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Showing metabocard for Tiglic acid (HMDB0001470)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:44 UTC
HMDB IDHMDB0001470
Secondary Accession Numbers
  • HMDB01470
Metabolite Identification
Common NameTiglic acid
DescriptionTiglic acid is a monocarboxylic unsaturated organic acid. It is found in croton oil and in several other natural products. It has also been isolated from the defensive secretion of certain beetles. Tiglic acid, also known as tiglate or tiglinsaeure, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Tiglic acid has a double bond between the second and third carbons of the chain. Tiglic acid and angelic acid form a pair of cis-trans isomers. Tiglic acid is a volatile and crystallizable substance with a sweet, warm, spicy odour. It is used in making perfumes and flavoring agents. The salts and esters of tiglic acid are called tiglates.
Structure
Data?1676999744
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001470 (Tiglic acid)


  Mrv1652305271900302D          

  7  6  0  0  0  0            999 V2000
    0.1029   -0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    0.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8160    0.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1029   -1.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3272   -0.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    1.0596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
M  END
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3D MOL for HMDB0001470 (Tiglic acid)

HMDB0001470
     RDKit          3D
Tiglic acid
 15 14  0  0  0  0  0  0  0  0999 V2000
   -1.9830   -0.5252   -0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968   -1.0219   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3460   -0.1004    0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064    1.3321    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7220   -0.5405    0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0075   -1.7782    0.2852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934    0.4237    0.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6180   -1.4254   -0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943    0.1618   -1.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109   -0.1207    0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523   -2.0914   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9277    1.8996   -0.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4264    1.6808    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7033    1.6067   -0.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948    0.4991   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  4 12  1  0
  4 13  1  0
  4 14  1  0
  7 15  1  0
M  END
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3D SDF for HMDB0001470 (Tiglic acid)


  Mrv1652305271900302D          

  7  6  0  0  0  0            999 V2000
    0.1029   -0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    0.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8160    0.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1029   -1.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3272   -0.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    1.0596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001470

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C(/C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)/b4-3+

> <INCHI_KEY>
UIERETOOQGIECD-ONEGZZNKSA-N

> <FORMULA>
C5H8O2

> <MOLECULAR_WEIGHT>
100.1158

> <EXACT_MASS>
100.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
10.386001376060808

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-2-methylbut-2-enoic acid

> <ALOGPS_LOGP>
1.13

> <JCHEM_LOGP>
1.3151327766666667

> <ALOGPS_LOGS>
-0.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.971335232759619

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
27.322000000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.30e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tiglic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0001470 (Tiglic acid)

HMDB0001470
     RDKit          3D
Tiglic acid
 15 14  0  0  0  0  0  0  0  0999 V2000
   -1.9830   -0.5252   -0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968   -1.0219   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3460   -0.1004    0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064    1.3321    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7220   -0.5405    0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0075   -1.7782    0.2852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934    0.4237    0.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6180   -1.4254   -0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943    0.1618   -1.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109   -0.1207    0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523   -2.0914   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9277    1.8996   -0.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4264    1.6808    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7033    1.6067   -0.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948    0.4991   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  4 12  1  0
  4 13  1  0
  4 14  1  0
  7 15  1  0
M  END
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PDB for HMDB0001470 (Tiglic acid)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       0.192  -0.327   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.146   0.435   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.523   0.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.192  -1.869   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.477  -0.327   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -1.146   1.978   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.862  -0.327   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1                                                            
CONECT    5    2                                                            
CONECT    6    2                                                            
CONECT    7    3                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0001470 (Tiglic acid)

COMPND    HMDB0001470
HETATM    1  C1  UNL     1      -1.983  -0.525  -0.250  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.597  -1.022  -0.066  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.346  -0.100   0.096  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.006   1.332   0.088  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.722  -0.541   0.281  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.007  -1.778   0.285  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.693   0.424   0.449  1.00  0.00           O  
HETATM    8  H1  UNL     1      -2.618  -1.425  -0.493  1.00  0.00           H  
HETATM    9  H2  UNL     1      -2.094   0.162  -1.100  1.00  0.00           H  
HETATM   10  H3  UNL     1      -2.411  -0.121   0.701  1.00  0.00           H  
HETATM   11  H4  UNL     1      -0.352  -2.091  -0.063  1.00  0.00           H  
HETATM   12  H5  UNL     1       0.928   1.900  -0.100  1.00  0.00           H  
HETATM   13  H6  UNL     1      -0.426   1.681   1.062  1.00  0.00           H  
HETATM   14  H7  UNL     1      -0.703   1.607  -0.729  1.00  0.00           H  
HETATM   15  H8  UNL     1       3.495   0.499  -0.161  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3    3   11
CONECT    3    4    5
CONECT    4   12   13   14
CONECT    5    6    6    7
CONECT    7   15
END
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SMILES for HMDB0001470 (Tiglic acid)

C\C=C(/C)C(O)=O
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INCHI for HMDB0001470 (Tiglic acid)

InChI=1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)/b4-3+
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(e)-2,3-Dimethylacrylic acidChEBI
(e)-2-Methylbut-2-enoic acidChEBI
(e)-2-Methylcrotonic acidChEBI
Methyl methacrylic acidChEBI
TiglinsaeureChEBI
trans-2,3-Dimethylacrylic acidChEBI
trans-2-Methyl-2-butenoic acidChEBI
trans-2-Methylcrotonic acidChEBI
trans-alpha,beta-Dimethylacrylic acidChEBI
(e)-2,3-DimethylacrylateGenerator
(e)-2-Methylbut-2-enoateGenerator
(e)-2-MethylcrotonateGenerator
Methyl methacrylateGenerator
trans-2,3-DimethylacrylateGenerator
trans-2-Methyl-2-butenoateGenerator
trans-2-MethylcrotonateGenerator
trans-a,b-DimethylacrylateGenerator
trans-a,b-Dimethylacrylic acidGenerator
trans-alpha,beta-DimethylacrylateGenerator
trans-Α,β-dimethylacrylateGenerator
trans-Α,β-dimethylacrylic acidGenerator
TiglateGenerator
(2E)-2-Methyl-2-butenoateHMDB
(2E)-2-Methyl-2-butenoic acidHMDB
(e)-2-Methyl-2-butenoateHMDB
(e)-2-Methyl-2-butenoic acidHMDB
(e)-2-Methyl-crotonateHMDB
(e)-2-Methyl-crotonic acidHMDB
2,3-DimethylacrylateHMDB
2,3-Dimethylacrylic acidHMDB
2-Methyl-(e)-2-butenoateHMDB
2-Methyl-(e)-2-butenoic acidHMDB
2-Methyl-2-butenoateHMDB
2-Methyl-2-butenoic acidHMDB
2-Methyl-crotonateHMDB
2-Methyl-crotonic acidHMDB
2-Methylbut-2-enoateHMDB
2-Methylbut-2-enoic acidHMDB
CevadateHMDB
Cevadic acidHMDB
e-TiglateHMDB
e-Tiglic acidHMDB
epsilon-TiglateHMDB
epsilon-Tiglic acidHMDB
MethylbutenoicacidHMDB
TiglinateHMDB
Tiglinic acidHMDB
trans-2-Methylcrotonic acid = trans-2-methyl-2-butenoateHMDB
trans-2-Methylcrotonic acid = trans-2-methyl-2-butenoic acidHMDB
trans-2-Methylcrotonic acid = trans-2-methyl-2-butenoic acid = tiglinateHMDB
trans-2-Methylcrotonic acid = trans-2-methyl-2-butenoic acid = tiglinic acidHMDB
Tiglic acid, (Z)-isomerHMDB
Tiglic acid, (e)-isomerHMDB
Chemical FormulaC5H8O2
Average Molecular Weight100.1158
Monoisotopic Molecular Weight100.0524295
IUPAC Name(2E)-2-methylbut-2-enoic acid
Traditional Nametiglic acid
CAS Registry Number80-59-1
SMILES
C\C=C(/C)C(O)=O
InChI Identifier
InChI=1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)/b4-3+
InChI KeyUIERETOOQGIECD-ONEGZZNKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMethyl-branched fatty acids
Alternative Parents
Substituents
  • Methyl-branched fatty acid
  • Unsaturated fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point61 - 65 °CNot Available
Boiling Point95.00 to 96.00 °C. @ 12.00 mm HgThe Good Scents Company Information System
Water Solubility1 mg/mLNot Available
LogP1.076 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility83 g/LALOGPS
logP1.13ALOGPS
logP1.32ChemAxon
logS-0.08ALOGPS
pKa (Strongest Acidic)4.97ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity27.32 m³·mol⁻¹ChemAxon
Polarizability10.39 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+121.92631661259
DarkChem[M-H]-116.21231661259
AllCCS[M+H]+125.07832859911
AllCCS[M-H]-123.24332859911
DeepCCS[M+H]+124.54130932474
DeepCCS[M-H]-121.74230932474
DeepCCS[M-2H]-158.12930932474
DeepCCS[M+Na]+132.78830932474
AllCCS[M+H]+125.132859911
AllCCS[M+H-H2O]+120.732859911
AllCCS[M+NH4]+129.232859911
AllCCS[M+Na]+130.432859911
AllCCS[M-H]-123.232859911
AllCCS[M+Na-2H]-127.132859911
AllCCS[M+HCOO]-131.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Tiglic acidC\C=C(/C)C(O)=O1807.6Standard polar33892256
Tiglic acidC\C=C(/C)C(O)=O961.5Standard non polar33892256
Tiglic acidC\C=C(/C)C(O)=O934.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Tiglic acid,1TMS,isomer #1C/C=C(\C)C(=O)O[Si](C)(C)C1006.6Semi standard non polar33892256
Tiglic acid,1TBDMS,isomer #1C/C=C(\C)C(=O)O[Si](C)(C)C(C)(C)C1225.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tiglic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zi0-9000000000-4314e75ba9656b7fb97f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tiglic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0ab9-9200000000-1e8cf22de89b50fd327d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tiglic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0zg0-9100000000-52eb3e4847f5360388c32015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid Quattro_QQQ 10V, Negative-QTOF (Annotated)splash10-0a4j-9000000000-388383b7e67bc9a78b312012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid Quattro_QQQ 25V, Negative-QTOF (Annotated)splash10-052b-9000000000-c5244acf58fff3e4aa882012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid Quattro_QQQ 40V, Negative-QTOF (Annotated)splash10-0002-9000000000-7b12a1fc25be25ecd8842012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-0002-9000000000-af65ce24e97d441c9c9e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-052b-9000000000-b48bd344861272ddd9212012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-0a4i-9000000000-4c3d75c63fc1a2aad5542012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-001i-9000000000-e71258cb16f06217950b2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid LC-ESI-QQ , negative-QTOFsplash10-0002-9000000000-af65ce24e97d441c9c9e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid LC-ESI-QQ , negative-QTOFsplash10-052b-9000000000-b48bd344861272ddd9212017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid LC-ESI-QQ , negative-QTOFsplash10-0a4i-9000000000-4c3d75c63fc1a2aad5542017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid LC-ESI-QQ , negative-QTOFsplash10-001i-9000000000-e71258cb16f06217950b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid 40V, Negative-QTOFsplash10-000i-9000000000-5fcd95fb9bb6f029867c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tiglic acid 10V, Negative-QTOFsplash10-0002-9000000000-7daa8fdc26ee8a9bae522021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 10V, Positive-QTOFsplash10-0ue9-9500000000-9e8414fb7b7ae1c017822017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 20V, Positive-QTOFsplash10-0a59-9100000000-ad21d817c30785ef1c812017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 40V, Positive-QTOFsplash10-0a4i-9000000000-fde57dbd7bb552649d7d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 10V, Negative-QTOFsplash10-0002-9000000000-1c91e2936e306ff07e442017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 20V, Negative-QTOFsplash10-0a4j-9000000000-d54eabf82c98dd7ebee82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 40V, Negative-QTOFsplash10-0a4i-9000000000-b3098892d6bc4e5169062017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 10V, Negative-QTOFsplash10-0002-9000000000-5289cc75fe7aae11de792021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 20V, Negative-QTOFsplash10-000t-9000000000-16cd54f70787a892bf2b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 40V, Negative-QTOFsplash10-052f-9000000000-59b712b76240ebaa68882021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 10V, Positive-QTOFsplash10-001i-9000000000-0cc8aed45af20d83ec922021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 20V, Positive-QTOFsplash10-0a4i-9000000000-821598b1a2e8057a35672021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tiglic acid 40V, Positive-QTOFsplash10-0a4r-9000000000-5e5e9fc82472025ff5032021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, 5%_DMSO, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000774
KNApSAcK IDC00001207
Chemspider ID111629
KEGG Compound IDC08279
BioCyc IDCPD-7077
BiGG IDNot Available
Wikipedia LinkTiglic_acid
METLIN ID6261
PubChem Compound125468
PDB IDNot Available
ChEBI ID9592
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1010371
References
Synthesis ReferenceJacob, Carl; Hafner, Walter; Wick, Manfred. Tiglic acid. Ger. Offen. (1976), 6 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Leete E, Murrill JB: Biosynthesis of the tiglic acid moiety of meteloidine in Datura meteloides. Tetrahedron Lett. 1967 May;18:1727-30. [PubMed:6045963 ]

Enzymes

Enzyme Details
1. 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
Tiglic acid → 3,4,5-trihydroxy-6-{[(2E)-2-methylbut-2-enoyl]oxy}oxane-2-carboxylic aciddetails