MiMeDB: Showing metabocard for biphenyl-2,3-diol (MMDBc0054370)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:09:26 UTC

Update Date

2022-09-01 02:28:44 UTC

MiMeDB ID

MMDBc0054370

Metabolite Identification

Common Name

biphenyl-2,3-diol

Description

Structure

MOL SDF PDB SMILES InChI

BPY
  Mrv1652305062021422D          

 14 15  0  0  0  0            999 V2000
   -1.1069    0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -0.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -0.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1069   -1.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8213   -0.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8213   -0.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3221    0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3221    1.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0366    1.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7510    1.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7510    0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0366   -0.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1069   -2.0832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3221   -1.2582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 14  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054370

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=C(O)C(=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H10O2/c13-11-8-4-7-10(12(11)14)9-5-2-1-3-6-9/h1-8,13-14H

> <INCHI_KEY>
YKOQAAJBYBTSBS-UHFFFAOYSA-N

> <FORMULA>
C12H10O2

> <MOLECULAR_WEIGHT>
186.2066

> <EXACT_MASS>
186.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.683880787878255

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[1,1'-biphenyl]-2,3-diol

> <ALOGPS_LOGP>
2.46

> <JCHEM_LOGP>
3.013340534666666

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.547348050699604

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.154614348698352

> <JCHEM_PKA_STRONGEST_BASIC>
-6.30384536415754

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
55.156000000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.52e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxybiphenyl

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: BPY                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-20         0                                  
HETATM    1  C   UNK     0      -2.066   0.731   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.732  -0.039   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.732  -1.579   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.066  -2.349   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.400  -1.579   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.400  -0.039   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.601   0.731   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.601   2.271   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.935   3.041   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.269   2.271   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.269   0.731   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.935  -0.039   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.066  -3.889   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.601  -2.349   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    2    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    7   11                                                       
CONECT   13    4                                                            
CONECT   14    3                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Synonyms

Value	Source
(1,1'-Biphenyl)-2,3-diol	ChEBI
2,3-Biphenyldiol	ChEBI
2,3-Dihydroxybiphenyl	ChEBI
3-Phenylcatechol	ChEBI

Chemical Formula

C₁₂H₁₀O₂

Average Molecular Weight

186.2066

Monoisotopic Molecular Weight

186.068079564

IUPAC Name

[1,1'-biphenyl]-2,3-diol

Traditional Name

2,3-dihydroxybiphenyl

CAS Registry Number

Not Available

SMILES

OC1=C(O)C(=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C12H10O2/c13-11-8-4-7-10(12(11)14)9-5-2-1-3-6-9/h1-8,13-14H

InChI Key

YKOQAAJBYBTSBS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroxybiphenyls (CHEBI:16205 )
a catechol (BIPHENYL-23-DIOL )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.55 g/L	ALOGPS
logP	2.46	ALOGPS
logP	3.01	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	9.15	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	55.16 m³·mol⁻¹	ChemAxon
Polarizability	19.68 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-02ai-0953000000-791f3a3de586412f5f9f	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0900000000-2b0d327d4212baa76ebf	2017-08-28	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-000i-0900000000-3b0a59c9e665aa24297e	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-bb15277af83e095fbd44	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-cd39e82c2df9fd07e8da	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fb9-7900000000-4430be90ce6b4cc9ec16	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-8c9ff54f990616bbc665	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-10642e0e181748efb288	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-6900000000-e0bf1928ff2fd662dd1c	2017-07-26	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Phylum	Total species	Hosts and Body Sites
Firmicutes	1
Proteobacteria	6	Human
Actinobacteria	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

DB02923

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C02526

BioCyc ID

BIPHENYL-23-DIOL

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

16205

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for biphenyl-2,3-diol (MMDBc0054370)

MOL for #<Metabolite:0x0000564abfbcea48>

3D MOL for #<Metabolite:0x0000564abfbcea48>

3D SDF for #<Metabolite:0x0000564abfbcea48>

3D-SDF for #<Metabolite:0x0000564abfbcea48>

PDB for #<Metabolite:0x0000564abfbcea48>

3D PDB for #<Metabolite:0x0000564abfbcea48>

SMILES for #<Metabolite:0x0000564abfbcea48>

INCHI for #<Metabolite:0x0000564abfbcea48>

Structure for #<Metabolite:0x0000564abfbcea48>

3D Structure for #<Metabolite:0x0000564abfbcea48>