Cannabis Compound Database: Showing Compound Card for Tert-Butyl alcohol (CDB000669)

Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (3) Show 4 proteins XML

Show more...Show more...Show more...

Record Information

Version

1.0

Created at

2020-03-19 00:50:10 UTC

Updated at

2020-11-18 16:35:24 UTC

CannabisDB ID

CDB000669

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Tert-Butyl alcohol

Description

Tert-Butyl alcohol (TBA), also called tert-butanol or t-butanol, is the simplest tertiary alcohol, with a formula of (CH3)3COH (sometimes represented as t-BuOH). It is one of the four isomers of butanol. It is unique among the isomers of butanol because it tends to be a solid at room temperature, with a melting point slightly above 25 ¬∞C. It has a camphor-like odor and is miscible with water, ethanol and diethyl ether. tert-Butyl alcohol is derived commercially from isobutane as a coproduct of propylene oxide production. It can also be produced by the catalytic hydration of isobutylene, or by a Grignard reaction between acetone and methylmagnesium chloride. tert-Butyl alcohol is used as a solvent, ethanol denaturant, paint remover ingredient, and gasoline octane booster. tert-Butyl alcohol is found in guava and ginger and it has also been identified in beer and chickpeas. It has also been detected in the volatile fraction of Cannabis sativa samples (PMID: 26657499 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(CH3)3C-OH	ChEBI
1,1-Dimethylethanol	ChEBI
t-Butanol	ChEBI
t-Butyl alchohol	ChEBI
t-Butylalkohol	ChEBI
Tert-butyl alcohol	ChEBI
TERTIARY-butyl alcohol	ChEBI
Trimethylcarbinol	ChEBI
Trimethylmethanol	ChEBI
2-Methyl N-propan-2-ol	HMDB
2-Methyl-2-propanol	HMDB
Alcohol, tert-butyl	HMDB, MeSH
Dimethylethanol	HMDB
t-Butyl alcohol	HMDB
t-Butyl hydroxide	HMDB
Tert-butanol	HMDB
Tert-butyl hydroxide	HMDB
Tert-butylalcohol	HMDB
Trimethyl carbinol	HMDB
Trimethyl methanol	HMDB
Trimethyl-methanol	HMDB
Alcohol, tertiary-butyl	MeSH, HMDB
Tertiary butyl alcohol	MeSH, HMDB
t Butanol	MeSH, HMDB
Tert butanol	MeSH, HMDB
Tert butyl alcohol	MeSH, HMDB

Chemical Formula

C₄H₁₀O

Average Molecular Weight

74.12

Monoisotopic Molecular Weight

74.0732

IUPAC Name

2-methylpropan-2-ol

Traditional Name

2-methyl-2-propanol

CAS Registry Number

75-65-0

SMILES

CC(C)(C)O

InChI Identifier

InChI=1S/C4H10O/c1-4(2,3)5/h5H,1-3H3

InChI Key

DKGAVHZHDRPRBM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Hydrocarbon derivatives

Substituents

Tertiary alcohol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

tertiary alcohol (CHEBI:45895 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	25.4 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1000 mg/mL at 25 °C	Not Available
logP	0.35	Not Available

Predicted Properties

Property	Value	Source
logP	0.7	ALOGPS
logP	0.54	ChemAxon
logS	0.32	ALOGPS
pKa (Strongest Acidic)	18.09	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	22.07 m³·mol⁻¹	ChemAxon
Polarizability	8.94 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Tert-Butyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-71044e5a650abb3d5b60	Spectrum
GC-MS	Tert-Butyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-e1e141eb4262f5c1a3e6	Spectrum
GC-MS	Tert-Butyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-de7e1d9fd31a3d61613f	Spectrum
GC-MS	Tert-Butyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-6712497b9eeb1353c71a	Spectrum
GC-MS	Tert-Butyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-71044e5a650abb3d5b60	Spectrum
GC-MS	Tert-Butyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-e1e141eb4262f5c1a3e6	Spectrum
GC-MS	Tert-Butyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-de7e1d9fd31a3d61613f	Spectrum
GC-MS	Tert-Butyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-6712497b9eeb1353c71a	Spectrum
Predicted GC-MS	Tert-Butyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-9000000000-65e69abee9404e664df2	Spectrum
Predicted GC-MS	Tert-Butyl alcohol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-9100000000-b73ffe3b2d82b1714dcb	Spectrum
Predicted GC-MS	Tert-Butyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-ca19c44f73a1dccab5a3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9000000000-ac023b2b1ce2ca5673a5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-5a545ef0bc2b130c379b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-3557c9b7b0b9398f2036	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-d61d5f6174998980c367	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000000000-883fa142a5870653a624	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-2aeeb231544bed908c5f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-b0818591ffca1f29c3ec	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-53bfeec057cd9311150f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-4256cf8850659dacd159	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-4256cf8850659dacd159	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ab9-9000000000-da8c30989484df97c2d3	2021-09-22	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Ribonuclease pancreatic	RNASE1	14q11.2	P07998	details
Triosephosphate isomerase	TPI1	12p13	P60174	details
Methionine aminopeptidase 2	METAP2	12q22	P50579	details

Transporters

Not Available

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Calmodulin	CALM1	14q24-q31	P62158	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0031456

DrugBank ID

DB03900

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB006719

KNApSAcK ID

Not Available

Chemspider ID

6146

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tert-Butyl_alcohol

METLIN ID

Not Available

PubChem Compound

6386

PDB ID

TBU

ChEBI ID

45895

References

General References

Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]

Enzymes

Enzyme Details

1. Ribonuclease pancreatic

General function:: Involved in nucleic acid binding
Specific function:: Endonuclease that catalyzes the cleavage of RNA on the 3' side of pyrimidine nucleotides. Acts on single stranded and double stranded RNA
Gene Name:: RNASE1
Uniprot ID:: P07998
Molecular weight:: 17644.1

Enzyme Details

2. Triosephosphate isomerase

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: TPI1
Uniprot ID:: P60174
Molecular weight:: 26669.33

Enzyme Details

3. Methionine aminopeptidase 2

General function:: Involved in aminopeptidase activity
Specific function:: Removes the amino-terminal methionine from nascent proteins. The catalytic activity of human METAP2 toward Met-Val peptides is consistently two orders of magnitude higher than that of METAP1, suggesting that it is responsible for processing proteins containing N-terminal Met-Val and Met-Thr sequences in vivo
Gene Name:: METAP2
Uniprot ID:: P50579
Molecular weight:: 52891.1

Showing Compound Card for Tert-Butyl alcohol (CDB000669)

Structure for CDB000669 (Tert-Butyl alcohol)

Enzymes