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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:46 UTC

HMDB ID

HMDB0014894

Secondary Accession Numbers

HMDB14894

Metabolite Identification

Common Name

Hexachlorophene

Description

Hexachlorophene, also known as gamophen or acigena, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Hexachlorophene is a drug which is used for use as a surgical scrub and a bacteriostatic skin cleanser. it may also be used to control an outbreak of gram-positive infection where other infection control procedures have been unsuccessful. Based on a literature review a significant number of articles have been published on Hexachlorophene.

Structure

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

756
  Mrv0541 02231214592D          

 21 22  0  0  0  0            999 V2000
    5.1469    0.1168    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.9947    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0257    2.6447    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -2.6447    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7112    1.6673    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -2.6447    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4613    1.0943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -0.9947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8041    0.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2738    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6166    0.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5560    2.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8988    1.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -2.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684    2.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  2 15  1  0  0  0  0
  3 16  1  0  0  0  0
  4 17  1  0  0  0  0
  5 18  1  0  0  0  0
  6 19  1  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  2  0  0  0  0
 10 14  1  0  0  0  0
 11 13  2  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 15 19  2  0  0  0  0
 16 20  2  0  0  0  0
 17 21  2  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014894

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(CC2=C(O)C(Cl)=CC(Cl)=C2Cl)C(Cl)=C(Cl)C=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C13H6Cl6O2/c14-6-2-8(16)12(20)4(10(6)18)1-5-11(19)7(15)3-9(17)13(5)21/h2-3,20-21H,1H2

> <INCHI_KEY>
ACGUYXCXAPNIKK-UHFFFAOYSA-N

> <FORMULA>
C13H6Cl6O2

> <MOLECULAR_WEIGHT>
406.904

> <EXACT_MASS>
403.849895678

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
34.071855286150594

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,6-trichloro-2-[(2,3,5-trichloro-6-hydroxyphenyl)methyl]phenol

> <ALOGPS_LOGP>
6.77

> <JCHEM_LOGP>
7.082177257666666

> <ALOGPS_LOGS>
-5.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.794720213161474

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.153372662291707

> <JCHEM_PKA_STRONGEST_BASIC>
-7.377815156118747

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
88.58579999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.33e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pre-op

