NP-MRD: Showing NP-Card for 2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid (NP0186040)

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Record Information

Version

2.0

Created at

2022-09-04 01:43:00 UTC

Updated at

2022-09-04 01:43:00 UTC

NP-MRD ID

NP0186040

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid

Description

SCHEMBL12436335 belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Based on a literature review very few articles have been published on SCHEMBL12436335.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 34  0  0  0  0  0  0  0  0999 V2000
   -4.6625   -1.0032   -0.6172 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0822   -0.0397    0.2664 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5895    0.0452   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459   -1.3519    0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2738   -1.3998   -0.1852 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6397   -0.3778    1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884   -0.4651    0.6677 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9102    0.2816    1.5164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1623    0.1993    0.9297 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9630    1.3075    1.1961 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9743    0.1173   -0.5636 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3735   -1.1669   -0.9520 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4434    0.1401   -0.6763 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0827    1.4829   -0.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6971    1.2979    0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6440    1.6335   -0.5327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1628    2.2702    1.0523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3102   -0.9750   -1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6932   -1.0745   -0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1253   -0.3952    1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1163    0.7499    0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4429    0.3431   -1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2838   -1.6158    1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5459   -2.0150   -0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2562    0.6599    1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006   -0.8076    2.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3847   -1.5297    0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6530   -0.7090    1.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8007    1.1542    0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430    0.9170   -1.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2866   -1.7994   -0.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833   -0.4507   -1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8304    2.0336   -1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2003    2.5431    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 17  1  0
 15 16  2  0
 13  7  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  1
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  6
  9 28  1  1
 10 29  1  0
 11 30  1  6
 12 31  1  0
 13 32  1  6
 14 33  1  0
 17 34  1  0
M  END


  Mrv1652309042203432D          

 17 17  0  0  0  0            999 V2000
    2.6309   -0.4152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6309   -1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020   -1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -1.6527    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -2.4731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1702   -3.3983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2471   -1.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0676   -1.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951   -1.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8666   -0.5101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599   -1.2402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454   -2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0186040

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CCSCC1OC(O)C(O)C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H17NO6S/c10-4(8(13)14)1-2-17-3-5-6(11)7(12)9(15)16-5/h4-7,9,11-12,15H,1-3,10H2,(H,13,14)

> <INCHI_KEY>
IQFWYNFDWRYSRA-UHFFFAOYSA-N

> <FORMULA>
C9H17NO6S

> <MOLECULAR_WEIGHT>
267.3

> <EXACT_MASS>
267.077658445

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
26.677273063128315

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid

> <JCHEM_LOGP>
-4.233186655917743

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.31516377364693

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8022463307785994

> <JCHEM_PKA_STRONGEST_BASIC>
9.495582400043908

> <JCHEM_POLAR_SURFACE_AREA>
133.24

> <JCHEM_REFRACTIVITY>
59.488800000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  N   UNK     0       4.911  -0.775   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       4.911  -2.315   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.577  -3.085   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.244  -2.315   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0       0.910  -3.085   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0      -0.424  -2.315   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.757  -3.085   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.918  -4.617   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.425  -4.937   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.051  -6.344   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.195  -3.603   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.726  -3.442   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.164  -2.459   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.484  -0.952   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.245  -3.085   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.578  -2.315   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.245  -4.625   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    7   14                                                  
CONECT   14   13                                                            
CONECT   15    2   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₇NO₆S

Average Mass

267.3000 Da

Monoisotopic Mass

267.07766 Da

IUPAC Name

2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid

Traditional Name

2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid

CAS Registry Number

Not Available

SMILES

NC(CCSCC1OC(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C9H17NO6S/c10-4(8(13)14)1-2-17-3-5-6(11)7(12)9(15)16-5/h4-7,9,11-12,15H,1-3,10H2,(H,13,14)

InChI Key

IQFWYNFDWRYSRA-UHFFFAOYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentoses

Alternative Parents

Substituents

Alpha-amino acid
Alpha-amino acid or derivatives
Pentose monosaccharide
Heterocyclic fatty acid
Hydroxy fatty acid
Thia fatty acid
Fatty acyl
Fatty acid
Tetrahydrofuran
1,2-diol
Amino acid
Amino acid or derivatives
Hemiacetal
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Dialkylthioether
Monocarboxylic acid or derivatives
Sulfenyl compound
Polyol
Thioether
Organopnictogen compound
Alcohol
Organic oxide
Primary aliphatic amine
Amine
Organonitrogen compound
Organosulfur compound
Hydrocarbon derivative
Carbonyl group
Primary amine
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	-4.2	ChemAxon
pKa (Strongest Acidic)	1.8	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	133.24 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	59.49 m³·mol⁻¹	ChemAxon
Polarizability	26.68 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

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

481

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

495

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid (NP0186040)

MOL for NP0186040 (2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid)

3D MOL for NP0186040 (2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid)

3D SDF for NP0186040 (2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid)

3D-SDF for NP0186040 (2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid)

PDB for NP0186040 (2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid)

3D PDB for NP0186040 (2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid)

SMILES for NP0186040 (2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid)

INCHI for NP0186040 (2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid)

Structure for NP0186040 (2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid)

3D Structure for NP0186040 (2-amino-4-{[(3,4,5-trihydroxyoxolan-2-yl)methyl]sulfanyl}butanoic acid)