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Showing metabocard for 4-Chloro-1-naphthol (HMDB0247127)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 00:08:27 UTC
Update Date2021-09-26 22:56:36 UTC
HMDB IDHMDB0247127
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-Chloro-1-naphthol
Description4-Chloro-1-naphthol belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. Based on a literature review a significant number of articles have been published on 4-Chloro-1-naphthol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-chloro-1-naphthol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Chloro-1-naphthol 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 HMDB0247127 (4-Chloro-1-naphthol)


  Mrv1652309112102082D          

 12 13  0  0  0  0            999 V2000
   -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
    0.0000   -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
    0.0000   -0.0000    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
    2.1434   -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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  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
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 12  1  0  0  0  0
M  END
Download

3D MOL for HMDB0247127 (4-Chloro-1-naphthol)

HMDB0247127
     RDKit          3D
4-Chloro-1-naphthol
 19 20  0  0  0  0  0  0  0  0999 V2000
   -1.4531   -2.3800   -0.0985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2895   -1.0051   -0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3560   -0.1354    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1565    1.2299    0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8592    1.6754    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5567    3.3917    0.2711 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2272    0.8194    0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318    1.2806    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155    0.4044   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3995   -0.9612   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1034   -1.3961   -0.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0213   -0.5428   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828   -2.7933   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3792   -0.5232    0.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0096    1.9006    0.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287    2.3423    0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6350    0.7703   -0.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2637   -1.6195   -0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9165   -2.4580   -0.2220 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
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  2  1  0
 12  7  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
 11 19  1  0
M  END
Download

3D SDF for HMDB0247127 (4-Chloro-1-naphthol)


  Mrv1652309112102082D          

 12 13  0  0  0  0            999 V2000
   -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
    0.0000   -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
    0.0000   -0.0000    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
    2.1434   -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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  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
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247127

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(Cl)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C10H7ClO/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,12H

> <INCHI_KEY>
LVSPDZAGCBEQAV-UHFFFAOYSA-N

> <FORMULA>
C10H7ClO

> <MOLECULAR_WEIGHT>
178.62

> <EXACT_MASS>
178.0185425

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
17.632985023195943

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-chloronaphthalen-1-ol

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
3.2632019273333333

> <ALOGPS_LOGS>
-3.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.607160691010177

> <JCHEM_PKA_STRONGEST_BASIC>
-6.37579447613479

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
49.29390000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-chloro-1-naphthol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0247127 (4-Chloro-1-naphthol)

HMDB0247127
     RDKit          3D
4-Chloro-1-naphthol
 19 20  0  0  0  0  0  0  0  0999 V2000
   -1.4531   -2.3800   -0.0985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2895   -1.0051   -0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3560   -0.1354    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1565    1.2299    0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8592    1.6754    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5567    3.3917    0.2711 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2272    0.8194    0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318    1.2806    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155    0.4044   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3995   -0.9612   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1034   -1.3961   -0.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0213   -0.5428   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828   -2.7933   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3792   -0.5232    0.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0096    1.9006    0.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287    2.3423    0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6350    0.7703   -0.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2637   -1.6195   -0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9165   -2.4580   -0.2220 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
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  2  1  0
 12  7  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
 11 19  1  0
M  END
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PDB for HMDB0247127 (4-Chloro-1-naphthol)

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      -1.334  -0.770   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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       2.667  -4.620   0.000  0.00  0.00          Cl+0
HETATM   12  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    7                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
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3D PDB for HMDB0247127 (4-Chloro-1-naphthol)

