MiMeDB: Showing metabocard for (2R,3S)-3-phenylcyclohexa-3,5-diene-1,2-diol (MMDBc0054041)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:47:50 UTC

Update Date

2022-09-01 02:26:47 UTC

Metabolite ID

MMDBc0054041

Metabolite Identification

Common Name

(2R,3S)-3-phenylcyclohexa-3,5-diene-1,2-diol

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041518522D          
 
 14 15  0  0  1  0            999 V2000
   17.0695   -9.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3137  -10.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7428  -10.1916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.0317   -8.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3137  -11.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6027   -9.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4607   -9.7809    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.7428  -11.0200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7461   -8.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6027  -11.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8847  -10.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4607   -8.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1752  -10.1951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8847  -11.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  6  0  0  0
  4  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  7 13  1  6  0  0  0
 10 14  1  0  0  0  0
  9 12  2  0  0  0  0
 11 14  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054041

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@H]1C=CC=C([C@H]1O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O2/c13-11-8-4-7-10(12(11)14)9-5-2-1-3-6-9/h1-8,11-14H/t11-,12+/m0/s1

> <INCHI_KEY>
UMAHGMFKBJHGME-NWDGAFQWSA-N

> <FORMULA>
C12H12O2

> <MOLECULAR_WEIGHT>
188.226

> <EXACT_MASS>
188.083729626

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
20.19909562763402

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R)-3-phenylcyclohexa-3,5-diene-1,2-diol

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
1.3096600403333336

> <ALOGPS_LOGS>
-1.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.763008412471756

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.274589336408113

> <JCHEM_PKA_STRONGEST_BASIC>
-3.347167550483084

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
56.939200000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.71e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R)-3-phenylcyclohexa-3,5-diene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUN-15         0                                  
HETATM    1  C   UNK     0      31.863 -18.258   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      30.452 -19.024   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      33.120 -19.024   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.792 -16.711   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.452 -20.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.125 -18.251   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      34.460 -18.258   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      33.120 -20.571   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      33.126 -15.945   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.125 -21.338   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.785 -19.024   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.460 -16.718   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      35.794 -19.031   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      27.785 -20.564   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12   13                                                  
CONECT    8    3                                                            
CONECT    9    4   12                                                       
CONECT   10    5   14                                                       
CONECT   11    6   14                                                       
CONECT   12    7    9                                                       
CONECT   13    7                                                            
CONECT   14   10   11                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Synonyms

Value	Source
(2R,3S)-3-Phenylcyclohexa-3,5-diene-1,2-diol	ChEBI
cis-2,3-Dihydro-2,3-dihydroxybiphenyl	ChEBI
cis-2,3-Dihydroxy-4-phenylhexa-4,6-diene	ChEBI
cis-3-Phenylcyclohexa-3,5-diene-1,2-diol	ChEBI

Molecular Formula

C₁₂H₁₂O₂

Average Mass

188.226

Monoisotopic Mass

188.083729626

IUPAC Name

(1S,2R)-3-phenylcyclohexa-3,5-diene-1,2-diol

Traditional Name

(1S,2R)-3-phenylcyclohexa-3,5-diene-1,2-diol

CAS Registry Number

Not Available

SMILES

O[C@H]1C=CC=C([C@H]1O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C12H12O2/c13-11-8-4-7-10(12(11)14)9-5-2-1-3-6-9/h1-8,11-14H/t11-,12+/m0/s1

InChI Key

UMAHGMFKBJHGME-NWDGAFQWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Secondary alcohol
1,2-diol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

cis-3-phenylcyclohexa-3,5-diene-1,2-diol (CHEBI:32922 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.71 g/L	ALOGPS
logP	1.6	ALOGPS
logP	1.31	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	13.27	ChemAxon
pKa (Strongest Basic)	-3.3	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	56.94 m³·mol⁻¹	ChemAxon
Polarizability	20.2 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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-adf318fae6022fb9361d	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-2900000000-7b0bdecc711254f19abd	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ug3-9600000000-70f31d07e6ab97e9aab5	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-d78b242958f0c640be78	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-15d3b504e4e74cf8d4ad	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-4900000000-ae745c77b58e2b4f4770	2019-02-23	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	5	Human ; Human supragingival plaque
Bacteria	Actinobacteria	2

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C06589

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5459789

PDB ID

Not Available

ChEBI ID

32922

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 (2R,3S)-3-phenylcyclohexa-3,5-diene-1,2-diol (MMDBc0054041)

MOL for #<Metabolite:0x00007fecab13e8c8>

3D MOL for #<Metabolite:0x00007fecab13e8c8>

3D SDF for #<Metabolite:0x00007fecab13e8c8>

3D-SDF for #<Metabolite:0x00007fecab13e8c8>

PDB for #<Metabolite:0x00007fecab13e8c8>

3D PDB for #<Metabolite:0x00007fecab13e8c8>

SMILES for #<Metabolite:0x00007fecab13e8c8>

INCHI for #<Metabolite:0x00007fecab13e8c8>

Structure for #<Metabolite:0x00007fecab13e8c8>

3D Structure for #<Metabolite:0x00007fecab13e8c8>