Guaiacol Details
: IUPAC Name
2-methoxyphenol
:Chemical Class
Alcohol
:CAS Registry Number
90-05-1
:Description
:Fragrance Type
smoke-like
Physical and Chemical properties
| PUBCHEM ID | 460 |
| Molecular Weight (mg/mol) | 124.137 |
| Molecular Formula | C7H8O2 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 1 |
| IUPAC Name | 2-methoxyphenol |
| Canonical SMILES | COc1ccccc1O |
| PUBCHEM IUPAC INCHIKEY | LHGVFZTZFXWLCP-UHFFFAOYSA-N |
| Solubility Level | 4 |
| Vapour Pressure | -1.11 |
Absorption and Metabolism information
| XLOGP3 AA | |
| CACTVS TPSA | 29.5 |
| BBB Level | 2 |
| Absorption Level | 0 |
| EXT PPB#Prediction | 1 |
| AlogP98 | 1.571 |
| EXT CYP2D6#Prediction | 0 |
Toxicological Information
| Mouse Female FDA | Non-Carcinogen |
| Mouse Male FDA | Multi-Carcinogen |
| Rat Female FDA | Multi-Carcinogen |
| Rat Male FDA | Non-Carcinogen |
| Ames Prediction | Non-Mutagen |
| Developmental / Reproductive Toxicity | Toxic |
| Rat Oral LD50 | 1.42586 g/kg_body_weight |
| Ocular Irritancy | Severe |
| Hepatotoxic#Prediction | 1 |
| Effected Human Genes |
Ecological Information
| Aerobic Biodegradability Prediction | Degradable |
Hazard(s) Identification
| Physical hazards | not classified |
| Health hazards | Mild |
| Environmental hazards | not classified |
Compound Biological Activity
| Serial No. | Cas No | Gene Symbol | Organism | Interaction | Interaction Actions | PubMed Id |
|---|---|---|---|---|---|---|
| 1 | 90-05-1 | IL6 | Mus musculus | 12-dehydrogingerdione inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 protein] | decreases^reaction|increases^expression | 23027684 |
| 2 | 90-05-1 | IL6 | Mus musculus | 12-dehydrogingerdione inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 protein] | decreases^reaction|increases^expression | 23027684 |
| 3 | 90-05-1 | NOS2 | Mus musculus | 12-dehydrogingerdione inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 mRNA] | decreases^reaction|increases^expression | 23027684 |
| 4 | 90-05-1 | NOS2 | Mus musculus | 12-dehydrogingerdione inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 mRNA] | decreases^reaction|increases^expression | 23027684 |
| 5 | 90-05-1 | PTGS2 | Mus musculus | 12-dehydrogingerdione inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 mRNA] | decreases^reaction|increases^expression | 23027684 |
| 6 | 90-05-1 | PTGS2 | Mus musculus | 12-dehydrogingerdione inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 mRNA] | decreases^reaction|increases^expression | 23027684 |
| 7 | 90-05-1 | PTGS2 | Mus musculus | 4,8-bis(4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo(3.3.0)octane-2,6-dione inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2] | decreases^reaction|increases^expression | 16277019 |
| 8 | 90-05-1 | PTGS2 | Mus musculus | 4,8-bis(4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo(3.3.0)octane-2,6-dione inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2] | decreases^reaction|increases^expression | 16277019 |
| 9 | 90-05-1 | ALB | Homo sapiens | 4-ethylguaiacol binds to ALB protein | affects^binding | 11334365 |
| 10 | 90-05-1 | ALB | Homo sapiens | 4-ethylguaiacol binds to ALB protein | affects^binding | 11334365 |
| 11 | 90-05-1 | ADIPOQ | Mus musculus | aza-(6)-gingerol inhibits the reaction [TNF protein results in decreased expression of ADIPOQ mRNA] | decreases^expression|decreases^reaction | 21851089 |
| 12 | 90-05-1 | ADIPOQ | Mus musculus | aza-(6)-gingerol inhibits the reaction [TNF protein results in decreased expression of ADIPOQ mRNA] | decreases^expression|decreases^reaction | 21851089 |
| 13 | 90-05-1 | INS1 | Mus musculus | aza-(6)-gingerol inhibits the reaction [Dietary Fats results in increased expression of INS1 protein] | decreases^reaction|increases^expression | 21851089 |
| 14 | 90-05-1 | INS1 | Mus musculus | aza-(6)-gingerol inhibits the reaction [Dietary Fats results in increased expression of INS1 protein] | decreases^reaction|increases^expression | 21851089 |