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 756                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       9.608   0.218   0.000  0.00  0.00          Cl+0
HETATM    2 Cl   UNK     0       9.242  -1.857   0.000  0.00  0.00          Cl+0
HETATM    3 Cl   UNK     0       5.648   4.937   0.000  0.00  0.00          Cl+0
HETATM    4 Cl   UNK     0       3.907  -4.937   0.000  0.00  0.00          Cl+0
HETATM    5 Cl   UNK     0      10.661   3.112   0.000  0.00  0.00          Cl+0
HETATM    6 Cl   UNK     0       9.242  -4.937   0.000  0.00  0.00          Cl+0
HETATM    7  O   UNK     0       4.594   2.043   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.907  -1.857   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.574  -0.317   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.101   1.130   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.574  -1.857   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.111   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.241  -2.627   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.618   1.398   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.908  -2.627   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.638   3.757   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.241  -4.167   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.144   2.845   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.908  -4.167   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.154   4.025   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.574  -4.937   0.000  0.00  0.00           C+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   17                                                            
CONECT    5   18                                                            
CONECT    6   19                                                            
CONECT    7   12                                                            
CONECT    8   13                                                            
CONECT    9   10   11                                                       
CONECT   10    9   12   14                                                  
CONECT   11    9   13   15                                                  
CONECT   12    7   10   16                                                  
CONECT   13    8   11   17                                                  
CONECT   14    1   10   18                                                  
CONECT   15    2   11   19                                                  
CONECT   16    3   12   20                                                  
CONECT   17    4   13   21                                                  
CONECT   18    5   14   20                                                  
CONECT   19    6   15   21                                                  
CONECT   20   16   18                                                       
CONECT   21   17   19                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0014894
HETATM    1  O1  UNL     1      -1.551   2.390  -1.338  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.950   1.280  -0.650  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.138   1.376   0.084  1.00  0.00           C  
HETATM    4 CL1  UNL     1      -3.997   2.885   0.084  1.00  0.00          CL  
HETATM    5  C3  UNL     1      -3.615   0.309   0.784  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.927  -0.874   0.775  1.00  0.00           C  
HETATM    7 CL2  UNL     1      -3.559  -2.230   1.684  1.00  0.00          CL  
HETATM    8  C5  UNL     1      -1.735  -0.993   0.050  1.00  0.00           C  
HETATM    9 CL3  UNL     1      -0.961  -2.555   0.106  1.00  0.00          CL  
HETATM   10  C6  UNL     1      -1.232   0.063  -0.661  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.079   0.050  -1.332  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.270  -0.017  -0.451  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.044  -1.196  -0.417  1.00  0.00           C  
HETATM   14  O2  UNL     1       1.810  -2.237  -1.249  1.00  0.00           O  
HETATM   15  C10 UNL     1       3.107  -1.357   0.469  1.00  0.00           C  
HETATM   16 CL4  UNL     1       4.014  -2.856   0.424  1.00  0.00          CL  
HETATM   17  C11 UNL     1       3.452  -0.378   1.349  1.00  0.00           C  
HETATM   18  C12 UNL     1       2.723   0.764   1.329  1.00  0.00           C  
HETATM   19 CL5  UNL     1       3.164   2.023   2.476  1.00  0.00          CL  
HETATM   20  C13 UNL     1       1.647   0.940   0.439  1.00  0.00           C  
HETATM   21 CL6  UNL     1       0.859   2.474   0.568  1.00  0.00          CL  
HETATM   22  H1  UNL     1      -0.787   2.589  -1.920  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.544   0.346   1.369  1.00  0.00           H  
HETATM   24  H3  UNL     1       0.209   0.955  -1.964  1.00  0.00           H  
HETATM   25  H4  UNL     1       0.152  -0.791  -2.071  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.182  -2.431  -1.965  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.283  -0.530   2.030  1.00  0.00           H  
CONECT    1    2   22
CONECT    2    3    3   10
CONECT    3    4    5
CONECT    5    6    6   23
CONECT    6    7    8
CONECT    8    9   10   10
CONECT   10   11
CONECT   11   12   24   25
CONECT   12   13   13   20
CONECT   13   14   15
CONECT   14   26
CONECT   15   16   17   17
CONECT   17   18   27
CONECT   18   19   20   20
CONECT   20   21
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,2',3,3',5,5'-Hexachloro-6,6'-dihydroxydiphenylmethane	ChEBI
2,2'-Dihydroxy-3,3',5,5',6,6'-hexachlorodiphenylmethane	ChEBI
2,2'-Dihydroxy-3,5,6,3',5',6'-hexachlorodiphenylmethane	ChEBI
2,2'-Methanediylbis(3,4,6-trichlorophenol)	ChEBI
Acigena	ChEBI
Almederm	ChEBI
Armohex	ChEBI
Bis(2-hydroxy-3,5,6-trichlorophenyl)methane	ChEBI
Bis(3,5,6-trichloro-2-hydroxyphenyl)methane	ChEBI
Distodin	ChEBI
Esaclorofene	ChEBI
Exofene	ChEBI
Gamophen	ChEBI
Gamophene	ChEBI
Germa-medica	ChEBI
Hexa-germ	ChEBI
Hexabalm	ChEBI
Hexachlorophenum	ChEBI
Hexaclorofeno	ChEBI
Hexafen	ChEBI
Hexascrub	ChEBI
Hexide	ChEBI
Nabac	ChEBI
Phiso-scrub	ChEBI
Phisodan	ChEBI
Septi-soft	ChEBI
Septisol	ChEBI
Septofen	ChEBI
Solu-heks	ChEBI
Soy-dome	ChEBI
Staphene O	ChEBI
Ster-zac	ChEBI
Steral	ChEBI
Steraskin	ChEBI
Surgi-cen	ChEBI
Surgi-cin	ChEBI
Surofene	ChEBI
Tersaseptic	ChEBI
Turgex	ChEBI
Phisohex	Kegg
Hexachlorophane	HMDB

