NP-MRD: Showing NP-Card for (2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid (NP0154582)

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Record Information

Version

2.0

Created at

2022-09-02 11:31:04 UTC

Updated at

2022-09-02 11:31:04 UTC

NP-MRD ID

NP0154582

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid

Description

Hazaleamide belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. (2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid is found in Achillea nana and Zanthoxylum piperitum. Based on a literature review very few articles have been published on Hazaleamide.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 49 48  0  0  0  0  0  0  0  0999 V2000
    9.0497    0.1025    0.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7260    0.4125    1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0249   -0.8668    1.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461   -1.1590    1.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0598   -0.2304    0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8499   -0.9142   -0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6686   -1.1859   -1.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4337   -0.8384   -0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6618    0.0950   -1.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3726    0.5127   -0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7953    0.2506   -1.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0319    0.6771   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1964    0.4141   -1.4880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4650    0.8254   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4637    1.5201    0.3074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5967    0.5688   -1.4350 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8657    0.9458   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2326    0.1835    0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3106   -1.2997    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6172    0.6748    0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8784   -0.6200    0.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7108   -0.4074    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5419    1.0244    0.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1571    1.1940    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9910    0.8005    2.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5259   -1.6534    2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392   -2.1576    1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6537    0.6719    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1448   -0.0083    1.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7580   -1.1983   -1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5468   -1.7080   -2.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7951   -1.7804   -0.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4573   -0.3249    0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2668    0.9944   -1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523   -0.4031   -2.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3915    1.0536   -0.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8324   -0.2956   -2.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9948    1.2194    0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2303   -0.1234   -2.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8487    2.4483    0.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8095    2.0223   -0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6430    0.7572   -1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5175    0.4153    1.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1378   -1.7039    0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5937   -1.4820   -0.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3423   -1.8028    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7398    0.5865    1.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3967    0.0387    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7420    1.7543    0.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
M  END


  Mrv1652309022213312D          

 20 19  0  0  0  0            999 V2000
    7.4250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154582

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/C\C=C/CC\C=C\C=C\C(O)=NCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C18H29NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-18(20)19-16-17(2)3/h5-6,8-9,12-15,17H,4,7,10-11,16H2,1-3H3,(H,19,20)/b6-5-,9-8-,13-12+,15-14+

> <INCHI_KEY>
YFRGJIVWBMOBIT-GTDPEVRFSA-N

> <FORMULA>
C18H29NO

> <MOLECULAR_WEIGHT>
275.436

> <EXACT_MASS>
275.224914558

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
34.525720631553924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E,8Z,11Z)-N-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid

> <ALOGPS_LOGP>
6.06

> <JCHEM_LOGP>
5.1318264450734965

> <ALOGPS_LOGS>
-5.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.394570979034334

> <JCHEM_PKA_STRONGEST_BASIC>
7.344609260562065

> <JCHEM_POLAR_SURFACE_AREA>
32.59

> <JCHEM_REFRACTIVITY>
93.3095

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.22e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E,8Z,11Z)-N-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid

> <JCHEM_VEBER_RULE>
1

$$$$

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      13.860   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.090   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.860   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.090   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.550   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.780   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.080   0.000   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                                                       
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                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
N-(2-Methylpropyl)tetradeca-2,4,8,11-tetraenamide	MeSH

Chemical Formula

C₁₈H₂₉NO

Average Mass

275.4360 Da

Monoisotopic Mass

275.22491 Da

IUPAC Name

(2E,4E,8Z,11Z)-N-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid

Traditional Name

(2E,4E,8Z,11Z)-N-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid

CAS Registry Number

Not Available

SMILES

CC\C=C/C\C=C/CC\C=C\C=C\C(O)=NCC(C)C

InChI Identifier

InChI=1S/C18H29NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-18(20)19-16-17(2)3/h5-6,8-9,12-15,17H,4,7,10-11,16H2,1-3H3,(H,19,20)/b6-5-,9-8-,13-12+,15-14+

InChI Key

YFRGJIVWBMOBIT-GTDPEVRFSA-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
Achillea nana	LOTUS Database	35616633
Zanthoxylum piperitum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

N-acyl amines

Alternative Parents

Substituents

N-acyl-amine
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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
logP	6.06	ALOGPS
logP	5.13	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	5.39	ChemAxon
pKa (Strongest Basic)	7.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.59 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	93.31 m³·mol⁻¹	ChemAxon
Polarizability	34.53 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00039342

Chemspider ID

4943987

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6439588

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid (NP0154582)

MOL for NP0154582 ((2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid)

3D MOL for NP0154582 ((2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid)

3D SDF for NP0154582 ((2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid)

3D-SDF for NP0154582 ((2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid)

PDB for NP0154582 ((2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid)

3D PDB for NP0154582 ((2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid)

SMILES for NP0154582 ((2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid)

INCHI for NP0154582 ((2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid)

Structure for NP0154582 ((2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid)

3D Structure for NP0154582 ((2e,4e,8z,11z)-n-(2-methylpropyl)tetradeca-2,4,8,11-tetraenimidic acid)