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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:27 UTC

Update Date

2022-03-07 02:53:20 UTC

HMDB ID

HMDB0032373

Secondary Accession Numbers

HMDB32373

Metabolite Identification

Common Name

3-Mercapto-2-methyl-1-butanol

Description

3-Mercapto-2-methyl-1-butanol, also known as (+/-)-gossypol acetic acid or gossypol acetate, belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain. Based on a literature review very few articles have been published on 3-Mercapto-2-methyl-1-butanol.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+/-)-gossypol acetic acid	HMDB
(-)-Gossypol/ 0.3 hoac	HMDB
3-Mercapto-2-methylbutanol	HMDB
Acetic acid gossypol	HMDB
Gosspyl acetate	HMDB
Gossypol acetate	HMDB
Gossypol acetate salt, racemic	HMDB
Gossypol acetic acid	HMDB
Gossypol-acetic acid	HMDB
Gossypol-acetic acid complex	HMDB
Racemic gossypol, acetate salt	HMDB
2-Methyl-1-sulphanylbutan-1-ol	HMDB

Chemical Formula

C₅H₁₂OS

Average Molecular Weight

120.213

Monoisotopic Molecular Weight

120.060885696

IUPAC Name

2-methyl-1-sulfanylbutan-1-ol

Traditional Name

2-methyl-1-sulfanylbutan-1-ol

CAS Registry Number

227456-33-9

SMILES

CCC(C)C(O)S

InChI Identifier

InChI=1S/C5H12OS/c1-3-4(2)5(6)7/h4-7H,3H2,1-2H3

InChI Key

MRVKDGZLSALAIU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thiols

Sub Class

Alkylthiols

Direct Parent

Alkylthiols

Alternative Parents

Substituents

Alkylthiol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	96.00 to 98.00 °C. @ 20.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	1.117 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.78 g/L	ALOGPS
logP	1.92	ALOGPS
logP	1.66	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	8.94	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	33.91 m³·mol⁻¹	ChemAxon
Polarizability	13.8 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	124.093	31661259
DarkChem	[M-H]-	119.151	31661259
DeepCCS	[M+H]+	130.173	30932474
DeepCCS	[M-H]-	128.204	30932474
DeepCCS	[M-2H]-	163.712	30932474
DeepCCS	[M+Na]+	138.306	30932474
AllCCS	[M+H]+	128.9	32859911
AllCCS	[M+H-H2O]+	124.7	32859911
AllCCS	[M+NH4]+	132.8	32859911
AllCCS	[M+Na]+	133.9	32859911
AllCCS	[M-H]-	134.5	32859911
AllCCS	[M+Na-2H]-	138.5	32859911
AllCCS	[M+HCOO]-	143.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Mercapto-2-methyl-1-butanol	CCC(C)C(O)S	1668.4	Standard polar	33892256
3-Mercapto-2-methyl-1-butanol	CCC(C)C(O)S	942.0	Standard non polar	33892256
3-Mercapto-2-methyl-1-butanol	CCC(C)C(O)S	992.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Mercapto-2-methyl-1-butanol,1TMS,isomer #1	CCC(C)C(S)O[Si](C)(C)C	1088.9	Semi standard non polar	33892256
3-Mercapto-2-methyl-1-butanol,1TMS,isomer #2	CCC(C)C(O)S[Si](C)(C)C	1125.6	Semi standard non polar	33892256
3-Mercapto-2-methyl-1-butanol,2TMS,isomer #1	CCC(C)C(O[Si](C)(C)C)S[Si](C)(C)C	1256.7	Semi standard non polar	33892256
3-Mercapto-2-methyl-1-butanol,2TMS,isomer #1	CCC(C)C(O[Si](C)(C)C)S[Si](C)(C)C	1229.4	Standard non polar	33892256
3-Mercapto-2-methyl-1-butanol,1TBDMS,isomer #1	CCC(C)C(S)O[Si](C)(C)C(C)(C)C	1322.6	Semi standard non polar	33892256
3-Mercapto-2-methyl-1-butanol,1TBDMS,isomer #2	CCC(C)C(O)S[Si](C)(C)C(C)(C)C	1364.3	Semi standard non polar	33892256
3-Mercapto-2-methyl-1-butanol,2TBDMS,isomer #1	CCC(C)C(O[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	1686.2	Semi standard non polar	33892256
3-Mercapto-2-methyl-1-butanol,2TBDMS,isomer #1	CCC(C)C(O[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	1679.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Mercapto-2-methyl-1-butanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0570-9000000000-f72ba4196e7975b5335e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Mercapto-2-methyl-1-butanol GC-MS (1 TMS) - 70eV, Positive	splash10-00bi-9300000000-7b41ccbab208613ba11d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Mercapto-2-methyl-1-butanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 10V, Positive-QTOF	splash10-0v4r-8900000000-5e34ada12abd963fce87	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 20V, Positive-QTOF	splash10-0gbi-9400000000-9c83ed1a630d3ddbc3e9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 40V, Positive-QTOF	splash10-0aor-9000000000-f499776ef3366bfcaf5d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 10V, Negative-QTOF	splash10-000i-9200000000-27bde805096867899fa8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 20V, Negative-QTOF	splash10-0gbi-8900000000-2534c0b94e618f963270	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 40V, Negative-QTOF	splash10-053r-9000000000-33187bc0144b2bb628fe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 10V, Positive-QTOF	splash10-0v4i-4900000000-71aabec6729efc495e0e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 20V, Positive-QTOF	splash10-014i-9300000000-14c0e52525dea70ca29d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 40V, Positive-QTOF	splash10-0a4l-9000000000-70d37b57770cf5f97d19	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 10V, Negative-QTOF	splash10-014i-0900000000-f0f5586815421622aa99	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 20V, Negative-QTOF	splash10-014i-3900000000-3236ac829542c13fa9ca	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-methyl-1-butanol 40V, Negative-QTOF	splash10-01q9-9000000000-49edcbc66520120d7302	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB009790

KNApSAcK ID

Not Available

Chemspider ID

11346890

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22327742

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1584181

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for 3-Mercapto-2-methyl-1-butanol (HMDB0032373)

MOL for HMDB0032373 (3-Mercapto-2-methyl-1-butanol)

3D MOL for HMDB0032373 (3-Mercapto-2-methyl-1-butanol)

3D SDF for HMDB0032373 (3-Mercapto-2-methyl-1-butanol)

3D-SDF for HMDB0032373 (3-Mercapto-2-methyl-1-butanol)

PDB for HMDB0032373 (3-Mercapto-2-methyl-1-butanol)

3D PDB for HMDB0032373 (3-Mercapto-2-methyl-1-butanol)

SMILES for HMDB0032373 (3-Mercapto-2-methyl-1-butanol)

INCHI for HMDB0032373 (3-Mercapto-2-methyl-1-butanol)

Structure for HMDB0032373 (3-Mercapto-2-methyl-1-butanol)

3D Structure for HMDB0032373 (3-Mercapto-2-methyl-1-butanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra