NP-MRD: Showing NP-Card for Phospholipase (NP0047065)

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Record Information

Version

2.0

Created at

2022-03-17 20:34:01 UTC

Updated at

2022-03-17 20:34:02 UTC

NP-MRD ID

NP0047065

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phospholipase

Description

Phospholipase belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1. Phospholipase C – cleaves before the phosphate, releasing diacylglycerol and a phosphate-containing head group. Phospholipase is a very weakly acidic compound (based on its pKa). Phospholipase A2 acts on the intact lecithin molecule and hydrolyses the fatty acid esterified to the second carbon atom. In humans, phospholipase is involved in phospholipase c signaling pathway. Outside of the human body, Phospholipase has been detected, but not quantified in, potato. This could make phospholipase a potential biomarker for the consumption of these foods. Phospholipase A2 is an enzyme present in the venom of bees and viper snakes. Phospholipase D – cleaves after the phosphate, releasing phosphatidic acid and an alcohol. The resulting products are lysolecithin and a fatty acid. There are four major classes, termed A, B, C and D, which are distinguished by the type of reaction which they catalyze:Phospholipase APhospholipase A1 – cleaves the SN-1 acyl chain (where SN refers to stereospecific numbering). Endothelial lipase is primarily a phospholipase. A phospholipase is an enzyme that hydrolyzes phospholipids into fatty acids and other lipophilic substances.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241221302D          

 23 24  0  0  0  0            999 V2000
    0.6039   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -4.7289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -4.7289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.7289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -6.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.1743    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -8.3013    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.9993    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
  4 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047065

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(C)=C(C(C)=C1)S(=O)(=O)NC1=CC=CC(=C1)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C16H16F3NO2S/c1-10-7-11(2)15(12(3)8-10)23(21,22)20-14-6-4-5-13(9-14)16(17,18)19/h4-9,20H,1-3H3

> <INCHI_KEY>
ZIIUUSVHCHPIQD-UHFFFAOYSA-N

> <FORMULA>
C16H16F3NO2S

> <MOLECULAR_WEIGHT>
343.364

> <EXACT_MASS>
343.085384066

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.566842636364377

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4,6-trimethyl-N-[3-(trifluoromethyl)phenyl]benzene-1-sulfonamide

> <ALOGPS_LOGP>
3.85

> <JCHEM_LOGP>
4.879023749666668

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.128171607367772

> <JCHEM_POLAR_SURFACE_AREA>
46.17

> <JCHEM_REFRACTIVITY>
83.98750000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4,6-trimethyl-N-[3-(trifluoromethyl)phenyl]benzenesulfonamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.127  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.127  -4.207   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.461  -4.977   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.461  -6.517   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.127  -7.287   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.206  -6.517   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.206  -4.977   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.540  -7.287   0.000  0.00  0.00           C+0
HETATM    9  S   UNK     0       1.127  -8.827   0.000  0.00  0.00           S+0
HETATM   10  O   UNK     0      -0.413  -8.827   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.127 -10.367   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       2.667  -8.827   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.437 -10.161   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.977 -10.161   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.747 -11.495   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.977 -12.828   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.437 -12.828   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667 -11.495   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667 -14.162   0.000  0.00  0.00           C+0
HETATM   20  F   UNK     0       1.334 -13.392   0.000  0.00  0.00           F+0
HETATM   21  F   UNK     0       1.897 -15.496   0.000  0.00  0.00           F+0
HETATM   22  F   UNK     0       4.001 -14.932   0.000  0.00  0.00           F+0
HETATM   23  C   UNK     0       3.795  -7.287   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   23                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6                                                            
CONECT    9    5   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23    4                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Value	Source
2,4,6-Trimethyl-N-(meta-3-trifluoromethylphenyl)benzenesulfonamide	MeSH

Chemical Formula

C₁₆H₁₆F₃NO₂S

Average Mass

343.3640 Da

Monoisotopic Mass

343.08538 Da

IUPAC Name

2,4,6-trimethyl-N-[3-(trifluoromethyl)phenyl]benzene-1-sulfonamide

Traditional Name

2,4,6-trimethyl-N-[3-(trifluoromethyl)phenyl]benzenesulfonamide

CAS Registry Number

Not Available

SMILES

CC1=CC(C)=C(C(C)=C1)S(=O)(=O)NC1=CC=CC(=C1)C(F)(F)F

InChI Identifier

InChI=1S/C16H16F3NO2S/c1-10-7-11(2)15(12(3)8-10)23(21,22)20-14-6-4-5-13(9-14)16(17,18)19/h4-9,20H,1-3H3

InChI Key

ZIIUUSVHCHPIQD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Solanum tuberosum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Sulfanilides

Direct Parent

Sulfanilides

Alternative Parents

Substituents

Benzenesulfonamide
Sulfanilide
Trifluoromethylbenzene
Benzenesulfonyl group
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Organopnictogen compound
Alkyl halide
Alkyl fluoride
Organic oxygen compound
Organosulfur compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.85	ALOGPS
logP	4.88	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.17 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.99 m³·mol⁻¹	ChemAxon
Polarizability	31.57 Å³	ChemAxon
Number of Rings	2	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

FDB007135

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phospholipase

METLIN ID

Not Available

PubChem Compound

761523

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Phospholipase (NP0047065)

MOL for NP0047065 (Phospholipase)

3D MOL for NP0047065 (Phospholipase)

3D SDF for NP0047065 (Phospholipase)

3D-SDF for NP0047065 (Phospholipase)

PDB for NP0047065 (Phospholipase)

3D PDB for NP0047065 (Phospholipase)

SMILES for NP0047065 (Phospholipase)

INCHI for NP0047065 (Phospholipase)

Structure for NP0047065 (Phospholipase)

3D Structure for NP0047065 (Phospholipase)