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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:24:43 UTC

Update Date

2023-02-21 17:28:28 UTC

HMDB ID

HMDB0040823

Secondary Accession Numbers

HMDB40823

Metabolite Identification

Common Name

(S)-11,12,13-Trinor-7-calamenone

Description

(S)-11,12,13-Trinor-7-calamenone belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane (S)-11,12,13-Trinor-7-calamenone has been detected, but not quantified in, root vegetables. This could make (S)-11,12,13-trinor-7-calamenone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (S)-11,12,13-Trinor-7-calamenone.

Structure

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

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.000   0.388   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -1.154   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.333  -1.924   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.664  -1.154   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.664   0.388   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.333   1.156   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.333   2.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   3.465   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.336   2.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.336   1.156   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.333  -3.465   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.669   3.465   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.669   0.385   0.000  0.00  0.00           O+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    1    9   13                                                  
CONECT   11    3                                                            
CONECT   12    7                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

COMPND    HMDB0040823
HETATM    1  C1  UNL     1       3.920  -0.103   0.593  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.493  -0.001   0.191  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.106   0.737  -0.890  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.762   0.797  -1.220  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.203   0.135  -0.488  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.252  -0.596   0.598  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.572  -0.680   0.955  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.755  -1.298   1.375  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.441  -1.792   2.487  1.00  0.00           O  
HETATM   10  C9  UNL     1      -2.124  -1.446   0.897  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.598  -0.399  -0.038  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.595   0.246  -0.894  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.949   1.737  -1.001  1.00  0.00           C  
HETATM   14  H1  UNL     1       3.997   0.219   1.647  1.00  0.00           H  
HETATM   15  H2  UNL     1       4.509   0.557  -0.044  1.00  0.00           H  
HETATM   16  H3  UNL     1       4.271  -1.139   0.444  1.00  0.00           H  
HETATM   17  H4  UNL     1       2.871   1.252  -1.458  1.00  0.00           H  
HETATM   18  H5  UNL     1       0.512   1.395  -2.085  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.906  -1.264   1.815  1.00  0.00           H  
HETATM   20  H7  UNL     1      -2.208  -2.480   0.450  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.799  -1.480   1.786  1.00  0.00           H  
HETATM   22  H9  UNL     1      -3.195   0.361   0.549  1.00  0.00           H  
HETATM   23  H10 UNL     1      -3.377  -0.878  -0.704  1.00  0.00           H  
HETATM   24  H11 UNL     1      -1.663  -0.125  -1.960  1.00  0.00           H  
HETATM   25  H12 UNL     1      -2.380   2.009  -0.004  1.00  0.00           H  
HETATM   26  H13 UNL     1      -1.096   2.351  -1.276  1.00  0.00           H  
HETATM   27  H14 UNL     1      -2.789   1.884  -1.724  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    3    7
CONECT    3    4   17
CONECT    4    5    5   18
CONECT    5    6   12
CONECT    6    7    7    8
CONECT    7   19
CONECT    8    9    9   10
CONECT   10   11   20   21
CONECT   11   12   22   23
CONECT   12   13   24
CONECT   13   25   26   27
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₄O

Average Molecular Weight

174.239

Monoisotopic Molecular Weight

174.10446507

IUPAC Name

4,7-dimethyl-1,2,3,4-tetrahydronaphthalen-1-one

Traditional Name

4,7-dimethyl-3,4-dihydro-2H-naphthalen-1-one

CAS Registry Number

155748-76-8

SMILES

CC1CCC(=O)C2=CC(C)=CC=C12

InChI Identifier

InChI=1S/C12H14O/c1-8-3-5-10-9(2)4-6-12(13)11(10)7-8/h3,5,7,9H,4,6H2,1-2H3

InChI Key

SQESYXTWWGWCFK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
Aryl alkyl ketone
Aryl ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040823)

Source

Exogenous

Exogenous (HMDB: HMDB0040823)

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	53.04 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	2.88	ALOGPS
logP	3.08	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	16.57	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	53.92 m³·mol⁻¹	ChemAxon
Polarizability	20.18 Å³	ChemAxon
Number of Rings	2	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]+	139.772	31661259
DarkChem	[M-H]-	137.186	31661259
DeepCCS	[M-2H]-	174.551	30932474
DeepCCS	[M+Na]+	150.094	30932474
AllCCS	[M+H]+	136.0	32859911
AllCCS	[M+H-H2O]+	131.5	32859911
AllCCS	[M+NH4]+	140.2	32859911
AllCCS	[M+Na]+	141.4	32859911
AllCCS	[M-H]-	141.5	32859911
AllCCS	[M+Na-2H]-	142.0	32859911
AllCCS	[M+HCOO]-	142.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-11,12,13-Trinor-7-calamenone	CC1CCC(=O)C2=CC(C)=CC=C12	2258.5	Standard polar	33892256
(S)-11,12,13-Trinor-7-calamenone	CC1CCC(=O)C2=CC(C)=CC=C12	1536.0	Standard non polar	33892256
(S)-11,12,13-Trinor-7-calamenone	CC1CCC(=O)C2=CC(C)=CC=C12	1558.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-11,12,13-Trinor-7-calamenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-052b-1900000000-068ed35355ad6f8eb8b7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 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 - (S)-11,12,13-Trinor-7-calamenone 10V, Positive-QTOF	splash10-004i-0900000000-845b3d511a88cd25bd00	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 20V, Positive-QTOF	splash10-05r0-2900000000-3f5c5c8954fee3dbf592	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 40V, Positive-QTOF	splash10-05mo-9800000000-37ec55543652ccb52b6e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 10V, Negative-QTOF	splash10-00di-0900000000-76a1ae831f45f91da470	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 20V, Negative-QTOF	splash10-00di-0900000000-c41e69258aab2f209d65	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 40V, Negative-QTOF	splash10-052f-3900000000-bd2dfebcbc04d686f5b7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 10V, Negative-QTOF	splash10-00di-0900000000-7e348a3518409b2410fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 20V, Negative-QTOF	splash10-00di-0900000000-a2818572ee4035836604	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 40V, Negative-QTOF	splash10-0006-5900000000-a7d96684e696bb08a32c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 10V, Positive-QTOF	splash10-004i-0900000000-92c23d6919131ddb4b3e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 20V, Positive-QTOF	splash10-004i-1900000000-09aca0af15a5f4c94445	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-11,12,13-Trinor-7-calamenone 40V, Positive-QTOF	splash10-00kf-9800000000-799b63887f186c12fc55	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+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

FDB021512

KNApSAcK ID

Not Available

Chemspider ID

4475869

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5316902

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1081671

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (S)-11,12,13-Trinor-7-calamenone (HMDB0040823)

MOL for HMDB0040823 ((S)-11,12,13-Trinor-7-calamenone)

3D MOL for HMDB0040823 ((S)-11,12,13-Trinor-7-calamenone)

3D SDF for HMDB0040823 ((S)-11,12,13-Trinor-7-calamenone)

3D-SDF for HMDB0040823 ((S)-11,12,13-Trinor-7-calamenone)

PDB for HMDB0040823 ((S)-11,12,13-Trinor-7-calamenone)

3D PDB for HMDB0040823 ((S)-11,12,13-Trinor-7-calamenone)

SMILES for HMDB0040823 ((S)-11,12,13-Trinor-7-calamenone)

INCHI for HMDB0040823 ((S)-11,12,13-Trinor-7-calamenone)

Structure for HMDB0040823 ((S)-11,12,13-Trinor-7-calamenone)

3D Structure for HMDB0040823 ((S)-11,12,13-Trinor-7-calamenone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra