NP-MRD: Showing NP-Card for (2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate (NP0144102)

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Record Information

Version

2.0

Created at

2022-09-01 22:59:30 UTC

Updated at

2022-09-01 22:59:30 UTC

NP-MRD ID

NP0144102

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate

Description

Syributin 2 belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. (2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate is found in Pseudomonas syringae. Based on a literature review very few articles have been published on Syributin 2.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 45  0  0  0  0  0  0  0  0999 V2000
   -6.4905   -0.4533   -0.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1900    0.7816   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1946    0.4278    1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9352   -0.0837    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8901   -0.4587    1.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6252   -0.9734    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0150    0.0543   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2390   -0.4087   -0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6913   -1.5626   -0.5148 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801    0.3749   -1.6069 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1618   -0.0298   -2.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2628   -0.3936   -1.2662 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3625   -0.7719   -2.0407 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5847    0.8003   -0.3952 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9414    1.8432   -1.2503 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140    0.4400    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6040    0.4695    1.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8562    0.0718    2.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1628   -0.0299    3.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7186   -0.1965    1.4056 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0688    0.0139    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4418   -0.3081   -1.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7230   -0.6944   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5796   -1.2965   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6804    1.5519   -0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1258    1.1439    0.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6147   -0.2921    1.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9912    1.3632    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804   -0.9856   -0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6114    0.7021   -0.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6999    0.3816    2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3067   -1.2812    2.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9199   -1.8798    0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9553   -1.2874    1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7453    0.2232   -0.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9199    0.9953    0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558   -0.8540   -2.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364    0.8532   -2.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0187   -1.2372   -0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8402    0.0300   -2.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963    1.0327    0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8953    2.0318   -1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181    0.7470    2.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6566    0.7843   -0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0704   -0.9518   -0.3874 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  1
 13 40  1  0
 14 41  1  1
 15 42  1  0
 17 43  1  0
 21 44  1  0
 21 45  1  0
M  END


  Mrv1652309022200592D          

 21 21  0  0  1  0            999 V2000
    5.6346   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3491   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0636   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7781   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4925   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2070   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9215   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6359   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6359   -4.9953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3504   -6.2328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0649   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7794   -6.2328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.7794   -7.0578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4938   -5.8203    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.4938   -4.9953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2083   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9620   -5.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5140   -6.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3345   -6.4241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1015   -7.2248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2945   -7.0533    0.0000 C   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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0144102

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC(=O)OC[C@@H](O)[C@H](O)C1=CC(=O)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O6/c1-2-3-4-5-6-7-13(17)21-10-12(16)15(19)11-8-14(18)20-9-11/h8,12,15-16,19H,2-7,9-10H2,1H3/t12-,15-/m1/s1

> <INCHI_KEY>
CRYYXCIYGAGGEP-IUODEOHRSA-N

> <FORMULA>
C15H24O6

> <MOLECULAR_WEIGHT>
300.351

> <EXACT_MASS>
300.157288493

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
32.38333245163216

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-2,3-dihydroxy-3-(5-oxo-2,5-dihydrofuran-3-yl)propyl octanoate

> <ALOGPS_LOGP>
1.49

> <JCHEM_LOGP>
1.6030404019999993

> <ALOGPS_LOGS>
-2.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.295888444492824

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.395269788302679

> <JCHEM_PKA_STRONGEST_BASIC>
-3.490414850781039

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
76.0125

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2,3-dihydroxy-3-(5-oxo-2H-furan-3-yl)propyl octanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      10.518 -11.635   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.852 -10.865   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.185 -11.635   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.519 -10.865   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.853 -11.635   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.186 -10.865   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.520 -11.635   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.854 -10.865   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      19.854  -9.325   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      21.187 -11.635   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      22.521 -10.865   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.855 -11.635   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      23.855 -13.175   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      25.188 -10.865   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      25.188  -9.325   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      26.522 -11.635   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.929 -11.008   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.959 -12.153   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      30.491 -11.992   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      28.189 -13.486   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      26.683 -13.166   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O₆

Average Mass

300.3510 Da

Monoisotopic Mass

300.15729 Da

IUPAC Name

(2R,3R)-2,3-dihydroxy-3-(5-oxo-2,5-dihydrofuran-3-yl)propyl octanoate

Traditional Name

(2R,3R)-2,3-dihydroxy-3-(5-oxo-2H-furan-3-yl)propyl octanoate

CAS Registry Number

Not Available

SMILES

CCCCCCCC(=O)OC[C@@H](O)[C@H](O)C1=CC(=O)OC1

InChI Identifier

InChI=1S/C15H24O6/c1-2-3-4-5-6-7-13(17)21-10-12(16)15(19)11-8-14(18)20-9-11/h8,12,15-16,19H,2-7,9-10H2,1H3/t12-,15-/m1/s1

InChI Key

CRYYXCIYGAGGEP-IUODEOHRSA-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
Pseudomonas syringae	LOTUS Database	35616633

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

Fatty acid ester
2-furanone
Dicarboxylic acid or derivatives
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
1,2-diol
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Organooxygen 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	1.49	ALOGPS
logP	1.6	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	5.4	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	76.01 m³·mol⁻¹	ChemAxon
Polarizability	32.38 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

8170542

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9994961

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate (NP0144102)

MOL for NP0144102 ((2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate)

3D MOL for NP0144102 ((2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate)

3D SDF for NP0144102 ((2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate)

3D-SDF for NP0144102 ((2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate)

PDB for NP0144102 ((2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate)

3D PDB for NP0144102 ((2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate)

SMILES for NP0144102 ((2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate)

INCHI for NP0144102 ((2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate)

Structure for NP0144102 ((2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate)

3D Structure for NP0144102 ((2r,3r)-2,3-dihydroxy-3-(5-oxo-2h-furan-3-yl)propyl octanoate)