TOLUENE-2,4-DIAMINE
General Information
| Mainterm | TOLUENE-2,4-DIAMINE |
| CAS Reg.No.(or other ID) | 95-80-7 |
| Regnum |
177.2600 |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 7261 |
| IUPAC Name | 4-methylbenzene-1,3-diamine |
| InChI | InChI=1S/C7H10N2/c1-5-2-3-6(8)4-7(5)9/h2-4H,8-9H2,1H3 |
| InChI Key | VOZKAJLKRJDJLL-UHFFFAOYSA-N |
| Canonical SMILES | CC1=C(C=C(C=C1)N)N |
| Molecular Formula | C7H10N2 |
| Wikipedia | toluene-2,4-diamine |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 122.171 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Complexity | 92.9 |
| CACTVS Substructure Key Fingerprint | A A A D c c B j A A A A A A A A A A A A A A A A A A A A A A A A A A A w A A A A A A A A A A A B A A A A H A A Q A A A A D A i B G A A y w I B A A A C A A i R C Q A C C A A A g A g A I i A A A Z I g I I C K A 0 d G A I A B g k A A I y A c Q g A A O C A A A A A Q C A A A Q A A A A C A Q A A A A A A A A A A A = = |
| Topological Polar Surface Area | 52.0 |
| Monoisotopic Mass | 122.084 |
| Exact Mass | 122.084 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 9 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.8730 |
| Human Intestinal Absorption | HIA+ | 0.9495 |
| Caco-2 Permeability | Caco2+ | 0.7008 |
| P-glycoprotein Substrate | Non-substrate | 0.7875 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9412 |
| Non-inhibitor | 0.9626 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8874 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.6839 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7861 |
| CYP450 2D6 Substrate | Non-substrate | 0.8674 |
| CYP450 3A4 Substrate | Non-substrate | 0.7857 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.8756 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8234 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9836 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8845 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8932 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.5094 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9802 |
| Non-inhibitor | 0.9143 | |
| AMES Toxicity | AMES toxic | 0.9849 |
| Carcinogens | Carcinogens | 0.5379 |
| Fish Toxicity | High FHMT | 0.5715 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.6156 |
| Honey Bee Toxicity | Low HBT | 0.7990 |
| Biodegradation | Not ready biodegradable | 0.9194 |
| Acute Oral Toxicity | II | 0.7158 |
| Carcinogenicity (Three-class) | Non-required | 0.7073 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.3140 | LogS |
| Caco-2 Permeability | 1.2667 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.6185 | LD50, mol/kg |
| Fish Toxicity | 2.4285 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.2956 | pIGC50, ug/L |
From admetSAR
Toxicity Profile
| Route of Exposure | |
|---|---|
| Mechanism of Toxicity | |
| Metabolism | |
| Toxicity Values | |
| Lethal Dose | |
| Carcinogenicity (IARC Classification) | 2B, possibly carcinogenic to humans. |
| Minimum Risk Level | |
| Health Effects | |
| Treatment | |
| Reference |
|
From T3DB
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Toluenes |
| Intermediate Tree Nodes | Aminotoluenes |
| Direct Parent | Diaminotoluenes |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Diaminotoluene - Aniline or substituted anilines - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Amine - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as diaminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group exactly 2 amino groups. |
From ClassyFire
Targets
- General Function:
- Zinc ion binding
- Specific Function:
- Orphan receptor that acts as transcription activator in the absence of bound ligand. Binds specifically to an estrogen response element and activates reporter genes controlled by estrogen response elements (By similarity). Induces the expression of PERM1 in the skeletal muscle.
- Gene Name:
- ESRRG
- Uniprot ID:
- P62508
- Molecular Weight:
- 51305.485 Da
References
- Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]
- General Function:
- Transcription regulatory region dna binding
- Specific Function:
- Ligand-activated transcriptional activator. Binds to the XRE promoter region of genes it activates. Activates the expression of multiple phase I and II xenobiotic chemical metabolizing enzyme genes (such as the CYP1A1 gene). Mediates biochemical and toxic effects of halogenated aromatic hydrocarbons. Involved in cell-cycle regulation. Likely to play an important role in the development and maturation of many tissues. Regulates the circadian clock by inhibiting the basal and circadian expression of the core circadian component PER1. Inhibits PER1 by repressing the CLOCK-ARNTL/BMAL1 heterodimer mediated transcriptional activation of PER1.
- Gene Name:
- AHR
- Uniprot ID:
- P35869
- Molecular Weight:
- 96146.705 Da
References
- Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]
From T3DB