BUTYLATED HYDROXYANISOLE
Relevant Data
Food Additives Approved in the United States
Food Additives Approved by European Union:
General Information
| Synonyms: | BHA |
| Chemical Names: | 3-TERTIARY-BUTYL-4-HYDROXYANISOLE; MIXTURE OF 3- AND 2-TERTIARY-BUTYL-4- HYDROXYANISOLE |
| CAS number: | 25013-16-5 |
| FEMA number: | 2183 |
| INS: | 320 |
| Functional Class: |
Food Additives ANTIOXIDANT |
From apps.who.int
Evaluations
| Evaluation year: | 1988 |
| ADI: | 0-0.5 mg/kg bw |
| Meeting: | 33 |
| Specs Code: | R |
| Report: | TRS 776-JECFA 33/14 |
| Tox Monograph: | FAS 24-JECFA 33/3 |
| Specification: | COMPENDIUM ADDENDUM 11/FNP 52 Add. 11/89 (METALS LIMITS) (2003); FAO JECFA Monographs 1 vol.1/191 |
From apps.who.int
GSFA Provisions for BUTYLATED HYDROXYANISOLE
| Number | Food Category | Max Level | Notes |
|---|---|---|---|
| 07.0 | Bakery wares |
200 mg/kg | Note 180,Note 15 |
| 01.3.2 | Beverage whiteners |
100 mg/kg | Note 195,Note 15 |
| 06.3 | Breakfast cereals, including rolled oats |
200 mg/kg | Note 15,Note 196 |
| 02.1.1 | Butter oil, anhydrous milkfat, ghee |
175 mg/kg | Note 15,Note 133,Note 171 |
| 05.3 | Chewing gum |
400 mg/kg | Note 130 |
| 05.1.4 | Cocoa and chocolate products |
200 mg/kg | Note 130,Note 15,Note 303 |
| 05.2 | Confectionery including hard and soft candy, nougats, etc. other than food categories 05.1, 05.3 and 05.4 |
200 mg/kg | Note 130,Note 15,Note XS309R |
| 05.4 | Decorations (e.g. for fine bakery wares), toppings (non-fruit) and sweet sauces |
200 mg/kg | Note 130,Note 15 |
| 04.2.2.2 | Dried vegetables (including mushrooms and fungi, roots and tubers, pulses and legumes, and aloe vera), seaweeds, and nuts and seeds |
200 mg/kg | Note 76,Note 15,Note 196 |
| 03.0 | Edible ices, including sherbet and sorbet |
200 mg/kg | Note 195,Note 15 |
| 02.3 | Fat emulsions mainly of type oil-in-water, including mixed and/or flavoured products based on fat emulsions |
200 mg/kg | Note 130,Note 15 |
| 02.2.2 | Fat spreads, dairy fat spreads and blended spreads |
200 mg/kg | Note 130,Note 15 |
| 02.4 | Fat-based desserts excluding dairy-based dessert products of food category 01.7 |
200 mg/kg | Note 130,Note 15 |
| 13.6 | Food supplements |
400 mg/kg | Note 15,Note 196 |
| 09.2.2 | Frozen battered fish, fish fillets, and fish products, including mollusks, crustaceans, and echinoderms |
200 mg/kg | Note 180,Note 15,Note XS166 |
| 09.2.1 | Frozen fish, fish fillets, and fish products, including mollusks, crustaceans, and echinoderms |
200 mg/kg | Note 180,Note XS191,Note XS165,Note XS95,Note XS315,Note XS312,Note 15,Note XS36,Note 392,Note XS190,Note XS92 |
| 09.4 | Fully preserved, including canned or fermented fish and fish products, including mollusks, crustaceans, and echinoderms |
200 mg/kg | Note 180,Note 15 |
| 12.2 | Herbs, spices, seasonings and condiments (e.g. seasoning for instant noodles) |
200 mg/kg | Note 130,Note 15 |
| 02.1.3 | Lard, tallow, fish oil, and other animal fats |
200 mg/kg | Note 130,Note 15 |
| 01.5.1 | Milk powder and cream powder (plain) |
100 mg/kg | Note 15,Note 196 |
| 06.4.3 | Pre-cooked pastas and noodles and like products |
200 mg/kg | Note 130,Note 15 |
| 08.3 | Processed comminuted meat, poultry, and game products |
200 mg/kg | Note XS89,Note 130,Note XS98,Note XS88,Note 15 |
| 08.2 | Processed meat, poultry, and game products in whole pieces or cuts |
200 mg/kg | Note XS97,Note 130,Note 15,Note XS96 |
| 15.2 | Processed nuts, including coated nuts and nut mixtures (with e.g. dried fruit) |
200 mg/kg | Note 130,Note 15 |
| 12.6 | Sauces and like products |
200 mg/kg | Note 130,Note 15 |
| 09.3 | Semi-preserved fish and fish products, including mollusks, crustaceans, and echinoderms |
200 mg/kg | Note 180,Note 15 |
| 09.2.5 | Smoked, dried, fermented, and/or salted fish and fish products, including mollusks, crustaceans, and echinoderms |
200 mg/kg | Note XS311,Note 15,Note 196 |
| 15.1 | Snacks - potato, cereal, flour or starch based (from roots and tubers, pulses and legumes) |
200 mg/kg | Note 130,Note 15 |
| 12.5 | Soups and broths |
200 mg/kg | Note 130,Note 15 |
| 02.1.2 | Vegetable oils and fats |
200 mg/kg | Note 130,Note 15 |
| 12.8 | Yeast and like products |
200 mg/kg | Note 15 |
From www.fao.org
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