MiMeDB: Showing metabocard for 2-phenylethyl 1H-indol-3-yl-acetate (MMDBc0017584)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:55:35 UTC

Update Date

2022-08-31 06:42:39 UTC

MiMeDB ID

MMDBc0017584

Metabolite Identification

Common Name

2-phenylethyl 1H-indol-3-yl-acetate

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109552D          

 21 23  0  0  0  0            999 V2000
   -2.4036    6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4036    5.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892    7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1277    4.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6798    5.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892    5.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9747    6.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207    4.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4248    5.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602    5.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4542    5.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5977    5.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984    6.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9747    5.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121    5.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658    5.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6178    6.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832    5.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2053    6.8575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832    6.6905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687    5.4530    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
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  1  0  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16  8  2  0  0  0  0
 16 15  1  0  0  0  0
 17  9  2  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 11  1  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0017584

> <DATABASE_NAME>
MIME

> <SMILES>
O=C(CC1=CNC2=CC=CC=C12)OCCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO2/c20-18(21-11-10-14-6-2-1-3-7-14)12-15-13-19-17-9-5-4-8-16(15)17/h1-9,13,19H,10-12H2

> <INCHI_KEY>
IRHVVAKMDAHHAI-UHFFFAOYSA-N

> <FORMULA>
C18H17NO2

> <MOLECULAR_WEIGHT>
279.339

> <EXACT_MASS>
279.125928791

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.220632454260368

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-phenylethyl 2-(1H-indol-3-yl)acetate

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
3.868784476666666

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.044116728748229

> <JCHEM_PKA_STRONGEST_BASIC>
-7.087678561948736

> <JCHEM_POLAR_SURFACE_AREA>
42.09

> <JCHEM_REFRACTIVITY>
82.5888

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.69e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-phenylethyl 1H-indol-3-ylacetate

> <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      -4.487  12.489   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.487  10.949   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.153  13.259   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.572   8.538   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.602   9.682   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.153  10.179   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.819  12.489   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.065   8.858   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.126  11.147   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.486  10.179   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.848  10.949   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.849  10.179   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.344  12.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.819  10.949   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.183  10.949   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.590  10.323   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.620  11.467   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.515  10.949   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       7.850  12.801   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       3.515  12.489   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.182  10.179   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    2   14                                                       
CONECT    7    3   14                                                       
CONECT    8    4   16                                                       
CONECT    9    5   17                                                       
CONECT   10   11   14                                                       
CONECT   11   10   21                                                       
CONECT   12   15   18                                                       
CONECT   13   15   19                                                       
CONECT   14    6    7   10                                                  
CONECT   15   12   13   16                                                  
CONECT   16    8   15   17                                                  
CONECT   17    9   16   19                                                  
CONECT   18   12   20   21                                                  
CONECT   19   13   17                                                       
CONECT   20   18                                                            
CONECT   21   11   18                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

Synonyms

Not Available

Chemical Formula

C₁₈H₁₇NO₂

Average Molecular Weight

279.339

Monoisotopic Molecular Weight

279.125928791

IUPAC Name

2-phenylethyl 2-(1H-indol-3-yl)acetate

Traditional Name

2-phenylethyl 1H-indol-3-ylacetate

CAS Registry Number

Not Available

SMILES

O=C(CC1=CNC2=CC=CC=C12)OCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C18H17NO2/c20-18(21-11-10-14-6-2-1-3-7-14)12-15-13-19-17-9-5-4-8-16(15)17/h1-9,13,19H,10-12H2

InChI Key

IRHVVAKMDAHHAI-UHFFFAOYSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0027 g/L	ALOGPS
logP	4.3	ALOGPS
logP	3.87	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	15.04	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.09 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	82.59 m³·mol⁻¹	ChemAxon
Polarizability	31.22 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	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	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

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Fungi	Ascomycota	1	Human Feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

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 2-phenylethyl 1H-indol-3-yl-acetate (MMDBc0017584)

MOL for #<Metabolite:0x000055b76dfbe058>

3D MOL for #<Metabolite:0x000055b76dfbe058>

3D SDF for #<Metabolite:0x000055b76dfbe058>

3D-SDF for #<Metabolite:0x000055b76dfbe058>

PDB for #<Metabolite:0x000055b76dfbe058>

3D PDB for #<Metabolite:0x000055b76dfbe058>

SMILES for #<Metabolite:0x000055b76dfbe058>

INCHI for #<Metabolite:0x000055b76dfbe058>

Structure for #<Metabolite:0x000055b76dfbe058>

3D Structure for #<Metabolite:0x000055b76dfbe058>