2-Hydroxy-4-methoxy benzaldehyde

  • GreenMolBD CID : 2790
  • Molecular Formula : C8H8O3
  • Molecular Weight : 152.149
  • Exact Molecular Mass : 152.047
  • IUPAC Name : 2-hydroxy-4-methoxybenzaldehyde
  • InChI : InChI=1S/C8H8O3/c1-11-7-3-2-6(5-9)8(10)4-7/h2-5,10H,1H3
  • InChI Key : WZUODJNEIXSNEU-UHFFFAOYSA-N
  • Canonical SMILES : COC1=CC(=C(C=C1)C=O)O
  • Isomeric SMILES : COc1ccc(c(c1)O)C=O
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

1.2. Taxonomy Tree

1.3. Alternative Parent

Hydroxybenzaldehydes; Phenoxy compounds; Methoxybenzenes; Benzoyl derivatives; Anisoles; Alkyl aryl ethers; 1-hydroxy-4-unsubstituted benzenoids; 1-hydroxy-2-unsubstituted benzenoids; Vinylogous acids; Organic oxides; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic homomonocyclic compounds

1.5. Substituents

Methoxyphenol; Hydroxybenzaldehyde; Phenoxy compound; Anisole; Benzaldehyde; Methoxybenzene; Benzoyl; Phenol ether; 1-hydroxy-4-unsubstituted benzenoid; 1-hydroxy-2-unsubstituted benzenoid; Alkyl aryl ether; Aryl-aldehyde; Monocyclic benzene moiety; Vinylogous acid; Ether; Aldehyde; Hydrocarbon derivative; Organic oxide; Organic oxygen compound; Organooxygen compound; Aromatic homomonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
1.2133 46.53 1 3 11 2 6 6 4.00463 198.091 163.413 0.768077

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-95.216987 3.55 -4.783 -9.23817 -0.32836 4.455

4. Compound Reactivity

DLP nRFG nLMR
2 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 0.931864 4443.96 0.101559 None Strong None Degradable 0.0114244 7.38954

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
2-Hydroxy-4-methoxybenzaldehyde
673-22-3
4-Methoxysalicylaldehyde
Benzaldehyde, 2-hydroxy-4-methoxy-
4-Methoxysalicyaldehyde
2-Hydroxy-4-methoxy-benzaldehyde
o-Hydroxy-p-methoxybenzaldehyde
p-Anisaldehyde, 2-hydroxy-
Salicylaldehyde, 4-methoxy-
2-Hydroxy-p-anisaldehyde
2-Formyl-5-methoxyphenol
EINECS 211-604-0
NSC 155334
BRN 1072443
AI3-38507
CHEMBL350966
4-methoxy-2-hydroxybenzaldehyde
WZUODJNEIXSNEU-UHFFFAOYSA-N
MFCD00003327
SBB063106
UNII-2N395P88LW
2-hydroxyanisaldehyde
PubChem8148
4-o-Methylresorcylaldehyde
ACMC-1B4IA
4-Methoxyl Salicylaldehyde
4-Formyl-3-hydroxyanisole
AC1L2C8N
AC1Q48WA
AC1Q6Q7F
2-hydroxy4methoxybenzaldehyde
ghl.PD_Mitscher_leg0.298
4-08-00-01754 (Beilstein Handbook Reference)
KSC490M0D
SCHEMBL133876
2-hydroxy-4methoxybenzaldehyde
2-Hydroxy-4-methoxybenazldehyde
4-methoxy-6-hydroxybenzaldehyde
DTXSID1060970
2-hydroxyl-4-methoxybenzaldehyde
4-METHOXY SALICYLAIDEHYDE
CTK3J0601
2-hydroxy-4-methoxy benzaldehyde
4-methoxy-2-hydroxy-benzaldehyde
4-methoxy-2-oxidanyl-benzaldehyde
MolPort-000-881-520
2N395P88LW
ACT00666
CS-D1182
KS-00000B0H
ZINC1420780
ANW-35322
BDBM50139368
CL8285
EBD541082
FC0770
NSC155334
AKOS000112553
2-Hydroxy-4-methoxybenzaldehyde, 98%
MCULE-1711218804
NSC-155334
PS-3237
QC-1328
RP21579
RTR-037455
TRA0038718
AC-24065
AJ-25801
AK-26247
AN-47174
BP-11480
BR-26247
BT000172
CJ-04937
CJ-23325
I227
KB-24421
LS-20027
OR001303
SC-06200
SY012932
AB0007202
AB1002158
DB-021178
TL8004743
TR-037455
AM20060850
FT-0602352
ST24032488
ST50824320
EN300-24375
M-4298
673H223
A835710
I01-0362
W-104720
InChI=1/C8H8O3/c1-11-7-3-2-6(5-9)8(10)4-7/h2-5,10H,1H

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
2-Hydroxy-4-methoxy benzaldehyde
Hemidesmus indicus br. Root; Stem 5 , 6 , 7 , 8 , 9 , 10 , 11 , 22
Ichnocarpus frutescens Root 10

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
78 Tyrosinase Homo sapiens 30000 14741268

10. Chemical Vendors

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