MiMeDB: Showing metabocard for Chlorotetrangulol (MMDBc0013651)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 04:55:48 UTC

Update Date

2022-08-31 06:36:33 UTC

Metabolite ID

MMDBc0013651

Metabolite Identification

Common Name

Chlorotetrangulol

Description

Chlorotetrangulol belongs to the class of organic compounds known as angucyclines. These are polyketides with a structure based on then benz[a]anthracene skeleton, with the particularity that the central ring of the anthracene moiety is a para-quinone. Based on a literature review very few articles have been published on Chlorotetrangulol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152106552D          

 24 27  0  0  0  0            999 V2000
    5.0352    2.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    4.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    4.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    2.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    3.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    2.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    3.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    4.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    2.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1758    1.7961    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    4.4466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.6402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    4.9143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.7961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  9  6  2  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  4  1  0  0  0  0
 10  6  1  0  0  0  0
 11  2  1  0  0  0  0
 12  5  1  0  0  0  0
 13  3  2  0  0  0  0
 14  7  2  0  0  0  0
 15 10  2  0  0  0  0
 15 14  1  0  0  0  0
 16 11  2  0  0  0  0
 16 13  1  0  0  0  0
 17 12  2  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 18 16  1  0  0  0  0
 19 11  1  0  0  0  0
 19 17  1  0  0  0  0
 20  8  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 18  2  0  0  0  0
 24 19  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013651

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC=CC2=C1C(=O)C1=C(C2=O)C2=C(C=C1)C=C(CCl)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C19H11ClO4/c20-8-9-6-10-4-5-12-17(15(10)14(22)7-9)19(24)11-2-1-3-13(21)16(11)18(12)23/h1-7,21-22H,8H2

> <INCHI_KEY>
QCKRRTWPKGTEKP-UHFFFAOYSA-N

> <FORMULA>
C19H11ClO4

> <MOLECULAR_WEIGHT>
338.74

> <EXACT_MASS>
338.0345865

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
33.71624816895679

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(chloromethyl)-1,8-dihydroxy-7,12-dihydrotetraphene-7,12-dione

> <ALOGPS_LOGP>
3.81

> <JCHEM_LOGP>
4.538294276666667

> <ALOGPS_LOGS>
-4.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.472572093277766

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.861857775353094

> <JCHEM_PKA_STRONGEST_BASIC>
-5.644695006550397

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
91.42989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(chloromethyl)-1,8-dihydroxytetraphene-7,12-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       9.399   4.226   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.887   3.935   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.903   5.681   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.342   8.300   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.854   8.591   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.326   6.554   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.830   3.935   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.691   4.808   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.179   5.099   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.838   6.845   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.879   5.099   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.862   7.427   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.895   6.845   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.342   4.226   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.846   5.681   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.383   6.554   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.358   5.972   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.375   7.718   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.366   4.808   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0      -2.195   3.353   0.000  0.00  0.00          Cl+0
HETATM   21  O   UNK     0       9.399   8.300   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.350   3.062   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.879   9.173   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.862   3.353   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1   11                                                       
CONECT    3    1   13                                                       
CONECT    4    5   10                                                       
CONECT    5    4   12                                                       
CONECT    6    9   10                                                       
CONECT    7    9   14                                                       
CONECT    8    9   20                                                       
CONECT    9    6    7    8                                                  
CONECT   10    4    6   15                                                  
CONECT   11    2   16   19                                                  
CONECT   12    5   17   18                                                  
CONECT   13    3   16   21                                                  
CONECT   14    7   15   22                                                  
CONECT   15   10   14   17                                                  
CONECT   16   11   13   18                                                  
CONECT   17   12   15   19                                                  
CONECT   18   12   16   23                                                  
CONECT   19   11   17   24                                                  
CONECT   20    8                                                            
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

Synonyms

Not Available

Molecular Formula

C₁₉H₁₁ClO₄

Average Mass

338.74

Monoisotopic Mass

338.0345865

IUPAC Name

3-(chloromethyl)-1,8-dihydroxy-7,12-dihydrotetraphene-7,12-dione

Traditional Name

3-(chloromethyl)-1,8-dihydroxytetraphene-7,12-dione

CAS Registry Number

Not Available

SMILES

OC1=CC=CC2=C1C(=O)C1=C(C2=O)C2=C(C=C1)C=C(CCl)C=C2O

InChI Identifier

InChI=1S/C19H11ClO4/c20-8-9-6-10-4-5-12-17(15(10)14(22)7-9)19(24)11-2-1-3-13(21)16(11)18(12)23/h1-7,21-22H,8H2

InChI Key

QCKRRTWPKGTEKP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angucyclines. These are polyketides with a structure based on then benz[a]anthracene skeleton, with the particularity that the central ring of the anthracene moiety is a para-quinone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Angucyclines

Sub Class

Not Available

Direct Parent

Angucyclines

Alternative Parents

Substituents

Angucycline core
9,10-anthraquinone
Anthraquinone
Phenanthrol
Anthracene
Phenanthrene
1-naphthol
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Ketone
Organochloride
Organohalogen compound
Alkyl chloride
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alkyl halide
Organooxygen compound
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	0.0066 g/L	ALOGPS
logP	3.81	ALOGPS
logP	4.54	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	7.86	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.43 m³·mol⁻¹	ChemAxon
Polarizability	33.72 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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

Not Available

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	Actinobacteria	1	Human ; Human feces; Human saliva; Human urine; Human supragingival plaque; Human sputum; Human subgingival plaque	Metabolic reconstruction

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

336308

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

379538

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Chlorotetrangulol (MMDBc0013651)

MOL for #<Metabolite:0x00007f4704872790>

3D MOL for #<Metabolite:0x00007f4704872790>

3D SDF for #<Metabolite:0x00007f4704872790>

3D-SDF for #<Metabolite:0x00007f4704872790>

PDB for #<Metabolite:0x00007f4704872790>

3D PDB for #<Metabolite:0x00007f4704872790>

SMILES for #<Metabolite:0x00007f4704872790>

INCHI for #<Metabolite:0x00007f4704872790>

Structure for #<Metabolite:0x00007f4704872790>

3D Structure for #<Metabolite:0x00007f4704872790>