NP-MRD: Showing NP-Card for Methyl 5-(1-Propynyl)-2-thiophenepropanoate (NP0335635)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 02:31:25 UTC

Updated at

2024-09-11 02:31:25 UTC

NP-MRD ID

NP0335635

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Methyl 5-(1-Propynyl)-2-thiophenepropanoate

Description

Methyl 5-(1-Propynyl)-2-thiophenepropanoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Methyl 5-(1-Propynyl)-2-thiophenepropanoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Methyl 5-(1-Propynyl)-2-thiophenepropanoate has been detected, but not quantified in, herbs and spices. It was first documented in 2000 (PMID: 11413487). This could make methyl 5-(1-propynyl)-2-thiophenepropanoate a potential biomarker for the consumption of these foods (PMID: 16902246) (PMID: 17374880) (PMID: 20044567).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061308032D          

 14 14  0  0  0  0            999 V2000
   -2.6890   -0.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -0.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481   -0.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -1.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9919   -1.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0781   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2215    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2215    0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3244    0.0336    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  3  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12 11  2  0  0  0  0
 13  2  1  0  0  0  0
 13 11  1  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335635

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CCC1=CC=C(S1)C#CC

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O2S/c1-3-4-9-5-6-10(14-9)7-8-11(12)13-2/h5-6H,7-8H2,1-2H3

> <INCHI_KEY>
UOKDPAAQNNWFSY-UHFFFAOYSA-N

> <FORMULA>
C11H12O2S

> <MOLECULAR_WEIGHT>
208.277

> <EXACT_MASS>
208.055800318

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.19651033969261

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-[5-(prop-1-yn-1-yl)thiophen-2-yl]propanoate

> <ALOGPS_LOGP>
3.13

> <JCHEM_LOGP>
3.2340430033333334

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.013033226934433

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
54.2368

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-[5-(prop-1-yn-1-yl)thiophen-2-yl]propanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -5.019  -0.599   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.681   0.206   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.488  -0.760   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.956  -0.921   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.345  -2.415   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.852  -2.095   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.346   0.206   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.425  -1.082   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.012  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.013   0.206   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.013   1.746   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       7.347  -0.564   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0       0.606   0.063   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2   13                                                            
CONECT    3    1    4                                                       
CONECT    4    3    9                                                       
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    8   10                                                       
CONECT    8    7   11                                                       
CONECT    9    4    5   14                                                  
CONECT   10    6    7   14                                                  
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13    2   11                                                       
CONECT   14    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
Methyl 5-(1-propynyl)-2-thiophenepropanoic acid	Generator
Methyl 3-[5-(prop-1-yn-1-yl)thiophen-2-yl]propanoic acid	Generator

Chemical Formula

C₁₁H₁₂O₂S

Average Mass

208.2770 Da

Monoisotopic Mass

208.05580 Da

IUPAC Name

methyl 3-[5-(prop-1-yn-1-yl)thiophen-2-yl]propanoate

Traditional Name

methyl 3-[5-(prop-1-yn-1-yl)thiophen-2-yl]propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CCC1=CC=C(S1)C#CC

InChI Identifier

InChI=1S/C11H12O2S/c1-3-4-9-5-6-10(14-9)7-8-11(12)13-2/h5-6H,7-8H2,1-2H3

InChI Key

UOKDPAAQNNWFSY-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

2,5-disubstituted thiophene
Fatty acid ester
Heteroaromatic compound
Methyl ester
Thiophene
Carboxylic acid ester
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.13	ALOGPS
logP	3.23	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	54.24 m³·mol⁻¹	ChemAxon
Polarizability	23.2 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0034759

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013306

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101415390

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]

Showing NP-Card for Methyl 5-(1-Propynyl)-2-thiophenepropanoate (NP0335635)

MOL for NP0335635 (Methyl 5-(1-Propynyl)-2-thiophenepropanoate)

3D MOL for NP0335635 (Methyl 5-(1-Propynyl)-2-thiophenepropanoate)

3D SDF for NP0335635 (Methyl 5-(1-Propynyl)-2-thiophenepropanoate)

3D-SDF for NP0335635 (Methyl 5-(1-Propynyl)-2-thiophenepropanoate)

PDB for NP0335635 (Methyl 5-(1-Propynyl)-2-thiophenepropanoate)

3D PDB for NP0335635 (Methyl 5-(1-Propynyl)-2-thiophenepropanoate)

SMILES for NP0335635 (Methyl 5-(1-Propynyl)-2-thiophenepropanoate)

INCHI for NP0335635 (Methyl 5-(1-Propynyl)-2-thiophenepropanoate)

Structure for NP0335635 (Methyl 5-(1-Propynyl)-2-thiophenepropanoate)

3D Structure for NP0335635 (Methyl 5-(1-Propynyl)-2-thiophenepropanoate)