Homo sapiens 10.4 568362
7 carbonic anhydrase 1 CA1 Homo sapiens 10.4 644084
8 carbonic anhydrase 12 CA12 Homo sapiens 8.36 568365
129 carbonic anhydrase 14 CA14 Homo sapiens 6.83 729533
9 carbonic anhydrase 2 CA2 Homo sapiens 0.5 568363
9 carbonic anhydrase 2 CA2 Homo sapiens 0.5 644085
97 Carbonic anhydrase 3 Bos taurus 4240 10.1016/j.ejmech.2011.12.022 22245047
97 Carbonic anhydrase 3 CA3 Bos taurus 4.24 644088
10 carbonic anhydrase 4 CA4 Homo sapiens 14.32 644036
10 carbonic anhydrase 4 CA4 Homo sapiens 14.32 644086
22 carbonic anhydrase 6 CA6 Homo sapiens 234.7 644034
22 carbonic anhydrase 6 CA6 Homo sapiens 234.7 644087
98 Carbonic anhydrase 6 (CA VI) Homo sapiens 234700 10.1016/j.bmcl.2011.12.069 22230050
98 Carbonic anhydrase 6 (CA VI) Homo sapiens 234700 10.1016/j.ejmech.2011.12.022 22245047
130 carbonic anhydrase 7 CA7 Homo sapiens 7.25 729536
131 carbonic anhydrase 9 CA9 Homo sapiens 8.63 568364
99 Carbonic Anhydrase I Homo sapiens 10400 10.1016/j.bmc.2011.01.016 21282059
99 Carbonic Anhydrase I Homo sapiens 10400 10.1016/j.ejmech.2011.12.022 22245047
100 Carbonic Anhydrase II Homo sapiens 500 10.1016/j.bmc.2011.01.016 21282059
100 Carbonic Anhydrase II Homo sapiens 500 10.1016/j.ejmech.2011.12.022 22245047
101 Carbonic Anhydrase IV Homo sapiens 14320 10.1016/j.bmcl.2011.12.069 22230050
101 Carbonic Anhydrase IV Homo sapiens 14320 10.1016/j.ejmech.2011.12.022 22245047
132 Carbonic Anhydrase IX Homo sapiens 8630 10.1016/j.bmc.2011.01.016 21282059
133 Carbonic Anhydrase VII Homo sapiens 7250 10.1016/j.bmc.2012.05.019 22668600
134 Carbonic Anhydrase XII Homo sapiens 8360 10.1016/j.bmc.2011.01.016 21282059
135 Carbonic Anhydrase XIV Homo sapiens 6830 10.1016/j.bmc.2012.05.019 22668600
79 cytochrome P450 family 19 subfamily A member 1 CYP19A1 Homo sapiens 27.306 743083
57 estrogen receptor 1 ESR1 Homo sapiens 54.941 743069

10. Chemical Vendors

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