Butylated hydroxyanisole (BHA)
Relevant Data
Food Additives Approved in the United States
Food Additives Approved by WHO:
General Information
| Chemical name | Butylated hydroxyanisole (BHA) |
| E No. | E 320 |
| INS. | 320 |
| CAS number | 25013-16-5 |
| Group | No |
| Component of the group |
Gallates, TBHQ and BHA (E 310 - 320) Gallates, TBHQ, BHA and BHT (E 310 - 321) |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 8456 |
| IUPAC Name | 2-tert-butyl-4-methoxyphenol |
| InChI | InChI=1S/C11H16O2/c1-11(2,3)9-7-8(13-4)5-6-10(9)12/h5-7,12H,1-4H3 |
| InChI Key | MRBKEAMVRSLQPH-UHFFFAOYSA-N |
| Canonical SMILES | CC(C)(C)C1=C(C=CC(=C1)OC)O |
| Molecular Formula | C11H16O2 |
| Wikipedia | 3-tert-butyl-4-hydroxyanisole |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 180.247 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 2 |
| Complexity | 160.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B w M 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 G g A A C A A A D g S A m A I y B o A A B g C A A i B C A A A C C A A g I A A I i A A G C I g M J i K G M R q A c C A k w B E I u A f A w P A P g Q A B A A A I A A A C A A I A A B A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 29.5 |
| Monoisotopic Mass | 180.115 |
| Exact Mass | 180.115 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 13 |
| 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+ | 0.9007 |
| Human Intestinal Absorption | HIA+ | 0.9903 |
| Caco-2 Permeability | Caco2+ | 0.8864 |
| P-glycoprotein Substrate | Non-substrate | 0.6469 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8490 |
| Non-inhibitor | 0.9368 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8889 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.9024 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7671 |
| CYP450 2D6 Substrate | Non-substrate | 0.5652 |
| CYP450 3A4 Substrate | Substrate | 0.5541 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.5624 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9200 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9142 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7903 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8145 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7835 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9511 |
| Non-inhibitor | 0.9225 | |
| AMES Toxicity | Non AMES toxic | 0.9344 |
| Carcinogens | Non-carcinogens | 0.7320 |
| Fish Toxicity | High FHMT | 0.5200 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.7314 |
| Honey Bee Toxicity | High HBT | 0.8658 |
| Biodegradation | Not ready biodegradable | 0.8871 |
| Acute Oral Toxicity | III | 0.8429 |
| Carcinogenicity (Three-class) | Non-required | 0.6353 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.9751 | LogS |
| Caco-2 Permeability | 1.6943 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8232 | LD50, mol/kg |
| Fish Toxicity | 0.4143 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.2241 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Phenols |
| Subclass | Methoxyphenols |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Methoxyphenols |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Methoxyphenol - 4-alkoxyphenol - Phenylpropane - Phenoxy compound - Methoxybenzene - Phenol ether - Anisole - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Monocyclic benzene moiety - Ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound |
| 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. |
From ClassyFire