MiMeDB: Showing metabocard for Scytalone (MMDBc0003493)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 21:31:00 UTC

Update Date

2022-08-31 06:20:58 UTC

Metabolite ID

MMDBc0003493

Metabolite Identification

Common Name

Scytalone

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006081517182D          
 
 14 15  0  0  1  0            999 V2000
   12.9563  -10.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9563   -9.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2429  -10.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6732  -10.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2429   -9.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6695   -9.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5409  -10.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3903  -10.2913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5409   -9.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2429   -8.2484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3865   -9.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6658   -8.2373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8760  -10.6498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1371  -10.7394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  4  8  1  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  2  0  0  0  0
  7 13  1  0  0  0  0
  8 14  1  1  0  0  0
  7  9  1  0  0  0  0
  8 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003493

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@@H]1CC(=O)C2=C(C1)C=C(O)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O4/c11-6-1-5-2-7(12)4-9(14)10(5)8(13)3-6/h1,3,7,11-13H,2,4H2/t7-/m0/s1

> <INCHI_KEY>
RTWVXIIKUFSDJB-ZETCQYMHSA-N

> <FORMULA>
C10H10O4

> <MOLECULAR_WEIGHT>
194.186

> <EXACT_MASS>
194.057908802

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
18.806526377543243

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-3,6,8-trihydroxy-1,2,3,4-tetrahydronaphthalen-1-one

> <ALOGPS_LOGP>
0.25

> <JCHEM_LOGP>
1.0931829579999999

> <ALOGPS_LOGS>
-1.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.403367932288488

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.760432657761878

> <JCHEM_PKA_STRONGEST_BASIC>
-2.847285041463751

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
49.803999999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.43e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
scytalone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-15         0                                  
HETATM    1  C   UNK     0      24.185 -19.203   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.185 -17.670   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.853 -19.977   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.523 -19.977   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.853 -16.917   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.516 -16.896   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.543 -19.203   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.862 -19.211   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.543 -17.670   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      22.853 -15.397   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      26.855 -17.663   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      25.509 -15.376   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      20.302 -19.880   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      28.256 -20.047   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9   10                                                  
CONECT    6    2   11   12                                                  
CONECT    7    3   13    9                                                  
CONECT    8    4   14   11                                                  
CONECT    9    5    7                                                       
CONECT   10    5                                                            
CONECT   11    6    8                                                       
CONECT   12    6                                                            
CONECT   13    7                                                            
CONECT   14    8                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Synonyms

Value	Source
3,4-Dihydro-3,6,8-trihydoroxy-1(2H)-napthalenone	Kegg
3,4-dihydro-3,6,8-Trihydroxy-1(2H)naphthalenone	MeSH
3,4-dihydro-3,6,8-Trihydroxy-1-(2H)-naphthalenone	MeSH
Scytolone	MeSH

Molecular Formula

C₁₀H₁₀O₄

Average Mass

194.186

Monoisotopic Mass

194.057908802

IUPAC Name

(3S)-3,6,8-trihydroxy-1,2,3,4-tetrahydronaphthalen-1-one

Traditional Name

scytalone

CAS Registry Number

Not Available

SMILES

O[C@@H]1CC(=O)C2=C(C1)C=C(O)C=C2O

InChI Identifier

InChI=1S/C10H10O4/c11-6-1-5-2-7(12)4-9(14)10(5)8(13)3-6/h1,3,7,11-13H,2,4H2/t7-/m0/s1

InChI Key

RTWVXIIKUFSDJB-ZETCQYMHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	7.43 g/L	ALOGPS
logP	0.25	ALOGPS
logP	1.09	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	7.76	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	49.8 m³·mol⁻¹	ChemAxon
Polarizability	18.81 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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-0900000000-a3eac411939576a5ba58	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-1900000000-e67b6c8506b6fcf3265c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a70-2900000000-c6c6dbc3764e4a5f5217	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0900000000-12aaf2dc39218897d404	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-0900000000-de213cc239e733b72c28	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00mo-4900000000-58524d6b5f7e6eea14d6	2015-09-15	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
Eukaryota/Fungi	Ascomycota	6		Metabolic reconstruction

Exposure Sources

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

C00779

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439309

PDB ID

Not Available

ChEBI ID

Not Available

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 Scytalone (MMDBc0003493)

MOL for #<Metabolite:0x0000556b6abd31e0>

3D MOL for #<Metabolite:0x0000556b6abd31e0>

3D SDF for #<Metabolite:0x0000556b6abd31e0>

3D-SDF for #<Metabolite:0x0000556b6abd31e0>

PDB for #<Metabolite:0x0000556b6abd31e0>

3D PDB for #<Metabolite:0x0000556b6abd31e0>

SMILES for #<Metabolite:0x0000556b6abd31e0>

INCHI for #<Metabolite:0x0000556b6abd31e0>

Structure for #<Metabolite:0x0000556b6abd31e0>

3D Structure for #<Metabolite:0x0000556b6abd31e0>