NP-MRD: Showing NP-Card for Arachidin III (NP0341772)

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Record Information

Version

2.0

Created at

2024-09-12 10:47:31 UTC

Updated at

2024-09-12 10:47:31 UTC

NP-MRD ID

NP0341772

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Arachidin III

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -6.4244    0.8606   -1.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8168    0.1950    0.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1414   -1.2744    0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3338    0.4325    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4654   -0.5397    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156   -0.4354    0.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2829   -1.6290    0.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9312   -2.8455    0.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0823   -1.5849    0.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8159   -0.4122    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -0.4479    0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549    0.6014   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5057    0.5478   -0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2128   -0.6261    0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6013   -0.6592    0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3155    0.5116   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6970    0.5362   -0.0518 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6412    1.7036   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2705    1.7158   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1003    0.7602    0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2910    0.7253    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9603    1.9331   -0.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5326    1.9484   -0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7912    0.7075   -2.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4305    0.4563   -1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2036    0.6547    1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2491   -1.3441    0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7523   -1.8620   -0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7277   -1.6951    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0287    1.4459    0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210   -1.5473    0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3776   -3.6869    0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6743   -2.5157    0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7442   -1.4336    0.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6001    1.5818   -0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7180   -1.5790    0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1034   -1.6050    0.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1912    0.5916    0.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1544    2.6560   -0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214    2.6531   -0.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6180    1.7174   -0.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4370    2.7870   -0.0806 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  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 10 20  1  0
 20 21  2  0
 21 22  1  0
 21  6  1  0
 19 13  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
  4 30  1  0
  5 31  1  0
  8 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 22 42  1  0
M  END


  Mrv1652307301920062D          

 22 23  0  0  0  0            999 V2000
    0.7145  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -10.3125    0.0000 C   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
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  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
  5  4  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  3  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 15  5  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  2  0  0  0  0
 19 12  2  0  0  0  0
 19 17  1  0  0  0  0
 20 16  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0341772

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)\C=C\C1=C(O)C=C(\C=C\C2=CC=C(O)C=C2)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O3/c1-13(2)3-10-17-18(21)11-15(12-19(17)22)5-4-14-6-8-16(20)9-7-14/h3-13,20-22H,1-2H3/b5-4+,10-3+

> <INCHI_KEY>
XTDKVQYWANHUFS-RUQOPNIZSA-N

> <FORMULA>
C19H20O3

> <MOLECULAR_WEIGHT>
296.366

> <EXACT_MASS>
296.141244504

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.423688639405356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(E)-2-(4-hydroxyphenyl)ethenyl]-2-[(1E)-3-methylbut-1-en-1-yl]benzene-1,3-diol

> <JCHEM_LOGP>
5.257315710333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.0914684281853

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.455060887987804

> <JCHEM_PKA_STRONGEST_BASIC>
-6.245719829323794

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
91.96489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
trans-arachidin-3

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUL-19         0                                  
HETATM    1  C   UNK     0       1.334 -19.250   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001 -19.250   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667 -18.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668 -14.630   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334 -14.630   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   10   13                                                       
CONECT    4    5   14                                                       
CONECT    5    4   15                                                       
CONECT    6    8   14                                                       
CONECT    7    9   14                                                       
CONECT    8    6   16                                                       
CONECT    9    7   16                                                       
CONECT   10    3   17                                                       
CONECT   11   15   18                                                       
CONECT   12   15   19                                                       
CONECT   13    1    2    3                                                  
CONECT   14    4    6    7                                                  
CONECT   15    5   11   12                                                  
CONECT   16    8    9   20                                                  
CONECT   17   10   18   19                                                  
CONECT   18   11   17   21                                                  
CONECT   19   12   17   22                                                  
CONECT   20   16                                                            
CONECT   21   18                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₃

Average Mass

296.3660 Da

Monoisotopic Mass

296.14124 Da

IUPAC Name

5-[(E)-2-(4-hydroxyphenyl)ethenyl]-2-[(1E)-3-methylbut-1-en-1-yl]benzene-1,3-diol

Traditional Name

trans-arachidin-3

CAS Registry Number

Not Available

SMILES

CC(C)\C=C\C1=C(O)C=C(\C=C\C2=CC=C(O)C=C2)C=C1O

InChI Identifier

InChI=1S/C19H20O3/c1-13(2)3-10-17-18(21)11-15(12-19(17)22)5-4-14-6-8-16(20)9-7-14/h3-13,20-22H,1-2H3/b5-4+,10-3+

InChI Key

XTDKVQYWANHUFS-RUQOPNIZSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Styrene
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	5.26	ChemAxon
pKa (Strongest Acidic)	8.46	ChemAxon
pKa (Strongest Basic)	-6.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.96 m³·mol⁻¹	ChemAxon
Polarizability	34.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

FDB018204

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

11380920

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Arachidin III (NP0341772)

MOL for NP0341772 (Arachidin III)

3D MOL for NP0341772 (Arachidin III)

3D SDF for NP0341772 (Arachidin III)

3D-SDF for NP0341772 (Arachidin III)

PDB for NP0341772 (Arachidin III)

3D PDB for NP0341772 (Arachidin III)

SMILES for NP0341772 (Arachidin III)

INCHI for NP0341772 (Arachidin III)

Structure for NP0341772 (Arachidin III)

3D Structure for NP0341772 (Arachidin III)