NP-MRD: Showing NP-Card for (2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid (NP0218037)

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Record Information

Version

2.0

Created at

2022-09-05 18:34:13 UTC

Updated at

2022-09-05 18:34:13 UTC

NP-MRD ID

NP0218037

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid

Description

(2E)-N-[(2R)-2-hydroxy-2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. (2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid is found in Aegle marmelos. Based on a literature review very few articles have been published on (2E)-N-[(2R)-2-hydroxy-2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052220342D          

 27 28  0  0  1  0            999 V2000
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -11.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  2  0  0  0  0
  8 27  1  0  0  0  0
M  END


  Mrv1652309052220342D          

 27 28  0  0  1  0            999 V2000
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -11.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  2  0  0  0  0
  8 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218037

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@H](O)COC1=CC=C(C=C1)[C@@H](O)CN=C(O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO4/c1-16(2)21(25)15-27-19-11-9-18(10-12-19)20(24)14-23-22(26)13-8-17-6-4-3-5-7-17/h3-13,20-21,24-25H,1,14-15H2,2H3,(H,23,26)/b13-8+/t20-,21+/m0/s1

> <INCHI_KEY>
SRWUSPKEOGRBRT-BGTMZHHNSA-N

> <FORMULA>
C22H25NO4

> <MOLECULAR_WEIGHT>
367.445

> <EXACT_MASS>
367.178358289

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
41.7520879975591

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-N-[(2R)-2-hydroxy-2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid

> <JCHEM_LOGP>
3.6531669016666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.658763812182187

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.137813894683704

> <JCHEM_PKA_STRONGEST_BASIC>
4.027471891749937

> <JCHEM_POLAR_SURFACE_AREA>
82.28

> <JCHEM_REFRACTIVITY>
106.74600000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[(2R)-2-hydroxy-2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334 -16.170   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000 -16.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000 -18.480   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334 -16.170   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.334 -14.630   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001 -16.170   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002 -18.480   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336 -19.250   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.669 -18.480   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.336 -20.790   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      10.669 -21.560   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      10.669 -23.100   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.336 -23.870   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.003 -23.870   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337 -23.100   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670 -23.870   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.004 -23.100   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.338 -23.870   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.338 -25.410   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.004 -26.180   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.670 -25.410   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.668 -19.250   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335 -18.480   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   27                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   26                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   11   27                                                       
CONECT   27   26    8                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Value	Source
(2E)-N-[(2R)-2-Hydroxy-2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidate	Generator

Chemical Formula

C₂₂H₂₅NO₄

Average Mass

367.4450 Da

Monoisotopic Mass

367.17836 Da

IUPAC Name

(2E)-N-[(2R)-2-hydroxy-2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid

Traditional Name

(2E)-N-[(2R)-2-hydroxy-2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid

CAS Registry Number

Not Available

SMILES

CC(=C)[C@H](O)COC1=CC=C(C=C1)[C@@H](O)CN=C(O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C22H25NO4/c1-16(2)21(25)15-27-19-11-9-18(10-12-19)20(24)14-23-22(26)13-8-17-6-4-3-5-7-17/h3-13,20-21,24-25H,1,14-15H2,2H3,(H,23,26)/b13-8+/t20-,21+/m0/s1

InChI Key

SRWUSPKEOGRBRT-BGTMZHHNSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aegle marmelos	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Styrene
Alkyl aryl ether
Monocyclic benzene moiety
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Ether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic alcohol
Alcohol
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	3.65	ChemAxon
pKa (Strongest Acidic)	6.14	ChemAxon
pKa (Strongest Basic)	4.03	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	82.28 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	106.75 m³·mol⁻¹	ChemAxon
Polarizability	41.75 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

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

163188272

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid (NP0218037)

MOL for NP0218037 ((2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid)

3D MOL for NP0218037 ((2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid)

3D SDF for NP0218037 ((2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid)

3D-SDF for NP0218037 ((2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid)

PDB for NP0218037 ((2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid)

3D PDB for NP0218037 ((2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid)

SMILES for NP0218037 ((2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid)

INCHI for NP0218037 ((2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid)

Structure for NP0218037 ((2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid)

3D Structure for NP0218037 ((2e)-n-[(2r)-2-hydroxy-2-(4-{[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)ethyl]-3-phenylprop-2-enimidic acid)