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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:05:43 UTC

Update Date

2022-03-07 02:54:23 UTC

HMDB ID

HMDB0035149

Secondary Accession Numbers

HMDB35149

Metabolite Identification

Common Name

Chrycorin

Description

Chrycorin belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. Chrycorin has been detected, but not quantified in, herbs and spices. This could make chrycorin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Chrycorin.

Structure

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


  Mrv0541 05061308152D          

 15 17  0  0  0  0            999 V2000
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    2.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    3.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098    2.5320    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  8  3  1  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  4  2  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13  9  2  0  0  0  0
 14  5  1  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
 15 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035149

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1CC2OCCCC2=C1C1=CC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O2S/c13-9-7-10-8(3-1-5-14-10)12(9)11-4-2-6-15-11/h2,4,6,10H,1,3,5,7H2

> <INCHI_KEY>
FCVWHDAKNZMSON-UHFFFAOYSA-N

> <FORMULA>
C12H12O2S

> <MOLECULAR_WEIGHT>
220.287

> <EXACT_MASS>
220.055800318

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.221611669054926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(thiophen-2-yl)-2H,3H,4H,6H,7H,7aH-cyclopenta[b]pyran-6-one

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
2.4050382079999997

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.99100286976185

> <JCHEM_PKA_STRONGEST_BASIC>
-4.176233636784183

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
59.345800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.95e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(thiophen-2-yl)-2H,3H,4H,7H,7aH-cyclopenta[b]pyran-6-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.382   5.496   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.382   3.956   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.846   5.972   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.877   0.770   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       6.121  -0.770   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0       3.752   4.726   0.000  0.00  0.00           S+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    8                                                       
CONECT    4    2   11                                                       
CONECT    5    1   14                                                       
CONECT    6    2   15                                                       
CONECT    7    9   10                                                       
CONECT    8    3   10   12                                                  
CONECT    9    7   12   13                                                  
CONECT   10    7    8   14                                                  
CONECT   11    4   12   15                                                  
CONECT   12    8    9   11                                                  
CONECT   13    9                                                            
CONECT   14    5   10                                                       
CONECT   15    6   11                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0035149
HETATM    1  O1  UNL     1       0.969   2.387   2.193  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.357   1.869   1.253  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.889   2.374   0.542  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.618   1.049   0.406  1.00  0.00           C  
HETATM    5  O2  UNL     1      -2.525   0.998  -0.632  1.00  0.00           O  
HETATM    6  C4  UNL     1      -3.222  -0.222  -0.450  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.308  -1.398  -0.407  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.857  -1.059  -0.748  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.462   0.140   0.055  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.656   0.626   0.556  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.999   0.027   0.423  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.587  -0.471  -0.714  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.804  -0.994  -0.609  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.382  -0.992   0.651  1.00  0.00           C  
HETATM   15  S1  UNL     1       3.188  -0.258   1.614  1.00  0.00           S  
HETATM   16  H1  UNL     1      -1.412   3.121   1.146  1.00  0.00           H  
HETATM   17  H2  UNL     1      -0.593   2.713  -0.468  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.096   0.735   1.371  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.800  -0.170   0.523  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.958  -0.341  -1.280  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.638  -2.230  -1.099  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.279  -1.844   0.621  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.826  -0.887  -1.832  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.256  -1.943  -0.445  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.031  -0.424  -1.674  1.00  0.00           H  
HETATM   26  H11 UNL     1       4.387  -1.430  -1.463  1.00  0.00           H  
HETATM   27  H12 UNL     1       5.380  -1.376   0.937  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   10
CONECT    3    4   16   17
CONECT    4    5    9   18
CONECT    5    6
CONECT    6    7   19   20
CONECT    7    8   21   22
CONECT    8    9   23   24
CONECT    9   10   10
CONECT   10   11
CONECT   11   12   12   15
CONECT   12   13   25
CONECT   13   14   14   26
CONECT   14   15   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4,7,7a-tetrahydro-5-(2-Thienyl)cyclopenta[b]pyran-6(2H)-one, 9ci	HMDB

Chemical Formula

C₁₂H₁₂O₂S

Average Molecular Weight

220.287

Monoisotopic Molecular Weight

220.055800318

IUPAC Name

5-(thiophen-2-yl)-2H,3H,4H,6H,7H,7aH-cyclopenta[b]pyran-6-one

Traditional Name

5-(thiophen-2-yl)-2H,3H,4H,7H,7aH-cyclopenta[b]pyran-6-one

CAS Registry Number

91362-90-2

SMILES

O=C1CC2OCCCC2=C1C1=CC=CS1

InChI Identifier

InChI=1S/C12H12O2S/c13-9-7-10-8(3-1-5-14-10)12(9)11-4-2-6-15-11/h2,4,6,10H,1,3,5,7H2

