MiMeDB: Showing metabocard for (1R,2S)-1,2-dihydronaphthalene-1,2-diol (MMDBc0054022)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:46:50 UTC

Update Date

2022-09-01 02:26:42 UTC

Metabolite ID

MMDBc0054022

Metabolite Identification

Common Name

(1R,2S)-1,2-dihydronaphthalene-1,2-diol

Description

Structure

MOL SDF PDB SMILES InChI

NDH
  Mrv0541 02241213582D          

 14 15  0  0  0  0            999 V2000
   -0.4602    1.4532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    0.6282    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1747    0.2157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8891    0.6282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1747   -0.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602   -1.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2543   -0.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2543    0.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9687    0.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9687   -1.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832   -0.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832    0.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0353    0.7296    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3744    0.7644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  2 13  1  1  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  3 14  1  1  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054022

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(O)C=CC2=C(C=CC=C2)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,9-12H/t9-,10+/m0/s1

> <INCHI_KEY>
QPUHWUSUBHNZCG-VHSXEESVSA-N

> <FORMULA>
C10H10O2

> <MOLECULAR_WEIGHT>
162.1852

> <EXACT_MASS>
162.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
16.888569251050434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S)-1,2-dihydronaphthalene-1,2-diol

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
0.9964711513333333

> <ALOGPS_LOGS>
-0.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.72139267788548

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.200535653234656

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3681565168836514

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
47.37980000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.25e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S)-1,2-dihydronaphthalene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NDH                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -0.859   2.713   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.859   1.173   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.193   0.403   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.526   1.173   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.193  -1.137   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.859  -1.907   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.475  -1.137   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.475   0.403   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.808   1.173   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.808  -1.907   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.142  -1.137   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.142   0.403   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0      -1.933   1.362   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0      -2.566   1.427   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    8   13                                             
CONECT    3    2    4    5   14                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    2    7    9                                                  
CONECT    9    8   12                                                       
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12    9   11                                                       
CONECT   13    2                                                            
CONECT   14    3                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Synonyms

Value	Source
(1R,2S)-1,2-Dihydronaphthalene-1,2-diol	Kegg
(1R, 2S)-cis 1,2 DIHYDROXY-1,2-dihydronaphthalene	ChEBI

Molecular Formula

C₁₀H₁₀O₂

Average Mass

162.1852

Monoisotopic Mass

162.068079564

IUPAC Name

(1R,2S)-1,2-dihydronaphthalene-1,2-diol

Traditional Name

(1R,2S)-1,2-dihydronaphthalene-1,2-diol

CAS Registry Number

Not Available

SMILES

[H][C@]1(O)C=CC2=C(C=CC=C2)[C@@]1([H])O

InChI Identifier

InChI=1S/C10H10O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,9-12H/t9-,10+/m0/s1

InChI Key

QPUHWUSUBHNZCG-VHSXEESVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Secondary alcohol
1,2-diol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

cis-1,2-dihydronaphthalene-1,2-diol (CHEBI:44343 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	22.5 g/L	ALOGPS
logP	0.63	ALOGPS
logP	1	ChemAxon
logS	-0.86	ALOGPS
pKa (Strongest Acidic)	13.2	ChemAxon
pKa (Strongest Basic)	-3.4	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	0	ChemAxon
Refractivity	47.38 m³·mol⁻¹	ChemAxon
Polarizability	16.89 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)	splash10-002g-0910000000-45b292373c636e914e44	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gc0-0900000000-dc5a1881b5c38da861e8	2017-08-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-33a3526e992b3172be6a	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01q9-1900000000-d74264159267df56088a	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f6x-9600000000-8ad5b8e51f32cf8b8e14	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-c5ccd056208bdf7d75c8	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0900000000-5daa188760949d4fdf8d	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gyo-2900000000-e8b6f0d6461812f43a17	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

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0013049	(1R,2S)-1,2-dihydronaphthalene-1,2-diol	Hydrogen Ion	1,2-dihydroxy-1,2-dihydronaphthalene dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0013845	Hydrogen Ion	(1R,2S)-1,2-dihydronaphthalene-1,2-diol	Naphthalene 1,2-dioxygenase system, large oxygenase component	Oxygenation	RHEA	34755880

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	4	Human ; Human sputum; Human subgingival plaque; Human feces
Bacteria/NULL	Proteobacteria	1	Human ; Human sputum; Human subgingival plaque; Human feces

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

DB08264

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C04314

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440294

PDB ID

Not Available

ChEBI ID

44343

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 (1R,2S)-1,2-dihydronaphthalene-1,2-diol (MMDBc0054022)

MOL for #<Metabolite:0x000055c79c39b930>

3D MOL for #<Metabolite:0x000055c79c39b930>

3D SDF for #<Metabolite:0x000055c79c39b930>

3D-SDF for #<Metabolite:0x000055c79c39b930>

PDB for #<Metabolite:0x000055c79c39b930>

3D PDB for #<Metabolite:0x000055c79c39b930>

SMILES for #<Metabolite:0x000055c79c39b930>

INCHI for #<Metabolite:0x000055c79c39b930>

Structure for #<Metabolite:0x000055c79c39b930>

3D Structure for #<Metabolite:0x000055c79c39b930>