COMPND    HMDB0247127
HETATM    1  O1  UNL     1      -1.453  -2.380  -0.098  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.289  -1.005  -0.008  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.356  -0.135   0.108  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.157   1.230   0.196  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.859   1.675   0.163  1.00  0.00           C  
HETATM    6 CL1  UNL     1      -0.557   3.392   0.271  1.00  0.00          CL  
HETATM    7  C5  UNL     1       0.227   0.819   0.048  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.532   1.281   0.016  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.615   0.404  -0.101  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.399  -0.961  -0.188  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.103  -1.396  -0.155  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.021  -0.543  -0.040  1.00  0.00           C  
HETATM   13  H1  UNL     1      -2.383  -2.793  -0.082  1.00  0.00           H  
HETATM   14  H2  UNL     1      -3.379  -0.523   0.131  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.010   1.901   0.286  1.00  0.00           H  
HETATM   16  H4  UNL     1       1.729   2.342   0.082  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.635   0.770  -0.126  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.264  -1.619  -0.279  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.916  -2.458  -0.222  1.00  0.00           H  
CONECT    1    2   13
CONECT    2    3    3   12
CONECT    3    4   14
CONECT    4    5    5   15
CONECT    5    6    7
CONECT    7    8    8   12
CONECT    8    9   16
CONECT    9   10   10   17
CONECT   10   11   18
CONECT   11   12   12   19
END
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SMILES for HMDB0247127 (4-Chloro-1-naphthol)

OC1=CC=C(Cl)C2=CC=CC=C12
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INCHI for HMDB0247127 (4-Chloro-1-naphthol)

InChI=1S/C10H7ClO/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,12H
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View in JSmolView Stereo Labels
Synonyms
ValueSource
4-Chloro-1-naphthalenolHMDB
Chemical FormulaC10H7ClO
Average Molecular Weight178.62
Monoisotopic Molecular Weight178.0185425
IUPAC Name4-chloronaphthalen-1-ol
Traditional Name4-chloro-1-naphthol
CAS Registry NumberNot Available
SMILES
OC1=CC=C(Cl)C2=CC=CC=C12
InChI Identifier
InChI=1S/C10H7ClO/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,12H
InChI KeyLVSPDZAGCBEQAV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNaphthols and derivatives
Direct ParentNaphthols and derivatives
Alternative Parents
Substituents
  • Chloronaphthalene
  • 1-naphthol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aryl halide
  • Aryl chloride
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological location
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
logP3.57ALOGPS
logP3.26ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)8.61ChemAxon
pKa (Strongest Basic)-6.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity49.29 m³·mol⁻¹ChemAxon
Polarizability17.63 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]-166.08230932474
DeepCCS[M+Na]+141.62130932474
AllCCS[M+H]+134.032859911
AllCCS[M+H-H2O]+129.432859911
AllCCS[M+NH4]+138.232859911
AllCCS[M+Na]+139.532859911
AllCCS[M-H]-128.432859911
AllCCS[M+Na-2H]-128.832859911
AllCCS[M+HCOO]-129.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Chloro-1-naphtholOC1=CC=C(Cl)C2=CC=CC=C122624.9Standard polar33892256
4-Chloro-1-naphtholOC1=CC=C(Cl)C2=CC=CC=C121622.7Standard non polar33892256
4-Chloro-1-naphtholOC1=CC=C(Cl)C2=CC=CC=C121736.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Chloro-1-naphthol GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-0900000000-d0b3be45a8d563c6e4b22021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Chloro-1-naphthol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Chloro-1-naphthol GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Chloro-1-naphthol GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-1-naphthol 10V, Positive-QTOFsplash10-004i-0900000000-78717e54d7c94b2b5c482021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-1-naphthol 20V, Positive-QTOFsplash10-004i-0900000000-6b5d1279b060c348ddb22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-1-naphthol 40V, Positive-QTOFsplash10-004j-3900000000-5d7339949150e371ab3d2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-1-naphthol 10V, Negative-QTOFsplash10-004i-0900000000-82380e3ce836c82231792021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-1-naphthol 20V, Negative-QTOFsplash10-004i-0900000000-82380e3ce836c82231792021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-1-naphthol 40V, Negative-QTOFsplash10-00b9-1900000000-fee2a8f96387f888fd772021-10-12Wishart LabView Spectrum
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 IDNot Available
Chemspider ID11294
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11787
PDB IDNot Available
ChEBI IDNot Available
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 ]