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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:29 UTC

Update Date

2023-02-21 17:22:00 UTC

HMDB ID

HMDB0032380

Secondary Accession Numbers

HMDB32380

Metabolite Identification

Common Name

(S1)-Methoxy-3-heptanethiol

Description

(S1)-Methoxy-3-heptanethiol, also known as 2-heptoxyethanethiol, belongs to the class of organic compounds known as dialkyl ethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are alkyl groups. Based on a literature review very few articles have been published on (S1)-Methoxy-3-heptanethiol.

Structure

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

COMPND    HMDB0032380
HETATM    1  C1  UNL     1      -4.442   0.349   0.427  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.058  -0.168   0.726  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.024   0.420  -0.223  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.697  -0.154   0.158  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.444   0.322  -0.681  1.00  0.00           C  
HETATM    6  S1  UNL     1       0.288  -0.056  -2.419  1.00  0.00           S  
HETATM    7  C6  UNL     1       1.717  -0.287  -0.075  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.933   0.123  -0.837  1.00  0.00           C  
HETATM    9  O1  UNL     1       4.076  -0.422  -0.301  1.00  0.00           O  
HETATM   10  C8  UNL     1       4.350  -0.084   0.998  1.00  0.00           C  
HETATM   11  H1  UNL     1      -4.518   1.418   0.702  1.00  0.00           H  
HETATM   12  H2  UNL     1      -4.736   0.143  -0.611  1.00  0.00           H  
HETATM   13  H3  UNL     1      -5.140  -0.197   1.095  1.00  0.00           H  
HETATM   14  H4  UNL     1      -3.012  -1.260   0.615  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.770   0.130   1.753  1.00  0.00           H  
HETATM   16  H6  UNL     1      -2.269   0.059  -1.262  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.069   1.514  -0.182  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.484   0.129   1.210  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.764  -1.253   0.136  1.00  0.00           H  
HETATM   20  H10 UNL     1       0.572   1.425  -0.559  1.00  0.00           H  
HETATM   21  H11 UNL     1      -1.025  -0.115  -2.869  1.00  0.00           H  
HETATM   22  H12 UNL     1       1.566  -1.383  -0.115  1.00  0.00           H  
HETATM   23  H13 UNL     1       1.774   0.057   0.987  1.00  0.00           H  
HETATM   24  H14 UNL     1       2.983   1.224  -0.954  1.00  0.00           H  
HETATM   25  H15 UNL     1       2.821  -0.278  -1.876  1.00  0.00           H  
HETATM   26  H16 UNL     1       3.606  -0.359   1.745  1.00  0.00           H  
HETATM   27  H17 UNL     1       5.295  -0.620   1.282  1.00  0.00           H  
HETATM   28  H18 UNL     1       4.584   0.997   1.130  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6    7   20
CONECT    6   21
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10
CONECT   10   26   27   28
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Heptoxyethanethiol	HMDB

Chemical Formula

C₈H₁₈OS

Average Molecular Weight

162.293

Monoisotopic Molecular Weight

162.107835888

IUPAC Name

(3S)-1-methoxyheptane-3-thiol

Traditional Name

(3S)-1-methoxyheptane-3-thiol

CAS Registry Number

400052-49-5

SMILES

CCCC[C@H](S)CCOC

InChI Identifier

InChI=1S/C8H18OS/c1-3-4-5-8(10)6-7-9-2/h8,10H,3-7H2,1-2H3/t8-/m0/s1

InChI Key

HRYCNFLXCKVTER-QMMMGPOBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkyl ethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are alkyl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Dialkyl ethers

Alternative Parents

Substituents

Dialkyl ether
Alkylthiol
Hydrocarbon derivative
Organosulfur compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Sulfurous

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032380)
Cell membrane (HMDB: HMDB0032380)

Source

Endogenous

Endogenous (HMDB: HMDB0032380)

Exogenous

Food

Food (HMDB: HMDB0032380)

