MiMeDB: Showing metabocard for phenanthrene-3,4-diol (MMDBc0054630)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:21:47 UTC

Update Date

2024-04-30 20:54:55 UTC

Metabolite ID

MMDBc0054630

Metabolite Identification

Common Name

phenanthrene-3,4-diol

Description

phenanthrene-3,4-diol, also known as 3,4-dihydroxyphenanthrene or morphol, belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. phenanthrene-3,4-diol exists in all living organisms, ranging from bacteria to humans. phenanthrene-3,4-diol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on phenanthrene-3,4-diol.

Structure

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

 
  Mrv1533007211515382D          
 
 16 18  0  0  0  0            999 V2000
   15.0569   -7.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3756   -8.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8330   -7.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0572   -6.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3752   -8.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6407   -7.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8385   -8.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5059   -7.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8009   -6.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3789   -6.3205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1302   -9.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7082   -9.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9678   -7.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5147   -6.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8013   -5.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9532   -8.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  2  0  0  0  0
  8 14  2  0  0  0  0
  9 15  1  0  0  0  0
 12 16  2  0  0  0  0
  7 11  2  0  0  0  0
  9 14  1  0  0  0  0
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054630

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=C(O)C2=C(C=C1)C=CC1=C2C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H10O2/c15-12-8-7-10-6-5-9-3-1-2-4-11(9)13(10)14(12)16/h1-8,15-16H

> <INCHI_KEY>
RLZZZVKAURTHCP-UHFFFAOYSA-N

> <FORMULA>
C14H10O2

> <MOLECULAR_WEIGHT>
210.232

> <EXACT_MASS>
210.068079562

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
22.225098619869414

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
phenanthrene-3,4-diol

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
3.3450686859999994

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.406028455400417

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.92683328490362

> <JCHEM_PKA_STRONGEST_BASIC>
-6.310128734403137

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
62.92020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
morphol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JUL-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-15         0                                  
HETATM    1  C   UNK     0      28.106 -14.046   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.834 -14.941   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.555 -14.841   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.107 -12.567   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.834 -16.420   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.463 -14.146   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      29.565 -16.360   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.811 -14.091   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.495 -11.737   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      26.841 -11.798   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      28.243 -17.149   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.589 -17.210   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.207 -14.896   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.827 -12.466   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      29.496 -10.258   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      24.179 -16.481   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   10                                                  
CONECT    5    2   11   12                                                  
CONECT    6    2   13                                                       
CONECT    7    3   11                                                       
CONECT    8    3   14                                                       
CONECT    9    4   15   14                                                  
CONECT   10    4                                                            
CONECT   11    5    7                                                       
CONECT   12    5   16                                                       
CONECT   13    6   16                                                       
CONECT   14    8    9                                                       
CONECT   15    9                                                            
CONECT   16   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

COMPND    HMDB0254894
HETATM    1  O1  UNL     1       3.540  -1.939  -0.241  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.706  -0.848  -0.024  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.235   0.362   0.318  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.387   1.419   0.525  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.024   1.237   0.384  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.155   2.290   0.589  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.199   2.151   0.459  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.743   0.922   0.111  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.109   0.789  -0.019  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.656  -0.414  -0.361  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.816  -1.507  -0.578  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.450  -1.390  -0.452  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.902  -0.179  -0.108  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.468  -0.006   0.031  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.318  -1.062  -0.176  1.00  0.00           C  
HETATM   16  O2  UNL     1       0.894  -2.308  -0.520  1.00  0.00           O  
HETATM   17  H1  UNL     1       4.530  -1.913  -0.165  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.321   0.464   0.420  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.759   2.405   0.800  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.586   3.265   0.865  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.843   3.000   0.628  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.737   1.636   0.151  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.734  -0.552  -0.471  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.284  -2.453  -0.849  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.892  -2.256  -0.632  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.443  -3.113  -0.684  1.00  0.00           H  
CONECT    1    2   17
CONECT    2    3    3   15
CONECT    3    4   18
CONECT    4    5    5   19
CONECT    5    6   14
CONECT    6    7    7   20
CONECT    7    8   21
CONECT    8    9    9   13
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   12   24
CONECT   12   13   13   25
CONECT   13   14
CONECT   14   15   15
CONECT   15   16
CONECT   16   26
END

Synonyms

Value	Source
3,4-Dihydroxyphenanthrene	ChEBI
3,4-Phenanthrenediol	ChEBI
Morphol	ChEBI

Molecular Formula

C₁₄H₁₀O₂

Average Mass

210.232

Monoisotopic Mass

210.068079562

IUPAC Name

phenanthrene-3,4-diol

Traditional Name

morphol

CAS Registry Number

Not Available

SMILES

OC1=C(O)C2=C(C=C1)C=CC1=C2C=CC=C1

InChI Identifier

InChI=1S/C14H10O2/c15-12-8-7-10-6-5-9-3-1-2-4-11(9)13(10)14(12)16/h1-8,15-16H

InChI Key

RLZZZVKAURTHCP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
1-naphthol
2-naphthol
Naphthalene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

phenanthrenediol (CHEBI:16760 )
a small molecule (PHENANTHRENE-34-DIOL )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.032 g/L	ALOGPS
logP	3.33	ALOGPS
logP	3.35	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.93	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	0	ChemAxon
Refractivity	62.92 m³·mol⁻¹	ChemAxon
Polarizability	22.23 Å³	ChemAxon
Number of Rings	3	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 (Non-derivatized) - 70eV, Positive	splash10-01q9-0920000000-45e8564a8370ae84d686	2021-09-23	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0090000000-3bc471ce6decb92c8cfb	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0490000000-8ee2c9fb5e2073eda1e6	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0900000000-793ef7af803cfa0c80a5	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-50f87ca7aa27395f9ca7	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0090000000-2d6b67fc2a91e7a0eb19	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zgi-0920000000-2c1aa71d78594c31f501	2019-02-23	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	1	Human

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

HMDB0254894

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

388959

KEGG Compound ID

C03164

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

16760

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for phenanthrene-3,4-diol (MMDBc0054630)

MOL for #<Metabolite:0x00007fdb35eeea18>

3D MOL for #<Metabolite:0x00007fdb35eeea18>

3D SDF for #<Metabolite:0x00007fdb35eeea18>

3D-SDF for #<Metabolite:0x00007fdb35eeea18>

PDB for #<Metabolite:0x00007fdb35eeea18>

3D PDB for #<Metabolite:0x00007fdb35eeea18>

SMILES for #<Metabolite:0x00007fdb35eeea18>

INCHI for #<Metabolite:0x00007fdb35eeea18>

Structure for #<Metabolite:0x00007fdb35eeea18>

3D Structure for #<Metabolite:0x00007fdb35eeea18>