Chemical Formula

C₁₃H₆Cl₆O₂

Average Molecular Weight

406.904

Monoisotopic Molecular Weight

403.849895678

IUPAC Name

3,4,6-trichloro-2-[(2,3,5-trichloro-6-hydroxyphenyl)methyl]phenol

Traditional Name

pre-op

CAS Registry Number

70-30-4

SMILES

OC1=C(CC2=C(O)C(Cl)=CC(Cl)=C2Cl)C(Cl)=C(Cl)C=C1Cl

InChI Identifier

InChI=1S/C13H6Cl6O2/c14-6-2-8(16)12(20)4(10(6)18)1-5-11(19)7(15)3-9(17)13(5)21/h2-3,20-21H,1H2

InChI Key

ACGUYXCXAPNIKK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
4-halophenol
3-halophenol
2-halophenol
3-chlorophenol
2-chlorophenol
4-chlorophenol
Chlorobenzene
Halobenzene
Phenol
Aryl halide
Aryl chloride
Organic oxygen compound
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

polyphenol (CHEBI:5693 )
trichlorobenzene (CHEBI:5693 )
bridged diphenyl fungicide (CHEBI:5693 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014894)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	166.5 °C	Not Available
Water Solubility	0.00043 g/L	Not Available
LogP	6.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00043 g/L	ALOGPS
logP	6.77	ALOGPS
logP	7.08	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	5.15	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.59 m³·mol⁻¹	ChemAxon
Polarizability	34.07 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	169.112	30932474
DeepCCS	[M-H]-	166.754	30932474
DeepCCS	[M-2H]-	200.401	30932474
DeepCCS	[M+Na]+	175.628	30932474
AllCCS	[M+H]+	172.0	32859911
AllCCS	[M+H-H2O]+	169.0	32859911
AllCCS	[M+NH4]+	174.7	32859911
AllCCS	[M+Na]+	175.4	32859911
AllCCS	[M-H]-	131.0	32859911
AllCCS	[M+Na-2H]-	129.8	32859911
AllCCS	[M+HCOO]-	128.6	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. Predicted by Afia on May 17, 2022.	8.59 minutes	32390414
Predicted by Siyang on May 30, 2022	24.2789 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.15 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	85.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3051.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	859.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	337.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	657.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	589.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1137.6 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	1144.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	709.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1985.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	854.5 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	2337.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	784.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	671.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	1074.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	549.1 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	319.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexachlorophene	OC1=C(CC2=C(O)C(Cl)=CC(Cl)=C2Cl)C(Cl)=C(Cl)C=C1Cl	4762.2	Standard polar	33892256
Hexachlorophene	OC1=C(CC2=C(O)C(Cl)=CC(Cl)=C2Cl)C(Cl)=C(Cl)C=C1Cl	2824.8	Standard non polar	33892256
Hexachlorophene	OC1=C(CC2=C(O)C(Cl)=CC(Cl)=C2Cl)C(Cl)=C(Cl)C=C1Cl	2797.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hexachlorophene,1TMS,isomer #1	C[Si](C)(C)OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl	2810.6	Semi standard non polar	33892256
Hexachlorophene,2TMS,isomer #1	C[Si](C)(C)OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(Cl)C(Cl)=CC(Cl)=C1O[Si](C)(C)C	2868.0	Semi standard non polar	33892256
Hexachlorophene,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl	3179.3	Semi standard non polar	33892256
Hexachlorophene,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(Cl)C(Cl)=CC(Cl)=C1O[Si](C)(C)C(C)(C)C	3468.0	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 - Hexachlorophene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0600-0129300000-cb3b814466eba79fbe7c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexachlorophene GC-MS (2 TMS) - 70eV, Positive	splash10-00di-9010240000-a29226851efcc2b57335	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexachlorophene 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexachlorophene LC-ESI-QFT , negative-QTOF	splash10-0udl-0902800000-eab954bdd46ef95ea0e6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexachlorophene LC-ESI-ITFT , negative-QTOF	splash10-0006-0903000000-af7e51011b8ac55a0b9c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexachlorophene 30V, Negative-QTOF	splash10-0006-0903000000-b5db9f67cdd739d85570	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexachlorophene 15V, Negative-QTOF	splash10-0udi-0102900000-3f1c09b0da5bdeca4986	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexachlorophene 45V, Negative-QTOF	splash10-0006-0900000000-2de6711b3225e7d9d197	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexachlorophene 60V, Negative-QTOF	splash10-052f-0900000000-ede1ae14950bd65d2d7d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexachlorophene 75V, Negative-QTOF	splash10-0a4i-0900000000-2bf64f17df28192e8bbd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexachlorophene 90V, Negative-QTOF	splash10-0a4i-0900000000-9c30a2d14a2059e70b22	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexachlorophene 35V, Negative-QTOF	splash10-0udl-0902800000-fbcab58d9b98e7e36a01	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 10V, Positive-QTOF	splash10-0pb9-0090500000-3520ed20e62597b8f86a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 20V, Positive-QTOF	splash10-0zfr-0061900000-ce0a152491abb1f33f79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 40V, Positive-QTOF	splash10-0a6r-0490000000-a0ce3a9ffe8b9e5d889d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 10V, Negative-QTOF	splash10-0udi-0100900000-e3ab4b6eea7a1952773b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 20V, Negative-QTOF	splash10-0udi-0302900000-25a6b74c90eb83e75b14	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 40V, Negative-QTOF	splash10-00l6-0619000000-fbd33033de48509636ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 10V, Positive-QTOF	splash10-0udi-0000900000-cd1e170283951f42dd65	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 20V, Positive-QTOF	splash10-0udi-0000900000-cd1e170283951f42dd65	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 40V, Positive-QTOF	splash10-0zmi-0297300000-f2530c82106732c49670	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 10V, Negative-QTOF	splash10-0udi-0000900000-a8c4b840b6e64e3ef8db	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 20V, Negative-QTOF	splash10-0udi-1102900000-c659b5c5d58a53730f40	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexachlorophene 40V, Negative-QTOF	splash10-001l-9720000000-e35bd296f45503dfe475	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
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	Taking drug identified by DrugBank entry DB00756	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00756	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00756

