MiMeDB: Showing metabocard for Penostatin E (MMDBc0019325)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:25:15 UTC

Update Date

2022-08-31 06:45:13 UTC

Metabolite ID

MMDBc0019325

Metabolite Identification

Common Name

Penostatin E

Description

Penostatin E belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. Based on a literature review very few articles have been published on Penostatin E.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152111252D          

 28 29  0  0  0  0            999 V2000
   -2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6998    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2149    5.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2149    6.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.6625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 13 12  2  0  0  0  0
 16  2  1  0  0  0  0
 16 12  1  0  0  0  0
 16 14  2  0  0  0  0
 17  9  1  0  0  0  0
 17 15  2  0  0  0  0
 18 10  1  0  0  0  0
 18 13  1  0  0  0  0
 19 11  1  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  1  0  0  0  0
 22 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 18  1  0  0  0  0
 24 21  2  0  0  0  0
 25 22  1  0  0  0  0
 26 12  1  0  0  0  0
 27 13  1  0  0  0  0
 28 14  1  0  0  0  0
M  END


  Mrv1652305152111252D          

 28 29  0  0  0  0            999 V2000
   -2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6998    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2149    5.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2149    6.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.6625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 13 12  2  0  0  0  0
 16  2  1  0  0  0  0
 16 12  1  0  0  0  0
 16 14  2  0  0  0  0
 17  9  1  0  0  0  0
 17 15  2  0  0  0  0
 18 10  1  0  0  0  0
 18 13  1  0  0  0  0
 19 11  1  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  1  0  0  0  0
 22 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 18  1  0  0  0  0
 24 21  2  0  0  0  0
 25 22  1  0  0  0  0
 26 12  1  0  0  0  0
 27 13  1  0  0  0  0
 28 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0019325

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C(O)CCCCCCC)=C([H])C(\C)=C(\[H])C1C2CC=CC2=CC(=O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O3/c1-3-4-5-6-7-10-18(23)13-12-16(2)14-20-19-11-8-9-17(19)15-21(24)22(20)25/h8-9,12-15,18-20,22-23,25H,3-7,10-11H2,1-2H3/b13-12+,16-14-

> <INCHI_KEY>
COBSXLQCUDCOES-LIACPWMRSA-N

> <FORMULA>
C22H32O3

> <MOLECULAR_WEIGHT>
344.495

> <EXACT_MASS>
344.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.2905200706004

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-hydroxy-7-[(1Z,3E)-5-hydroxy-2-methyldodeca-1,3-dien-1-yl]-5,6,7,7a-tetrahydro-1H-inden-5-one

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
4.308188340000001

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.76913930671772

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.085454557166688

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5875228604550933

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
106.69219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-7-[(1Z,3E)-5-hydroxy-2-methyldodeca-1,3-dien-1-yl]-1,6,7,7a-tetrahydroinden-5-one

> <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      -4.001  14.630   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  16.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  14.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000  13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  14.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.373  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.468   9.534   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  14.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.468  12.026   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  14.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  14.630   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669  12.320   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  10.010   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336  11.550   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.335  12.320   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.002   9.240   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.002  12.320   0.000  0.00  0.00           O+0
HETATM   26  H   UNK     0       9.336  13.090   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       6.668  16.170   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      12.003  14.630   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2   16                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   10                                                       
CONECT    8    9   11                                                       
CONECT    9    8   17                                                       
CONECT   10    7   18                                                       
CONECT   11    8   19                                                       
CONECT   12   13   16   26                                                  
CONECT   13   12   18   27                                                  
CONECT   14   16   20   28                                                  
CONECT   15   17   21                                                       
CONECT   16    2   12   14                                                  
CONECT   17    9   15   19                                                  
CONECT   18   10   13   23                                                  
CONECT   19   11   17   20                                                  
CONECT   20   14   19   22                                                  
CONECT   21   15   22   24                                                  
CONECT   22   20   21   25                                                  
CONECT   23   18                                                            
CONECT   24   21                                                            
CONECT   25   22                                                            
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

Synonyms

Not Available

Molecular Formula

C₂₂H₃₂O₃

Average Mass

344.495

Monoisotopic Mass

344.23514489

IUPAC Name

6-hydroxy-7-[(1Z,3E)-5-hydroxy-2-methyldodeca-1,3-dien-1-yl]-5,6,7,7a-tetrahydro-1H-inden-5-one

Traditional Name

6-hydroxy-7-[(1Z,3E)-5-hydroxy-2-methyldodeca-1,3-dien-1-yl]-1,6,7,7a-tetrahydroinden-5-one

CAS Registry Number

Not Available

SMILES

[H]C(C(O)CCCCCCC)=C([H])C(\C)=C(\[H])C1C2CC=CC2=CC(=O)C1O

InChI Identifier

InChI=1S/C22H32O3/c1-3-4-5-6-7-10-18(23)13-12-16(2)14-20-19-11-8-9-17(19)15-21(24)22(20)25/h8-9,12-15,18-20,22-23,25H,3-7,10-11H2,1-2H3/b13-12+,16-14-

InChI Key

COBSXLQCUDCOES-LIACPWMRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Monoterpenoid
Bicyclic monoterpenoid
Cyclohexenone
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	4.17	ALOGPS
logP	4.31	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	13.09	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	106.69 m³·mol⁻¹	ChemAxon
Polarizability	40.29 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

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
Eukaryota/Fungi	Ascomycota	1	Human feces	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

10477886

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21775572

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 Penostatin E (MMDBc0019325)

MOL for #<Metabolite:0x00007fecec235c18>

3D MOL for #<Metabolite:0x00007fecec235c18>

3D SDF for #<Metabolite:0x00007fecec235c18>

3D-SDF for #<Metabolite:0x00007fecec235c18>

PDB for #<Metabolite:0x00007fecec235c18>

3D PDB for #<Metabolite:0x00007fecec235c18>

SMILES for #<Metabolite:0x00007fecec235c18>

INCHI for #<Metabolite:0x00007fecec235c18>

Structure for #<Metabolite:0x00007fecec235c18>

3D Structure for #<Metabolite:0x00007fecec235c18>