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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-08 14:59:07 UTC

Update Date

2023-02-21 17:18:39 UTC

HMDB ID

HMDB0029185

Secondary Accession Numbers

HMDB29185

Metabolite Identification

Common Name

5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone

Description

5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone, also known as 5-[(3,4-dihydroxyphenyl)methyl]dihydro-2(3H)-furanone, belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. Based on a literature review very few articles have been published on 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone.

Structure

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


  Mrv1652307191923572D          

 15 16  0  0  0  0            999 V2000
 9999.983710001.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4138 9998.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.8407 9999.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.149210001.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.597710001.2587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.930310000.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1852 9999.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0102 9999.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.265110000.7737    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.127610000.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.413210001.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.698610000.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.6986 9999.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4130 9999.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1276 9999.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  4  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
  1 12  1  0  0  0  0
 14  2  1  0  0  0  0
 15  3  1  0  0  0  0
  9  1  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0029185

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(O)C=C(C[C@H]2CCC(=O)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O4/c12-9-3-1-7(6-10(9)13)5-8-2-4-11(14)15-8/h1,3,6,8,12-13H,2,4-5H2/t8-/m1/s1

> <INCHI_KEY>
ZNXXWTPQHVLMQT-MRVPVSSYSA-N

> <FORMULA>
C11H12O4

> <MOLECULAR_WEIGHT>
208.213

> <EXACT_MASS>
208.073558866

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.724774120521403

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R)-5-[(3,4-dihydroxyphenyl)methyl]oxolan-2-one

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
1.6153220546666665

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.73403802973936

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.284113130939318

> <JCHEM_PKA_STRONGEST_BASIC>
-6.289147264805462

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
53.3077

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R)-5-[(3,4-dihydroxyphenyl)methyl]oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  C   UNK     0    8666.6368668.864   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8669.3068664.244   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8671.9698665.784   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8661.3458668.568   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8664.0498669.016   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8662.8038668.111   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.2798666.646   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8664.8198666.646   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.2958668.111   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8670.6388668.094   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8669.3058668.864   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8667.9718668.094   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8667.9718666.554   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8669.3048665.784   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8670.6388666.554   0.000  0.00  0.00           C+0
CONECT    1   12    9                                                       
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4    6                                                            
CONECT    5    6    9                                                       
CONECT    6    7    5    4                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5    1                                                  
CONECT   10   11   15                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13    1                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15    2                                                  
CONECT   15   14   10    3                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0029185
HETATM    1  O1  UNL     1      -3.587  -0.684   2.238  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.922  -0.404   1.186  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.079  -1.071  -0.141  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.980  -0.382  -0.946  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.878   0.942  -0.253  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.617   1.700  -0.589  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.603   0.959  -0.217  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.168   1.114   1.040  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.308   0.433   1.415  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.945  -0.440   0.549  1.00  0.00           C  
HETATM   11  O2  UNL     1       4.100  -1.123   0.942  1.00  0.00           O  
HETATM   12  C10 UNL     1       2.393  -0.601  -0.701  1.00  0.00           C  
HETATM   13  O3  UNL     1       2.967  -1.452  -1.619  1.00  0.00           O  
HETATM   14  C11 UNL     1       1.235   0.090  -1.080  1.00  0.00           C  
HETATM   15  O4  UNL     1      -1.936   0.576   1.111  1.00  0.00           O  
HETATM   16  H1  UNL     1      -2.886  -2.139   0.006  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.080  -0.877  -0.567  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.221  -0.316  -2.014  1.00  0.00           H  
HETATM   19  H4  UNL     1      -1.067  -1.000  -0.801  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.787   1.527  -0.475  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.664   1.937  -1.671  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.676   2.672  -0.057  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.680   1.798   1.736  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.744   0.558   2.397  1.00  0.00           H  
HETATM   25  H10 UNL     1       4.613  -1.762   0.386  1.00  0.00           H  
HETATM   26  H11 UNL     1       3.784  -1.984  -1.449  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.840  -0.070  -2.071  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   15   20
CONECT    6    7   21   22
CONECT    7    8    8   14
CONECT    8    9   23
CONECT    9   10   10   24
CONECT   10   11   12
CONECT   11   25
CONECT   12   13   14   14
CONECT   13   26
CONECT   14   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(3',4'-Dihydroxyphenyl)-g-valerolactone	Generator
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone	Generator
(5R)-5-[(3,4-Dihydroxyphenyl)methyl]dihydro-2(3H)-furanone	HMDB
(±)-delta-(3,4-dihydroxyphenyl)-gamma-valerolactone	HMDB
(±)-δ-(3,4-dihydroxyphenyl)-γ-valerolactone	HMDB
5-(3’,4’-dihydroxyphenyl)-γ-valerolactone	HMDB
5-[(3,4-Dihydroxyphenyl)methyl]dihydro-2(3H)-furanone	HMDB
delta-(3,4-Dihydroxyphenyl)-gamma-valerolactone	HMDB
Δ-(3,4-dihydroxyphenyl)-γ-valerolactone	HMDB
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone	HMDB
5-[(3,4-Dihydroxyphenyl)methyl]oxolan-2-one	HMDB
5-(3,4-Dihydroxyphenyl)-gamma-valerolactone	HMDB
5-(Dihydroxyphenyl)-gamma-valerolactone	HMDB
5-(Dihydroxyphenyl)-valerolactone	HMDB