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3472

KEGG Compound ID

C08039

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hexachlorophene

METLIN ID

Not Available

PubChem Compound

3598

PDB ID

Not Available

ChEBI ID

5693

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)

Download (PDF)

General References

Not Available

Enzymes

Enzyme Details

1. Succinate dehydrogenase [ubiquinone] cytochrome b small subunit, mitochondrial

General function:: Involved in iron ion binding
Specific function:: Membrane-anchoring subunit of succinate dehydrogenase (SDH) that is involved in complex II of the mitochondrial electron transport chain and is responsible for transferring electrons from succinate to ubiquinone (coenzyme Q) (By similarity).
Gene Name:: SDHD
Uniprot ID:: O14521
Molecular weight:: 17042.82

References

Lokanatha V, Sailaja P, Rajendra W: In vitro kinetics of the rat brain succinate dehydrogenase inhibition by hexachlorophene. J Biochem Mol Toxicol. 1999;13(6):303-6. [PubMed:10487417 ]

Enzyme Details

2. Glutamate dehydrogenase 1, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: May be involved in learning and memory reactions by increasing the turnover of the excitatory neurotransmitter glutamate (By similarity).
Gene Name:: GLUD1
Uniprot ID:: P00367
Molecular weight:: 61397.315

References

Li M, Smith CJ, Walker MT, Smith TJ: Novel inhibitors complexed with glutamate dehydrogenase: allosteric regulation by control of protein dynamics. J Biol Chem. 2009 Aug 21;284(34):22988-3000. doi: 10.1074/jbc.M109.020222. Epub 2009 Jun 15. [PubMed:19531491 ]
Wang JL, Buhler DR: Inhibition of dehydrogenase enzymes by hexachlorophene. Biochem Pharmacol. 1978;27(24):2947-53. [PubMed:570044 ]

Showing metabocard for Hexachlorophene (HMDB0014894)

MOL for HMDB0014894 (Hexachlorophene)

3D MOL for HMDB0014894 (Hexachlorophene)

3D SDF for HMDB0014894 (Hexachlorophene)

3D-SDF for HMDB0014894 (Hexachlorophene)

PDB for HMDB0014894 (Hexachlorophene)

3D PDB for HMDB0014894 (Hexachlorophene)

SMILES for HMDB0014894 (Hexachlorophene)

INCHI for HMDB0014894 (Hexachlorophene)

Structure for HMDB0014894 (Hexachlorophene)

3D Structure for HMDB0014894 (Hexachlorophene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References