| 15 | 90-05-1 | LEP | Mus musculus | aza-(6)-gingerol inhibits the reaction [Dietary Fats results in increased expression of LEP mRNA] | decreases^reaction|increases^expression | 21851089 |
| 16 | 90-05-1 | LEP | Mus musculus | aza-(6)-gingerol inhibits the reaction [Dietary Fats results in increased expression of LEP mRNA] | decreases^reaction|increases^expression | 21851089 |
| 17 | 90-05-1 | LEP | Mus musculus | aza-(6)-gingerol inhibits the reaction [Dietary Fats results in increased expression of LEP protein] | decreases^reaction|increases^expression | 21851089 |
| 18 | 90-05-1 | LEP | Mus musculus | aza-(6)-gingerol inhibits the reaction [Dietary Fats results in increased expression of LEP protein] | decreases^reaction|increases^expression | 21851089 |
| 19 | 90-05-1 | SREBF1 | Mus musculus | [Dietary Fats co-treated with aza-(6)-gingerol] results in decreased expression of SREBF1 mRNA | affects^cotreatment|decreases^expression | 21851089 |
| 20 | 90-05-1 | SREBF1 | Mus musculus | [Dietary Fats co-treated with aza-(6)-gingerol] results in decreased expression of SREBF1 mRNA | affects^cotreatment|decreases^expression | 21851089 |
| 21 | 90-05-1 | IL1B | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B mRNA] | decreases^reaction|increases^expression | 16924582 |
| 22 | 90-05-1 | IL1B | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B mRNA] | decreases^reaction|increases^expression | 16924582 |
| 23 | 90-05-1 | IL1B | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B protein] | decreases^reaction|increases^expression | 16924582 |
| 24 | 90-05-1 | IL1B | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B protein] | decreases^reaction|increases^expression | 16924582 |
| 25 | 90-05-1 | IL6 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 mRNA] | decreases^reaction|increases^expression | 16924582 |
| 26 | 90-05-1 | IL6 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 mRNA] | decreases^reaction|increases^expression | 16924582 |
| 27 | 90-05-1 | IL6 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 protein] | decreases^reaction|increases^expression | 16924582 |
| 28 | 90-05-1 | IL6 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 protein] | decreases^reaction|increases^expression | 16924582 |
| 29 | 90-05-1 | NOS2 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 mRNA] | decreases^reaction|increases^expression | 16924582 |
| 30 | 90-05-1 | NOS2 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 mRNA] | decreases^reaction|increases^expression | 16924582 |
| 31 | 90-05-1 | NOS2 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein] | decreases^reaction|increases^expression | 16924582 |
| 32 | 90-05-1 | NOS2 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein] | decreases^reaction|increases^expression | 16924582 |
| 33 | 90-05-1 | PTGS2 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 mRNA] | decreases^reaction|increases^expression | 16924582 |
| 34 | 90-05-1 | PTGS2 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 mRNA] | decreases^reaction|increases^expression | 16924582 |
| 35 | 90-05-1 | PTGS2 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein] | decreases^reaction|increases^expression | 16924582 |
| 36 | 90-05-1 | PTGS2 | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein] | decreases^reaction|increases^expression | 16924582 |
| 37 | 90-05-1 | RELA | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased activity of RELA protein] | decreases^reaction|increases^activity | 16924582 |
| 38 | 90-05-1 | RELA | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased activity of RELA protein] | decreases^reaction|increases^activity | 16924582 |
| 39 | 90-05-1 | TNF | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of TNF mRNA] | decreases^reaction|increases^expression | 16924582 |
| 40 | 90-05-1 | TNF | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of TNF mRNA] | decreases^reaction|increases^expression | 16924582 |
| 41 | 90-05-1 | TNF | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of TNF protein] | decreases^reaction|increases^expression | 16924582 |
| 42 | 90-05-1 | TNF | Mus musculus | gigantol inhibits the reaction [Lipopolysaccharides results in increased expression of TNF protein] | decreases^reaction|increases^expression | 16924582 |
| 43 | 90-05-1 | AKR1B1 | Cricetulus griseus | Guaiacol metabolite results in increased activity of AKR1B1 protein | increases^activity | 14676331 |
| 44 | 90-05-1 | AKR1B1 | Cricetulus griseus | Guaiacol metabolite results in increased activity of AKR1B1 protein | increases^activity | 14676331 |
| 45 | 90-05-1 | ALB | Homo sapiens | Guaiacol binds to ALB protein | affects^binding | 11334365 |
| 46 | 90-05-1 | ALB | Homo sapiens | Guaiacol binds to ALB protein | affects^binding | 11334365 |
| 47 | 90-05-1 | CA1 | Homo sapiens | Guaiacol results in decreased activity of CA1 protein | decreases^activity | 19231207 |
| 48 | 90-05-1 | CA1 | Homo sapiens | Guaiacol results in decreased activity of CA1 protein | decreases^activity | 19231207 |
| 49 | 90-05-1 | CA2 | Homo sapiens | Guaiacol results in decreased activity of CA2 protein | decreases^activity | 19231207 |
| 50 | 90-05-1 | CA2 | Homo sapiens | Guaiacol results in decreased activity of CA2 protein | decreases^activity | 19231207 |
| 51 | 90-05-1 | GABRA1 | Bos taurus | Guaiacol promotes the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB1 protein]] | affects^binding|increases^activity|increases^reaction | 14664509 |
| 52 | 90-05-1 | GABRA1 | Bos taurus | Guaiacol promotes the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB1 protein]] | affects^binding|increases^activity|increases^reaction | 14664509 |
| 53 | 90-05-1 | PTGS2 | Mus musculus | Guaiacol inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 mRNA] | decreases^reaction|increases^expression | 17465205 |
| 54 | 90-05-1 | PTGS2 | Mus musculus | Guaiacol inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 mRNA] | decreases^reaction|increases^expression | 17465205 |
| 55 | 90-05-1 | CASP3 | Homo sapiens | tetrachloroguaiacol results in increased activity of CASP3 protein | increases^activity | 19766705 |
| 56 | 90-05-1 | CASP3 | Homo sapiens | tetrachloroguaiacol results in increased activity of CASP3 protein | increases^activity | 19766705 |
| 57 | 90-05-1 | AR | Homo sapiens | zingerone binds to and results in decreased activity of AR protein | affects^binding|decreases^activity | 20226658 |
| 58 | 90-05-1 | AR | Homo sapiens | zingerone binds to and results in decreased activity of AR protein | affects^binding|decreases^activity | 20226658 |
| 59 | 90-05-1 | BAX | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased expression of BAX protein] | decreases^reaction|increases^expression | 28442378 |
| 60 | 90-05-1 | BAX | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased expression of BAX protein] | decreases^reaction|increases^expression | 28442378 |
| 61 | 90-05-1 | BCL2 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in decreased expression of BCL2 protein] | decreases^expression|decreases^reaction | 28442378 |
| 62 | 90-05-1 | BCL2 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in decreased expression of BCL2 protein] | decreases^expression|decreases^reaction | 28442378 |
| 63 | 90-05-1 | CASP3 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased expression of CASP3 protein] | decreases^reaction|increases^expression | 28442378 |
| 64 | 90-05-1 | CASP3 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased expression of CASP3 protein] | decreases^reaction|increases^expression | 28442378 |
| 65 | 90-05-1 | CASP9 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased expression of CASP9 protein] | decreases^reaction|increases^expression | 28442378 |
| 66 | 90-05-1 | CASP9 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased expression of CASP9 protein] | decreases^reaction|increases^expression | 28442378 |
