NP-MRD: Showing NP-Card for (s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid (NP0328959)

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Record Information

Version

2.0

Created at

2022-09-12 12:52:42 UTC

Updated at

2022-09-12 12:52:42 UTC

NP-MRD ID

NP0328959

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid

Description

UNII-E8I75C0IAK component YUIKESNQNJLOMW-GFCCVEGCSA-N belongs to the class of organic compounds known as bi- and oligothiophenes. These are organic compounds containing two or more linked thiophene rings. Thiophene is a five-member aromatic ring with one sulfur and four carbon atoms. (s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid is found in Arctium lappa. Based on a literature review very few articles have been published on UNII-E8I75C0IAK component YUIKESNQNJLOMW-GFCCVEGCSA-N.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 28 29  0  0  0  0  0  0  0  0999 V2000
    7.3378   -0.7001   -0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8953   -0.4557   -0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7083   -0.2558   -0.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666   -0.0317   -0.4239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    0.8291   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2087    0.8797   -0.9570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    0.0610    0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928   -0.0657    0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2437   -0.8585    1.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5658   -0.7657    1.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2560    0.1125    0.8134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7361    0.4033    0.8197 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8951    1.7638    0.7634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2786   -0.2282   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2332   -1.4852   -0.5602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8351    0.5913   -1.3763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243    0.7832   -0.1646 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985   -0.7485    0.5897 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5841   -1.5444    0.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6716   -0.8356   -1.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9176    0.1881   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0266    1.4520   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5044    1.5419   -1.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5853   -1.5371    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206   -1.3613    2.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1865   -0.0646    1.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5897    2.1958    1.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061    0.8995   -2.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 18  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 17  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 16  1  0
 14 15  2  0
 18  4  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  1
 13 27  1  0
 16 28  1  0
M  END


  Mrv1652309122214522D          

 18 19  0  0  1  0            999 V2000
    1.2564    1.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    0.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -0.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -1.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239   -1.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590   -2.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139   -3.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0535   -4.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209   -3.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5056   -3.9818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6771   -4.7887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1187   -3.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9033   -3.6847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9471   -2.6228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4660   -2.9422    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890   -1.4901    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 11 17  1  0  0  0  0
  8 17  1  0  0  0  0
  7 18  1  0  0  0  0
  4 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328959

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC#CC1=CC=C(S1)C1=CC=C(S1)[C@@H](O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H10O3S2/c1-2-3-8-4-5-9(17-8)10-6-7-11(18-10)12(14)13(15)16/h4-7,12,14H,1H3,(H,15,16)/t12-/m1/s1

> <INCHI_KEY>
YUIKESNQNJLOMW-GFCCVEGCSA-N

> <FORMULA>
C13H10O3S2

> <MOLECULAR_WEIGHT>
278.34

> <EXACT_MASS>
278.00713653

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
28.865849379113246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-hydroxy-2-[5'-(prop-1-yn-1-yl)-[2,2'-bithiophene]-5-yl]acetic acid

> <JCHEM_LOGP>
3.34950131

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.080439637168706

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6394734047688386

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3248063464091695

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
67.8611

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(S)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophene]-5-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       2.345   2.744   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.345   1.204   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.345  -0.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.345  -1.876   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.591  -2.782   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.115  -4.246   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.575  -4.246   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.670  -5.492   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.146  -6.957   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.100  -7.862   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.346  -6.957   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.810  -7.433   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.131  -8.939   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.955  -6.402   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.419  -6.878   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.635  -4.896   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0      -0.870  -5.492   0.000  0.00  0.00           S+0
HETATM   18  S   UNK     0       1.099  -2.782   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11    8                                                       
CONECT   18    7    4                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₀O₃S₂

Average Mass

278.3400 Da

Monoisotopic Mass

278.00714 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC#CC1=CC=C(S1)C1=CC=C(S1)[C@@H](O)C(O)=O

InChI Identifier

InChI=1S/C13H10O3S2/c1-2-3-8-4-5-9(17-8)10-6-7-11(18-10)12(14)13(15)16/h4-7,12,14H,1H3,(H,15,16)/t12-/m1/s1

InChI Key

YUIKESNQNJLOMW-GFCCVEGCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Arctium lappa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bi- and oligothiophenes. These are organic compounds containing two or more linked thiophene rings. Thiophene is a five-member aromatic ring with one sulfur and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Bi- and oligothiophenes

Sub Class

Not Available

Direct Parent

Bi- and oligothiophenes

Alternative Parents

Substituents

Bithiophene
2,5-disubstituted thiophene
Alpha-hydroxy acid
Hydroxy acid
Heteroaromatic compound
Thiophene
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organooxygen compound
Aromatic alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

34990229

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76961649

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid (NP0328959)

MOL for NP0328959 ((s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid)

3D MOL for NP0328959 ((s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid)

3D SDF for NP0328959 ((s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid)

3D-SDF for NP0328959 ((s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid)

PDB for NP0328959 ((s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid)

3D PDB for NP0328959 ((s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid)

SMILES for NP0328959 ((s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid)

INCHI for NP0328959 ((s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid)

Structure for NP0328959 ((s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid)

3D Structure for NP0328959 ((s)-hydroxy[5'-(prop-1-yn-1-yl)-[2,2'-bithiophen]-5-yl]acetic acid)