NP-MRD: Showing NP-Card for 2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate (NP0237671)

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Record Information

Version

2.0

Created at

2022-09-06 20:53:12 UTC

Updated at

2022-09-06 20:53:12 UTC

NP-MRD ID

NP0237671

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

Description

2'-Hydroxyethyl guignardate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. 2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate is found in Phyllosticta capitalensis. Based on a literature review very few articles have been published on 2'-hydroxyethyl guignardate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.8848   -1.7908   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8615   -1.9551   -0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908   -2.7105    0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7742   -0.7029    0.4568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9849    0.1448    0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1658    0.6007   -0.9287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8790    0.4291    1.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0249    1.2120    1.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8250    2.6440    0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1936    2.8727   -0.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562   -1.1326    1.8333 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5816   -1.3998    2.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017   -2.1295    2.9780 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3599   -0.6425    1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6551   -0.5761    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3492    0.2046   -0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4756   -0.2564   -0.7226 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1453    0.4778   -1.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7000    1.7354   -2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5783    2.2199   -1.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9155    1.4662   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4268    0.0071    0.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8304   -0.7721   -2.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961   -2.4357   -2.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8613   -2.2290   -2.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0115   -2.6141   -0.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8991   -3.7986    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9725   -2.5532   -0.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556   -2.3966    1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387    0.7881    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6372    1.1442    2.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    3.2196    1.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8570    3.0895    0.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8450    2.7489   -1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2861   -1.1539    1.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8142   -1.2609   -0.4364 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0369    0.0923   -2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2079    2.3460   -2.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1835    3.2204   -1.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0185    1.8472    0.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 22  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  4  5  1  1
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 22  4  1  0
 21 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
M  END


  Mrv1652309062222532D          

 22 23  0  0  1  0            999 V2000
    0.4468   -1.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672   -1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7522   -1.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6028   -0.5298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3173   -0.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173   -1.7673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317   -0.5298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7462   -0.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4607   -0.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1752   -0.9423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8182   -0.2749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8182    0.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1507    1.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6028    0.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8577    1.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6647    1.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    2.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7266    2.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2787    2.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0237    1.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    1.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877    0.1376    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
  4  2  1  1  0  0  0
  4  5  1  6  0  0  0
  5  6  2  0  0  0  0
  5  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
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 14 22  1  0  0  0  0
  4 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0237671

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@]1(OC(=O)\C(O1)=C\C1=CC=CC=C1)C(=O)OCCO

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O6/c1-11(2)16(15(19)20-9-8-17)21-13(14(18)22-16)10-12-6-4-3-5-7-12/h3-7,10-11,17H,8-9H2,1-2H3/b13-10-/t16-/m0/s1

> <INCHI_KEY>
HKOOHRWDJKETEJ-DDKJEQMHSA-N

> <FORMULA>
C16H18O6

> <MOLECULAR_WEIGHT>
306.314

> <EXACT_MASS>
306.1103383

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.27673402455146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxyethyl (2S,5Z)-4-oxo-5-(phenylmethylidene)-2-(propan-2-yl)-1,3-dioxolane-2-carboxylate

> <JCHEM_LOGP>
2.8662496849999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.096260200329557

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7566957883758514

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
78.5194

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxyethyl (2S,5Z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

> <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       0.834  -2.557   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.366  -2.396   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.271  -3.642   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.992  -0.989   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.326  -1.759   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.326  -3.299   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       5.659  -0.989   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.993  -1.759   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.327  -0.989   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.660  -1.759   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.527  -0.513   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.527   1.027   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.281   1.932   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.992   1.503   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.468   2.967   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.974   3.288   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.450   4.752   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.956   5.072   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.987   3.928   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.511   2.463   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.005   2.143   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.897   0.257   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   11   22                                             
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    4   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   14    4                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Value	Source
2'-Hydroxyethyl guignardic acid	Generator

Chemical Formula

C₁₆H₁₈O₆

Average Mass

306.3140 Da

Monoisotopic Mass

306.11034 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)[C@]1(OC(=O)\C(O1)=C\C1=CC=CC=C1)C(=O)OCCO

InChI Identifier

InChI=1S/C16H18O6/c1-11(2)16(15(19)20-9-8-17)21-13(14(18)22-16)10-12-6-4-3-5-7-12/h3-7,10-11,17H,8-9H2,1-2H3/b13-10-/t16-/m0/s1

InChI Key

HKOOHRWDJKETEJ-DDKJEQMHSA-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
Phyllosticta capitalensis	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

Ketal
Fatty acid ester
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Meta-dioxolane
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
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

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

146682239

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate (NP0237671)

MOL for NP0237671 (2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate)

3D MOL for NP0237671 (2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate)

3D SDF for NP0237671 (2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate)

3D-SDF for NP0237671 (2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate)

PDB for NP0237671 (2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate)

3D PDB for NP0237671 (2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate)

SMILES for NP0237671 (2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate)

INCHI for NP0237671 (2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate)

Structure for NP0237671 (2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate)

3D Structure for NP0237671 (2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate)