Showing Compound Card for Tert-Butyl alcohol (CDB000669)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (3) Show 4 proteinsXML
Record Information
Version1.0
Created at2020-03-19 00:50:10 UTC
Updated at2020-11-18 16:35:24 UTC
CannabisDB IDCDB000669
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameTert-Butyl alcohol
DescriptionTert-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
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(CH3)3C-OHChEBI
1,1-DimethylethanolChEBI
t-ButanolChEBI
t-Butyl alchoholChEBI
t-ButylalkoholChEBI
Tert-butyl alcoholChEBI
TERTIARY-butyl alcoholChEBI
TrimethylcarbinolChEBI
TrimethylmethanolChEBI
2-Methyl N-propan-2-olHMDB
2-Methyl-2-propanolHMDB
Alcohol, tert-butylHMDB, MeSH
DimethylethanolHMDB
t-Butyl alcoholHMDB
t-Butyl hydroxideHMDB
Tert-butanolHMDB
Tert-butyl hydroxideHMDB
Tert-butylalcoholHMDB
Trimethyl carbinolHMDB
Trimethyl methanolHMDB
Trimethyl-methanolHMDB
Alcohol, tertiary-butylMeSH, HMDB
Tertiary butyl alcoholMeSH, HMDB
t ButanolMeSH, HMDB
Tert butanolMeSH, HMDB
Tert butyl alcoholMeSH, HMDB
Chemical FormulaC4H10O
Average Molecular Weight74.12
Monoisotopic Molecular Weight74.0732
IUPAC Name2-methylpropan-2-ol
Traditional Name2-methyl-2-propanol
CAS Registry Number75-65-0
SMILES
CC(C)(C)O
InChI Identifier
InChI=1S/C4H10O/c1-4(2,3)5/h5H,1-3H3
InChI KeyDKGAVHZHDRPRBM-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 ).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentTertiary alcohols
Alternative Parents
Substituents
  • Tertiary alcohol
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point25.4 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000 mg/mL at 25 °CNot Available
logP0.35Not Available
Predicted Properties
PropertyValueSource
logP0.7ALOGPS
logP0.54ChemAxon
logS0.32ALOGPS
pKa (Strongest Acidic)18.09ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity22.07 m³·mol⁻¹ChemAxon
Polarizability8.94 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSTert-Butyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-71044e5a650abb3d5b60Spectrum
GC-MSTert-Butyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-e1e141eb4262f5c1a3e6Spectrum
GC-MSTert-Butyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-de7e1d9fd31a3d61613fSpectrum
GC-MSTert-Butyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-6712497b9eeb1353c71aSpectrum
GC-MSTert-Butyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-71044e5a650abb3d5b60Spectrum
GC-MSTert-Butyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-e1e141eb4262f5c1a3e6Spectrum
GC-MSTert-Butyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-de7e1d9fd31a3d61613fSpectrum
GC-MSTert-Butyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-6712497b9eeb1353c71aSpectrum
Predicted GC-MSTert-Butyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-9000000000-65e69abee9404e664df2Spectrum
Predicted GC-MSTert-Butyl alcohol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9100000000-b73ffe3b2d82b1714dcbSpectrum
Predicted GC-MSTert-Butyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-ca19c44f73a1dccab5a32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9000000000-ac023b2b1ce2ca5673a52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-5a545ef0bc2b130c379b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-3557c9b7b0b9398f20362016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-d61d5f6174998980c3672016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-883fa142a5870653a6242016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-2aeeb231544bed908c5f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-b0818591ffca1f29c3ec2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-53bfeec057cd9311150f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-4256cf8850659dacd1592021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-4256cf8850659dacd1592021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-9000000000-da8c30989484df97c2d32021-09-22View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Ribonuclease pancreaticRNASE114q11.2P07998 details
Triosephosphate isomeraseTPI112p13P60174 details
Methionine aminopeptidase 2METAP212q22P50579 details
TransportersNot Available
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
CalmodulinCALM114q24-q31P62158 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0031456
DrugBank IDDB03900
Phenol Explorer Compound IDNot Available
FoodDB IDFDB006719
KNApSAcK IDNot Available
Chemspider ID6146
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTert-Butyl_alcohol
METLIN IDNot Available
PubChem Compound6386
PDB IDTBU
ChEBI ID45895
References
General References
  1. 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