Chemical Formula

C₁₁H₁₂O₄

Average Molecular Weight

208.213

Monoisotopic Molecular Weight

208.073558866

IUPAC Name

(5R)-5-[(3,4-dihydroxyphenyl)methyl]oxolan-2-one

Traditional Name

(5R)-5-[(3,4-dihydroxyphenyl)methyl]oxolan-2-one

CAS Registry Number

191666-22-5

SMILES

OC1=C(O)C=C(C[C@H]2CCC(=O)O2)C=C1

InChI Identifier

InChI=1S/C11H12O4/c12-9-3-1-7(6-10(9)13)5-8-2-4-11(14)15-8/h1,3,6,8,12-13H,2,4-5H2/t8-/m1/s1

InChI Key

ZNXXWTPQHVLMQT-MRVPVSSYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Gamma butyrolactone
Oxolane
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 19671472)

Excreta

Biofluid or Excreta

Urine (PMID: 19671472)
Feces (PMID: 24010549)

Source

Exogenous

Exogenous (HMDB: HMDB0029185)

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0029185)

Tea

Tea products (HMDB: HMDB0029185)

Nut

Nuts (HMDB: HMDB0029185)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0029185)

Fruit

Berries (HMDB: HMDB0029185)

Pome

Apple (HMDB: HMDB0029185)

Endogenous

Endogenous (HMDB: HMDB0029185)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	1.38 g/L	ALOGPS
logP	1.47	ALOGPS
logP	1.62	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	9.28	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	53.31 m³·mol⁻¹	ChemAxon
Polarizability	20.72 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	149.667	30932474
DeepCCS	[M-H]-	147.271	30932474
DeepCCS	[M-2H]-	180.399	30932474
DeepCCS	[M+Na]+	155.606	30932474
AllCCS	[M+H]+	147.9	32859911
AllCCS	[M+H-H2O]+	143.8	32859911
AllCCS	[M+NH4]+	151.7	32859911
AllCCS	[M+Na]+	152.7	32859911
AllCCS	[M-H]-	147.6	32859911
AllCCS	[M+Na-2H]-	147.8	32859911
AllCCS	[M+HCOO]-	148.2	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.	3.67 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6663 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.36 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1485.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	285.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	130.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	149.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	489.0 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	403.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	128.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	879.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	364.0 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	1119.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	268.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	314.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	451.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	218.3 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	180.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone	OC1=C(O)C=C(C[C@H]2CCC(=O)O2)C=C1	3518.5	Standard polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone	OC1=C(O)C=C(C[C@H]2CCC(=O)O2)C=C1	2110.3	Standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone	OC1=C(O)C=C(C[C@H]2CCC(=O)O2)C=C1	2211.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C[C@H]2CCC(=O)O2)C=C1O	2063.2	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone,1TMS,isomer #2	C[Si](C)(C)OC1=CC(C[C@H]2CCC(=O)O2)=CC=C1O	2045.3	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C[C@H]2CCC(=O)O2)C=C1O[Si](C)(C)C	2137.3	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@H]2CCC(=O)O2)C=C1O	2332.1	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(C[C@H]2CCC(=O)O2)=CC=C1O	2312.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@H]2CCC(=O)O2)C=C1O[Si](C)(C)C(C)(C)C	2594.2	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 - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone 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 - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone 10V, Positive-QTOF	splash10-0a4i-5690000000-426cef4dbeb10dafeeae	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone 20V, Positive-QTOF	splash10-05fs-7900000000-608cd683d3b6dda831d1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone 40V, Positive-QTOF	splash10-066v-9600000000-33bdad61d6a30e899f6f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone 10V, Negative-QTOF	splash10-0a4i-1490000000-ec828d89aebc8ed026a4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone 20V, Negative-QTOF	splash10-0019-9500000000-a59c0f26c2f4508f2c4e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone 40V, Negative-QTOF	splash10-0076-6900000000-6b3eed581075ea184a37	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 983	19671472	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 983	12184788	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 983	10725114	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 983	18433082	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected and Quantified	1.873 +/- 3.170 nmol/g wet feces	Adult (>18 years old)	Both	Normal	24010549	details
Feces	Detected and Quantified	57.634 +/- 56.673 nmol/g wet feces	Adult (>18 years old)	Both	Normal	24010549	details
Feces	Detected and Quantified	12.679 nmol/g wet feces	Adult (>18 years old)	Both	Normal	24010549	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 983	19671472	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 983	12184788	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 983	10725114	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 983	18433082	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

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

FDB031342

KNApSAcK ID

Not Available

Chemspider ID

24207288

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45093080

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

Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]

Enzymes

Enzyme Details

1. Catechol O-methyltransferase

General function:: Involved in magnesium ion binding
Specific function:: Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:: COMT
Uniprot ID:: P21964
Molecular weight:: 30036.77

Reactions

5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone → 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone → 3,4,5-trihydroxy-6-{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid	details
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone → 3,4,5-trihydroxy-6-{2-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid	details

Enzyme Details

3. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone → 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate	details

Showing metabocard for 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone (HMDB0029185)

MOL for HMDB0029185 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone)

3D MOL for HMDB0029185 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone)

3D SDF for HMDB0029185 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone)

3D-SDF for HMDB0029185 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone)

PDB for HMDB0029185 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone)

3D PDB for HMDB0029185 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone)

SMILES for HMDB0029185 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone)

INCHI for HMDB0029185 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone)

Structure for HMDB0029185 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone)

3D Structure for HMDB0029185 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra

Enzymes

Reactions

Reactions

Reactions