alpha-METHYL-beta-HYDROXYPROPYL alpha-METHYL-beta-MERCAPTOPROPYL SULFIDE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Chemical Names: | 3-[(2-MERCAPTO-1-METHYLPROPYL)THIO]-2-BUTANOL |
| CAS number: | 54957-02-7 |
| COE number: | 2353 |
| JECFA number: | 547 |
| FEMA number: | 3509 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2019 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Meeting: | 87 |
| Specs Code: | R |
| Comments: | Considered for specification only |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 62090 |
| IUPAC Name | 3-(3-sulfanylbutan-2-ylsulfanyl)butan-2-ol |
| InChI | InChI=1S/C8H18OS2/c1-5(9)7(3)11-8(4)6(2)10/h5-10H,1-4H3 |
| InChI Key | PHLKBLKTWMSFGF-UHFFFAOYSA-N |
| Canonical SMILES | CC(C(C)SC(C)C(C)S)O |
| Molecular Formula | C8H18OS2 |
| Wikipedia | 3-((2-mercapto-1-methylpropyl)thio)-2-butanol |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 194.351 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 4 |
| Complexity | 108.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B w I A B g 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 A A A A A A A A A A A A A G g Q A C A A A C B S k w A K C A A A A A g w A A A A A A A A A A A A A A B A A A A A A A A A A E A A g A A A A Q A A A A A A g 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 A A A A A A A A A A A = = |
| Topological Polar Surface Area | 46.5 |
| Monoisotopic Mass | 194.08 |
| Exact Mass | 194.08 |
| XLogP3 | None |
| XLogP3-AA | 2.2 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 11 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 4 |
| 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+ | 0.9385 |
| Human Intestinal Absorption | HIA+ | 0.9869 |
| Caco-2 Permeability | Caco2+ | 0.6013 |
| P-glycoprotein Substrate | Non-substrate | 0.8209 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9634 |
| Non-inhibitor | 0.9657 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9479 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.4730 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7661 |
| CYP450 2D6 Substrate | Non-substrate | 0.8602 |
| CYP450 3A4 Substrate | Non-substrate | 0.7290 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8292 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8182 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9468 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8679 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9220 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7815 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9717 |
| Non-inhibitor | 0.9168 | |
| AMES Toxicity | Non AMES toxic | 0.8994 |
| Carcinogens | Carcinogens | 0.7286 |
| Fish Toxicity | Low FHMT | 0.6169 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.9230 |
| Honey Bee Toxicity | High HBT | 0.8887 |
| Biodegradation | Not ready biodegradable | 0.8285 |
| Acute Oral Toxicity | III | 0.6292 |
| Carcinogenicity (Three-class) | Non-required | 0.6529 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -0.0670 | LogS |
| Caco-2 Permeability | 1.2754 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8382 | LD50, mol/kg |
| Fish Toxicity | 3.3589 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -1.0570 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Class | Organooxygen compounds |
| Subclass | Alcohols and polyols |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Secondary alcohols |
| Alternative Parents | |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Secondary alcohol - Dialkylthioether - Sulfenyl compound - Thioether - Alkylthiol - Hydrocarbon derivative - Organosulfur compound - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as secondary alcohols. These are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). |
From ClassyFire