Exogenous (HMDB: HMDB0032380)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.07 g/L	ALOGPS
logP	3.24	ALOGPS
logP	2.47	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	10.05	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	48.39 m³·mol⁻¹	ChemAxon
Polarizability	20.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	138.965	31661259
DarkChem	[M-H]-	136.144	31661259
DeepCCS	[M+H]+	136.04	30932474
DeepCCS	[M-H]-	132.601	30932474
DeepCCS	[M-2H]-	169.851	30932474
DeepCCS	[M+Na]+	145.153	30932474
AllCCS	[M+H]+	139.8	32859911
AllCCS	[M+H-H2O]+	135.9	32859911
AllCCS	[M+NH4]+	143.4	32859911
AllCCS	[M+Na]+	144.4	32859911
AllCCS	[M-H]-	143.6	32859911
AllCCS	[M+Na-2H]-	146.2	32859911
AllCCS	[M+HCOO]-	149.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.34 minutes	32390414
Predicted by Siyang on May 30, 2022	16.5383 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.58 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	31.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2467.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	560.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	215.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	367.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	292.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	680.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	756.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	172.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1420.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	463.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1490.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	469.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	394.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	592.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	596.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	40.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S1)-Methoxy-3-heptanethiol	CCCC[C@H](S)CCOC	1685.1	Standard polar	33892256
(S1)-Methoxy-3-heptanethiol	CCCC[C@H](S)CCOC	1165.1	Standard non polar	33892256
(S1)-Methoxy-3-heptanethiol	CCCC[C@H](S)CCOC	1170.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S1)-Methoxy-3-heptanethiol,1TMS,isomer #1	CCCC[C@@H](CCOC)S[Si](C)(C)C	1343.9	Semi standard non polar	33892256
(S1)-Methoxy-3-heptanethiol,1TMS,isomer #1	CCCC[C@@H](CCOC)S[Si](C)(C)C	1363.6	Standard non polar	33892256
(S1)-Methoxy-3-heptanethiol,1TBDMS,isomer #1	CCCC[C@@H](CCOC)S[Si](C)(C)C(C)(C)C	1580.4	Semi standard non polar	33892256
(S1)-Methoxy-3-heptanethiol,1TBDMS,isomer #1	CCCC[C@@H](CCOC)S[Si](C)(C)C(C)(C)C	1573.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S1)-Methoxy-3-heptanethiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-054k-9500000000-2a8f9990124575b22ae0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S1)-Methoxy-3-heptanethiol 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 - (S1)-Methoxy-3-heptanethiol 10V, Positive-QTOF	splash10-03di-1900000000-be4c20ac8ba4df9f3132	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S1)-Methoxy-3-heptanethiol 20V, Positive-QTOF	splash10-08gi-5900000000-62bd1f97a628607b9179	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S1)-Methoxy-3-heptanethiol 40V, Positive-QTOF	splash10-0a4l-9100000000-c7eae26d1ccb3864725c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S1)-Methoxy-3-heptanethiol 10V, Negative-QTOF	splash10-03fr-1900000000-f06a52d4332cdc43cd22	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S1)-Methoxy-3-heptanethiol 20V, Negative-QTOF	splash10-03di-3900000000-1789d0b586393b678f99	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S1)-Methoxy-3-heptanethiol 40V, Negative-QTOF	splash10-053r-9100000000-e3d56e7f6599a5b0a6a7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S1)-Methoxy-3-heptanethiol 10V, Negative-QTOF	splash10-0ik9-1900000000-f9ebe849212a14550e21	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S1)-Methoxy-3-heptanethiol 20V, Negative-QTOF	splash10-0059-9700000000-df00b610ef546b111856	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S1)-Methoxy-3-heptanethiol 40V, Negative-QTOF	splash10-001i-9000000000-31874a695ed22463eb52	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S1)-Methoxy-3-heptanethiol 10V, Positive-QTOF	splash10-0f89-7900000000-9a909f19763f744e0a6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S1)-Methoxy-3-heptanethiol 20V, Positive-QTOF	splash10-0a4l-9100000000-a4b4fecd9947c67ed046	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S1)-Methoxy-3-heptanethiol 40V, Positive-QTOF	splash10-052g-9000000000-ca1c638dcee8fa0ffd03	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB009799

KNApSAcK ID

Not Available

Chemspider ID

21105935

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12009861

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 (S1)-Methoxy-3-heptanethiol (HMDB0032380)

MOL for HMDB0032380 ((S1)-Methoxy-3-heptanethiol)

3D MOL for HMDB0032380 ((S1)-Methoxy-3-heptanethiol)

3D SDF for HMDB0032380 ((S1)-Methoxy-3-heptanethiol)

3D-SDF for HMDB0032380 ((S1)-Methoxy-3-heptanethiol)

PDB for HMDB0032380 ((S1)-Methoxy-3-heptanethiol)

3D PDB for HMDB0032380 ((S1)-Methoxy-3-heptanethiol)

SMILES for HMDB0032380 ((S1)-Methoxy-3-heptanethiol)

INCHI for HMDB0032380 ((S1)-Methoxy-3-heptanethiol)

Structure for HMDB0032380 ((S1)-Methoxy-3-heptanethiol)

3D Structure for HMDB0032380 ((S1)-Methoxy-3-heptanethiol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra