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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:09 UTC

Update Date

2023-02-21 17:19:39 UTC

HMDB ID

HMDB0030646

Secondary Accession Numbers

HMDB30646

Metabolite Identification

Common Name

(Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one

Description

(Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1. Based on a literature review very few articles have been published on (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one.

Structure

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


  Mrv0541 05061305242D          

 15 16  0  0  0  0            999 V2000
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  3  2  0  0  0  0
  8  5  1  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  2  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030646

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/C1=CC2=CC=CC=C2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O2/c1-2-3-7-11-9-10-6-4-5-8-12(10)13(14)15-11/h3-9H,2H2,1H3/b7-3-

> <INCHI_KEY>
DHKBMMCQVXFEJY-CLTKARDFSA-N

> <FORMULA>
C13H12O2

> <MOLECULAR_WEIGHT>
200.2332

> <EXACT_MASS>
200.083729628

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
21.994552155876594

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(1Z)-but-1-en-1-yl]-1H-isochromen-1-one

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
3.4611085696666666

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0434144782194705

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
61.99370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(1Z)-but-1-en-1-yl]isochromen-1-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      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    7                                                       
CONECT    4    5    6                                                       
CONECT    5    4    8                                                       
CONECT    6    4   10                                                       
CONECT    7    3   11                                                       
CONECT    8    5   12                                                       
CONECT    9   10   11                                                       
CONECT   10    6    9   12                                                  
CONECT   11    7    9   15                                                  
CONECT   12    8   10   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   11   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0030646
HETATM    1  C1  UNL     1       4.120   0.511  -0.784  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.812   0.522   0.098  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.816  -0.800   0.739  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.724  -1.474   0.936  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.375  -1.100   0.615  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.104   0.169   0.449  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.450   0.395   0.120  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.935   1.669  -0.050  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.277   1.827  -0.376  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.127   0.770  -0.532  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.645  -0.505  -0.362  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.299  -0.671  -0.035  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.758  -1.924   0.147  1.00  0.00           C  
HETATM   14  O1  UNL     1      -2.570  -2.889  -0.002  1.00  0.00           O  
HETATM   15  O2  UNL     1      -0.512  -2.089   0.449  1.00  0.00           O  
HETATM   16  H1  UNL     1       4.089   1.355  -1.479  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.074  -0.474  -1.287  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.960   0.500  -0.086  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.885   1.391   0.710  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.994   0.548  -0.686  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.805  -1.241   1.071  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.872  -2.483   1.430  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.504   1.059   0.621  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.279   2.523   0.068  1.00  0.00           H  
HETATM   25  H10 UNL     1      -3.632   2.834  -0.503  1.00  0.00           H  
HETATM   26  H11 UNL     1      -5.160   0.933  -0.784  1.00  0.00           H  
HETATM   27  H12 UNL     1      -4.285  -1.358  -0.477  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4    4   21
CONECT    4    5   22
CONECT    5    6    6   15
CONECT    6    7   23
CONECT    7    8    8   12
CONECT    8    9   24
CONECT    9   10   10   25
CONECT   10   11   26
CONECT   11   12   12   27
CONECT   12   13
CONECT   13   14   14   15
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₂O₂

Average Molecular Weight

200.2332

Monoisotopic Molecular Weight

200.083729628

IUPAC Name

3-[(1Z)-but-1-en-1-yl]-1H-isochromen-1-one

Traditional Name

3-[(1Z)-but-1-en-1-yl]isochromen-1-one

CAS Registry Number

63898-24-8

SMILES

CC\C=C/C1=CC2=CC=CC=C2C(=O)O1

InChI Identifier

InChI=1S/C13H12O2/c1-2-3-7-11-9-10-6-4-5-8-12(10)13(14)15-11/h3-9H,2H2,1H3/b7-3-

InChI Key

DHKBMMCQVXFEJY-CLTKARDFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isocoumarins and derivatives

Sub Class

Not Available

Direct Parent

Isocoumarins and derivatives

Alternative Parents

Substituents

Isocoumarin
2-benzopyran
Benzopyran
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Herbs and Spices (FooDB: FOOD00866)

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	0.064 g/L	ALOGPS
logP	3.48	ALOGPS
logP	3.46	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	61.99 m³·mol⁻¹	ChemAxon
Polarizability	21.99 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]+	149.177	31661259
DarkChem	[M-H]-	146.556	31661259
DeepCCS	[M+H]+	143.684	30932474
DeepCCS	[M-H]-	141.326	30932474
DeepCCS	[M-2H]-	176.157	30932474
DeepCCS	[M+Na]+	151.948	30932474
AllCCS	[M+H]+	143.7	32859911
AllCCS	[M+H-H2O]+	139.3	32859911
AllCCS	[M+NH4]+	147.8	32859911
AllCCS	[M+Na]+	149.0	32859911
AllCCS	[M-H]-	147.8	32859911
AllCCS	[M+Na-2H]-	147.9	32859911
AllCCS	[M+HCOO]-	148.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one	CC\C=C/C1=CC2=CC=CC=C2C(=O)O1	2841.2	Standard polar	33892256
(Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one	CC\C=C/C1=CC2=CC=CC=C2C(=O)O1	1873.8	Standard non polar	33892256
(Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one	CC\C=C/C1=CC2=CC=CC=C2C(=O)O1	1921.2	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 - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-06di-0900000000-b0967f44a2fa794f0aa9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 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 - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 10V, Positive-QTOF	splash10-0udi-0090000000-0a2a369d86bc2967f48d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 20V, Positive-QTOF	splash10-0udi-5690000000-3afb101d1b032dc99a92	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 40V, Positive-QTOF	splash10-0udl-9400000000-875a872ab98c6ede377f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 10V, Negative-QTOF	splash10-0002-0900000000-7ca04e6c9d975a537d05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 20V, Negative-QTOF	splash10-0002-0900000000-0fcd95fc2e759618e5c1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 40V, Negative-QTOF	splash10-1000-2900000000-23f99d003e1990abbbc0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 10V, Positive-QTOF	splash10-0udi-0190000000-5d2e7d23da05cdc2677a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 20V, Positive-QTOF	splash10-0udi-2950000000-215f266081c559c4ce02	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 40V, Positive-QTOF	splash10-0ufu-6900000000-043c9a7ebe4ffa32ce00	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 10V, Negative-QTOF	splash10-0002-0900000000-85db899e345a8672fcfe	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 20V, Negative-QTOF	splash10-0002-0900000000-ca3fee255bb706fab0f0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one 40V, Negative-QTOF	splash10-016s-6900000000-5671e46187af601b7f4d	2021-09-25	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+Na]+)	2023-02-03	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

FDB002551

KNApSAcK ID

Not Available

Chemspider ID

10232900

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21602037

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

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

Showing metabocard for (Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one (HMDB0030646)

MOL for HMDB0030646 ((Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one)

3D MOL for HMDB0030646 ((Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one)

3D SDF for HMDB0030646 ((Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one)

3D-SDF for HMDB0030646 ((Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one)

PDB for HMDB0030646 ((Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one)

3D PDB for HMDB0030646 ((Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one)

SMILES for HMDB0030646 ((Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one)

INCHI for HMDB0030646 ((Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one)

Structure for HMDB0030646 ((Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one)

3D Structure for HMDB0030646 ((Z)-3-(1-Butenyl)-1H-2-benzopyran-1-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra