NP-MRD: Showing NP-Card for (2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid (NP0237650)

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Record Information

Version

2.0

Created at

2022-09-06 20:51:31 UTC

Updated at

2022-09-06 20:51:31 UTC

NP-MRD ID

NP0237650

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid

Description

2S-hydroxy-3-(10z-tetradecenoyloxy)-propanoic acid belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. (2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid is found in Alchornea laxiflora. Based on a literature review very few articles have been published on 2s-hydroxy-3-(10z-tetradecenoyloxy)-propanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 52 51  0  0  0  0  0  0  0  0999 V2000
   -6.6377   -0.5760   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3752   -1.2371   -1.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6717   -2.1172   -0.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0095   -1.7763    0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7339   -0.6528    1.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0696    0.6763    0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7466    1.4959    0.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    1.6186    1.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8640    2.3838    1.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3799    1.8904    1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3598    1.7088   -0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7850    1.3495   -0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2523    0.0719   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6314   -0.2231   -0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1426    0.5492   -1.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3232   -1.3295   -0.1492 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5734   -1.7845   -0.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6582   -0.8503   -0.0674 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5299    0.3739   -0.6512 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0140   -1.4369   -0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8644   -0.8056   -0.8872 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2849   -2.6668    0.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7388    0.4567   -1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6455   -0.5184    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5500   -1.1203   -1.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7082   -0.5222   -2.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7568   -1.8917   -2.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4641   -2.9329   -0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0109   -2.8037   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060   -2.6701    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2010   -0.7135    2.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5404    1.2581    1.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6577    0.7846   -0.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1709    2.5304    0.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2203    1.1013   -0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8889    0.5992    2.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9048    2.0442    2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6966    2.4620    3.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0236    3.4897    1.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7198    0.9189    1.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2486    2.5784    1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0075    2.5334   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916    0.7316   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4044    2.2139   -0.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6926    1.2625   -1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4022    0.2140    1.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6264   -0.7836   -0.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6541   -1.9903   -1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7206   -2.7940   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5461   -0.7348    1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5232    1.1370   -0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8415   -3.5022   -0.1002 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 22  1  0
 20 21  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  1
 19 51  1  0
 22 52  1  0
M  END

  Mrv1652309062222512D          

 22 21  0  0  1  0            999 V2000
    1.9877    4.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6113    3.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3909    3.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7941    3.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3264    4.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4823    5.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2618    5.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855    5.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6650    5.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2887    5.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0682    5.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6918    4.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5359    4.0168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4714    5.0970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0950    4.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8746    4.8269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0305    5.6370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4982    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2778    4.5569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3423    3.4767    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  2  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0237650

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC\C=C/CCCCCCCCC(=O)OC[C@H](O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H30O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(19)22-14-15(18)17(20)21/h4-5,15,18H,2-3,6-14H2,1H3,(H,20,21)/b5-4-/t15-/m0/s1

> <INCHI_KEY>
LIMKXIDXBKHPRU-XVWMLYKFSA-N

> <FORMULA>
C17H30O5

> <MOLECULAR_WEIGHT>
314.422

> <EXACT_MASS>
314.209324066

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.8624088280831

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-hydroxy-3-[(10Z)-tetradec-10-enoyloxy]propanoic acid

> <JCHEM_LOGP>
4.151255431

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.487139733123136

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.619964525346358

> <JCHEM_PKA_STRONGEST_BASIC>
-4.145440845796238

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
85.88949999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-hydroxy-3-[(10Z)-tetradec-10-enoyloxy]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       3.710   7.498   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.875   6.490   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.330   6.994   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.494   5.986   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.949   6.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.240   8.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.076   9.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.367  10.522   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.822  11.027   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.986  10.018   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.441  10.522   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.605   9.514   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.061  10.018   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.225   9.010   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      15.934   7.498   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      17.680   9.514   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      18.844   8.506   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.299   9.010   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      20.590  10.522   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      21.463   8.002   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      22.919   8.506   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      21.172   6.490   0.000  0.00  0.00           O+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                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

View in JSmol

Synonyms

Value	Source
2S-Hydroxy-3-(10Z-tetradecenoyloxy)-propanoate	Generator

Chemical Formula

C₁₇H₃₀O₅

Average Mass

314.4220 Da

Monoisotopic Mass

314.20932 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCC\C=C/CCCCCCCCC(=O)OC[C@H](O)C(O)=O

InChI Identifier

InChI=1S/C17H30O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(19)22-14-15(18)17(20)21/h4-5,15,18H,2-3,6-14H2,1H3,(H,20,21)/b5-4-/t15-/m0/s1

InChI Key

LIMKXIDXBKHPRU-XVWMLYKFSA-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
Alchornea laxiflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Sugar acids and derivatives

Alternative Parents

Substituents

Fatty acid ester
Glyceric_acid
Fatty acyl
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Alpha-hydroxy acid
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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

113371067

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73242181

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid (NP0237650)

MOL for NP0237650 ((2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid)

3D MOL for NP0237650 ((2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid)

3D SDF for NP0237650 ((2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid)

3D-SDF for NP0237650 ((2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid)

PDB for NP0237650 ((2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid)

3D PDB for NP0237650 ((2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid)

SMILES for NP0237650 ((2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid)

INCHI for NP0237650 ((2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid)

Structure for NP0237650 ((2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid)

3D Structure for NP0237650 ((2s)-2-hydroxy-3-[(10z)-tetradec-10-enoyloxy]propanoic acid)