InChI Key

FCVWHDAKNZMSON-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Heteroaromatic compound
Thiophene
Cyclic ketone
Ketone
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	71 - 72 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	624.1 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	0.3 g/L	ALOGPS
logP	2.26	ALOGPS
logP	2.41	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	17.99	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	59.35 m³·mol⁻¹	ChemAxon
Polarizability	23.22 Å³	ChemAxon
Number of Rings	3	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]+	149.006	31661259
DarkChem	[M-H]-	141.581	31661259
DeepCCS	[M+H]+	149.808	30932474
DeepCCS	[M-H]-	147.45	30932474
DeepCCS	[M-2H]-	182.876	30932474
DeepCCS	[M+Na]+	157.621	30932474
AllCCS	[M+H]+	148.8	32859911
AllCCS	[M+H-H2O]+	144.7	32859911
AllCCS	[M+NH4]+	152.7	32859911
AllCCS	[M+Na]+	153.8	32859911
AllCCS	[M-H]-	153.5	32859911
AllCCS	[M+Na-2H]-	153.4	32859911
AllCCS	[M+HCOO]-	153.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chrycorin	O=C1CC2OCCCC2=C1C1=CC=CS1	2910.6	Standard polar	33892256
Chrycorin	O=C1CC2OCCCC2=C1C1=CC=CS1	1848.3	Standard non polar	33892256
Chrycorin	O=C1CC2OCCCC2=C1C1=CC=CS1	1929.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chrycorin,1TMS,isomer #1	C[Si](C)(C)OC1=CC2OCCCC2=C1C1=CC=CS1	2147.8	Semi standard non polar	33892256
Chrycorin,1TMS,isomer #1	C[Si](C)(C)OC1=CC2OCCCC2=C1C1=CC=CS1	1948.8	Standard non polar	33892256
Chrycorin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2OCCCC2=C1C1=CC=CS1	2344.9	Semi standard non polar	33892256
Chrycorin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2OCCCC2=C1C1=CC=CS1	2142.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chrycorin GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-7910000000-c96ebff4cf053c60c575	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chrycorin 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 - Chrycorin 10V, Positive-QTOF	splash10-00di-0190000000-d03ee57364d80a37cb56	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrycorin 20V, Positive-QTOF	splash10-0002-9510000000-095a8e5f111213e9c738	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrycorin 40V, Positive-QTOF	splash10-0udu-9400000000-c6091ee79d4d42258926	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrycorin 10V, Negative-QTOF	splash10-014i-1190000000-0ad21a3888cfffb83f70	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrycorin 20V, Negative-QTOF	splash10-014i-8690000000-5c21a95435a6164aa937	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrycorin 40V, Negative-QTOF	splash10-0a4i-9400000000-eaeafdcd72c1aa5c23ca	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrycorin 10V, Positive-QTOF	splash10-00di-0090000000-ea659231e8550fd0dc62	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrycorin 20V, Positive-QTOF	splash10-00di-0190000000-5fe4753e9a2369232060	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrycorin 40V, Positive-QTOF	splash10-01ta-0910000000-2106bcb39a94fabed43c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrycorin 10V, Negative-QTOF	splash10-014i-0090000000-8288cf3584dbbc915702	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrycorin 20V, Negative-QTOF	splash10-014i-2390000000-77799d201ee0a29735d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrycorin 40V, Negative-QTOF	splash10-003r-4920000000-5b07cda6a4a9e32f437a	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
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

FDB013786

KNApSAcK ID

C00055327

Chemspider ID

9610821

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11435957

PDB ID

Not Available

ChEBI ID

174112

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1848001

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 Chrycorin (HMDB0035149)

MOL for HMDB0035149 (Chrycorin)

3D MOL for HMDB0035149 (Chrycorin)

3D SDF for HMDB0035149 (Chrycorin)

3D-SDF for HMDB0035149 (Chrycorin)

PDB for HMDB0035149 (Chrycorin)

3D PDB for HMDB0035149 (Chrycorin)

SMILES for HMDB0035149 (Chrycorin)

INCHI for HMDB0035149 (Chrycorin)

Structure for HMDB0035149 (Chrycorin)

3D Structure for HMDB0035149 (Chrycorin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra