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Showing metabocard for 4H-1-Benzopyran (HMDB0246704)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 23:43:19 UTC
Update Date2021-09-26 22:55:57 UTC
HMDB IDHMDB0246704
Secondary Accession NumbersNone
Metabolite Identification
Common Name4H-1-Benzopyran
Description4H-1-Benzopyran belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. Based on a literature review a significant number of articles have been published on 4H-1-Benzopyran. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4h-1-benzopyran is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4H-1-Benzopyran is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0246704 (4H-1-Benzopyran)


  Mrv1652309112101432D          

 10 11  0  0  0  0            999 V2000
    1.4289   -1.6500    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   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
    2.8579    0.0000    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
    3.5724   -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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  1 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0246704 (4H-1-Benzopyran)

HMDB0246704
     RDKit          3D
4H-1-Benzopyran
 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.4579    0.1191    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1206    1.3778    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8269    1.8562   -0.0999 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1935    0.9019   -0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5299    1.2991   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884    0.4244   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   -0.9142   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827   -1.3244    0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0943   -0.4269    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4544   -0.9488    0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5321   -0.1752    0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9811    2.0775    0.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167    2.3445   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6169    0.7105   -0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0772   -1.6604   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264   -2.3725    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6826   -1.7004   -0.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708   -1.5882    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  1  1  0
  9  4  1  0
  1 11  1  0
  2 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
 10 17  1  0
 10 18  1  0
M  END
Download

3D SDF for HMDB0246704 (4H-1-Benzopyran)


  Mrv1652309112101432D          

 10 11  0  0  0  0            999 V2000
    1.4289   -1.6500    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   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
    2.8579    0.0000    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
    3.5724   -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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  1 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246704

> <DATABASE_NAME>
hmdb

> <SMILES>
C1C=COC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O/c1-2-6-9-8(4-1)5-3-7-10-9/h1-4,6-7H,5H2

> <INCHI_KEY>
JCIDEANDDNSHQC-UHFFFAOYSA-N

> <FORMULA>
C9H8O

> <MOLECULAR_WEIGHT>
132.162

> <EXACT_MASS>
132.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.163957789605053

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4H-chromene

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
2.3120107666666665

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.239295330046867

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
40.52490000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4H-1-benzopyran

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0246704 (4H-1-Benzopyran)

HMDB0246704
     RDKit          3D
4H-1-Benzopyran
 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.4579    0.1191    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1206    1.3778    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8269    1.8562   -0.0999 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1935    0.9019   -0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5299    1.2991   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884    0.4244   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   -0.9142   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827   -1.3244    0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0943   -0.4269    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4544   -0.9488    0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5321   -0.1752    0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9811    2.0775    0.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167    2.3445   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6169    0.7105   -0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0772   -1.6604   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264   -2.3725    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6826   -1.7004   -0.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708   -1.5882    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  1  1  0
  9  4  1  0
  1 11  1  0
  2 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
 10 17  1  0
 10 18  1  0
M  END
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PDB for HMDB0246704 (4H-1-Benzopyran)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5    1                                                  
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END
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3D PDB for HMDB0246704 (4H-1-Benzopyran)

COMPND    HMDB0246704
HETATM    1  C1  UNL     1      -2.458   0.119   0.151  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.121   1.378   0.023  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.827   1.856  -0.100  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.194   0.902  -0.086  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.530   1.299  -0.205  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.588   0.424  -0.200  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.289  -0.914  -0.068  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.983  -1.324   0.050  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.094  -0.427   0.044  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.454  -0.949   0.175  1.00  0.00           C  
HETATM   11  H1  UNL     1      -3.532  -0.175   0.244  1.00  0.00           H  
HETATM   12  H2  UNL     1      -2.981   2.078   0.020  1.00  0.00           H  
HETATM   13  H3  UNL     1       1.717   2.345  -0.304  1.00  0.00           H  
HETATM   14  H4  UNL     1       3.617   0.710  -0.290  1.00  0.00           H  
HETATM   15  H5  UNL     1       3.077  -1.660  -0.057  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.726  -2.373   0.154  1.00  0.00           H  
HETATM   17  H7  UNL     1      -1.683  -1.700  -0.655  1.00  0.00           H  
HETATM   18  H8  UNL     1      -1.571  -1.588   1.102  1.00  0.00           H  
CONECT    1    2    2   10   11
CONECT    2    3   12
CONECT    3    4
CONECT    4    5    5    9
CONECT    5    6   13
CONECT    6    7    7   14
CONECT    7    8   15
CONECT    8    9    9   16
CONECT    9   10
CONECT   10   17   18
END
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SMILES for HMDB0246704 (4H-1-Benzopyran)

C1C=COC2=CC=CC=C12
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INCHI for HMDB0246704 (4H-1-Benzopyran)

InChI=1S/C9H8O/c1-2-6-9-8(4-1)5-3-7-10-9/h1-4,6-7H,5H2
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC9H8O
Average Molecular Weight132.162
Monoisotopic Molecular Weight132.057514878
IUPAC Name4H-chromene
Traditional Name4H-1-benzopyran
CAS Registry NumberNot Available
SMILES
C1C=COC2=CC=CC=C12
InChI Identifier
InChI=1S/C9H8O/c1-2-6-9-8(4-1)5-3-7-10-9/h1-4,6-7H,5H2
InChI KeyJCIDEANDDNSHQC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct Parent1-benzopyrans
Alternative Parents
Substituents
  • 1-benzopyran
  • Benzenoid
  • Oxacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.69ALOGPS
logP2.31ChemAxon
logS-2.4ALOGPS
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity40.52 m³·mol⁻¹ChemAxon
Polarizability14.16 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-161.96730932474
DeepCCS[M+Na]+137.01830932474
AllCCS[M+H]+125.732859911
AllCCS[M+H-H2O]+120.732859911
AllCCS[M+NH4]+130.332859911
AllCCS[M+Na]+131.732859911
AllCCS[M-H]-124.332859911
AllCCS[M+Na-2H]-125.432859911
AllCCS[M+HCOO]-126.632859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202216.6478 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.73 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2034.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid646.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid266.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid462.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid345.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid612.6 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid674.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)313.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1413.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid575.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1359.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid519.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid493.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate684.2 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA554.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water116.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4H-1-BenzopyranC1C=COC2=CC=CC=C121672.8Standard polar33892256
4H-1-BenzopyranC1C=COC2=CC=CC=C121152.9Standard non polar33892256
4H-1-BenzopyranC1C=COC2=CC=CC=C121186.1Semi standard non polar33892256
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDC00001016
Chemspider ID119845
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound136068
PDB IDNot Available
ChEBI ID35603
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]