| 67 | 90-05-1 | CYB5A | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased activity of CYB5A protein] | decreases^reaction|increases^activity | 28442378 |
| 68 | 90-05-1 | CYB5A | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased activity of CYB5A protein] | decreases^reaction|increases^activity | 28442378 |
| 69 | 90-05-1 | CYB5R3 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased activity of CYB5R3 protein] | decreases^reaction|increases^activity | 28442378 |
| 70 | 90-05-1 | CYB5R3 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased activity of CYB5R3 protein] | decreases^reaction|increases^activity | 28442378 |
| 71 | 90-05-1 | CYP2E1 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased activity of CYP2E1 protein] | decreases^reaction|increases^activity | 28442378 |
| 72 | 90-05-1 | CYP2E1 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased activity of CYP2E1 protein] | decreases^reaction|increases^activity | 28442378 |
| 73 | 90-05-1 | HMGCR | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased activity of HMGCR protein] | decreases^reaction|increases^activity | 28442378 |
| 74 | 90-05-1 | HMGCR | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased activity of HMGCR protein] | decreases^reaction|increases^activity | 28442378 |
| 75 | 90-05-1 | LCAT | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in decreased activity of LCAT protein] | decreases^activity|decreases^reaction | 28442378 |
| 76 | 90-05-1 | LCAT | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in decreased activity of LCAT protein] | decreases^activity|decreases^reaction | 28442378 |
| 77 | 90-05-1 | LPL | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in decreased activity of LPL protein] | decreases^activity|decreases^reaction | 28442378 |
| 78 | 90-05-1 | LPL | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in decreased activity of LPL protein] | decreases^activity|decreases^reaction | 28442378 |
| 79 | 90-05-1 | NOS2 | Rattus norvegicus | zingerone results in decreased expression of NOS2 protein | decreases^expression | 20211236 |
| 80 | 90-05-1 | NOS2 | Rattus norvegicus | zingerone results in decreased expression of NOS2 protein | decreases^expression | 20211236 |
| 81 | 90-05-1 | NQO1 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in decreased activity of NQO1 protein] | decreases^activity|decreases^reaction | 28442378 |
| 82 | 90-05-1 | NQO1 | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in decreased activity of NQO1 protein] | decreases^activity|decreases^reaction | 28442378 |
| 83 | 90-05-1 | OLFR73 | Mus musculus | zingerone binds to and results in increased activity of OLFR73 protein | affects^binding|increases^activity | 21142015 |
| 84 | 90-05-1 | OLFR73 | Mus musculus | zingerone binds to and results in increased activity of OLFR73 protein | affects^binding|increases^activity | 21142015 |
| 85 | 90-05-1 | POR | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased activity of POR protein] | decreases^reaction|increases^activity | 28442378 |
| 86 | 90-05-1 | POR | Rattus norvegicus | zingerone inhibits the reaction [Ethanol results in increased activity of POR protein] | decreases^reaction|increases^activity | 28442378 |
| 87 | 90-05-1 | PTGS2 | Rattus norvegicus | zingerone results in decreased expression of PTGS2 protein | decreases^expression | 20211236 |
| 88 | 90-05-1 | PTGS2 | Rattus norvegicus | zingerone results in decreased expression of PTGS2 protein | decreases^expression | 20211236 |
| Serial No. | Activity Name | Details | References (PubMed) | Other details EPA (U.S) | Clinical Trials (U.S. NIH) |
|---|---|---|---|---|---|
| 1 | 90-05-1 | Guaiacol |
Plant Variety and Essential oils
| Serial No. | Plant Name | Variety Name | Essential Oil | Compound Percentage |
|---|---|---|---|---|
| 1 | Scotch spearmint | Mukta | Mentha X gracilis Mukta essential oil |
Compound Image
2D Structure
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