NP-MRD: Showing NP-Card for N-(p-Hydroxyphenethyl)actinidine (NP0051078)

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Record Information

Version

2.0

Created at

2022-04-27 22:30:54 UTC

Updated at

2022-04-27 22:30:54 UTC

NP-MRD ID

NP0051078

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-(p-Hydroxyphenethyl)actinidine

Description

N-(p-Hydroxyphenethyl)actinidine belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. N-(p-Hydroxyphenethyl)actinidine is found in Valeriana officinalis . Based on a literature review very few articles have been published on N-(p-Hydroxyphenethyl)actinidine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    2.5504    1.4119    2.8217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0001    0.8392    1.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6689    0.9735    1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005    0.4429    0.0550 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.2010    0.6076   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0128   -0.5615    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4522   -0.3845   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9448   -0.9121   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2896   -0.7545   -1.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1251   -0.0733   -0.6373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4657    0.0702   -0.9753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6549    0.4608    0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3221    0.2910    0.8263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0646   -0.2071   -0.7453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -0.3559   -0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8975    0.1758    0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3716   -0.1207    0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4634   -1.3715   -0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5301   -1.0089   -1.1359 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2525   -0.0713   -2.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7652    2.0648    3.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7859    0.5431    3.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4886    1.9555    2.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250    1.5061    1.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406    0.6616   -1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619    1.5148    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6409   -1.5175   -0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579   -0.5666    1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878   -1.4496   -1.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7071   -1.1490   -2.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7206    0.8916   -1.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3493    0.9830    1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9099    0.6933    1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6557   -0.6249   -1.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9859    0.7022    0.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6639   -0.3799    1.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9948   -2.1887    0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811   -1.6010   -0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2116   -1.9010   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5795    0.4232   -2.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8444    0.6974   -1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0022   -0.7099   -2.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
 15 19  1  0
 13  7  1  0
  2 16  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
 19 39  1  6
 18 37  1  0
 18 38  1  0
 17 35  1  0
 17 36  1  0
 14 34  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
  3 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  CHG  1   4   1
M  END


  Mrv1652304282200302D          

 20 22  0  0  1  0            999 V2000
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  1  0  0  0
  3 11  1  0  0  0  0
 11 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
 16 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  CHG  1   3   1
M  END
> <DATABASE_ID>
NP0051078

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CCC2=C1C=[N+](CCC1=CC=C(O)C=C1)C=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C18H21NO/c1-13-3-8-17-14(2)11-19(12-18(13)17)10-9-15-4-6-16(20)7-5-15/h4-7,11-13H,3,8-10H2,1-2H3/p+1/t13-/m0/s1

> <INCHI_KEY>
CKHCFVWFFIHGMT-ZDUSSCGKSA-O

> <FORMULA>
C18H22NO

> <MOLECULAR_WEIGHT>
268.379

> <EXACT_MASS>
268.169590753

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.095175567937886

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7S)-2-[2-(4-hydroxyphenyl)ethyl]-4,7-dimethyl-5H,6H,7H-cyclopenta[c]pyridin-2-ium

> <ALOGPS_LOGP>
-1.12

> <JCHEM_LOGP>
0.3299000565282545

> <ALOGPS_LOGS>
-6.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.031432218885085

> <JCHEM_PKA_STRONGEST_BASIC>
-5.463560842756778

> <JCHEM_POLAR_SURFACE_AREA>
24.11

> <JCHEM_REFRACTIVITY>
83.876

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.99e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7S)-2-[2-(4-hydroxyphenyl)ethyl]-4,7-dimethyl-5H,6H,7H-cyclopenta[c]pyridin-2-ium

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       7.454   0.000   0.000  0.00  0.00           N+1
HETATM    4  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.122  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.455  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.789  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.123  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.123  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.789  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.455  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      15.456  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
CONECT    1    2    6   20                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5   10                                                  
CONECT   10    9                                                            
CONECT   11    3   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19   16                                                            
CONECT   20    1                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₂NO

Average Mass

268.3790 Da

Monoisotopic Mass

268.16959 Da

IUPAC Name

(7S)-2-[2-(4-hydroxyphenyl)ethyl]-4,7-dimethyl-5H,6H,7H-cyclopenta[c]pyridin-2-ium

Traditional Name

(7S)-2-[2-(4-hydroxyphenyl)ethyl]-4,7-dimethyl-5H,6H,7H-cyclopenta[c]pyridin-2-ium

CAS Registry Number

Not Available

SMILES

C[C@H]1CCC2=C1C=[N+](CCC1=CC=C(O)C=C1)C=C2C

InChI Identifier

InChI=1S/C18H21NO/c1-13-3-8-17-14(2)11-19(12-18(13)17)10-9-15-4-6-16(20)7-5-15/h4-7,11-13H,3,8-10H2,1-2H3/p+1/t13-/m0/s1

InChI Key

CKHCFVWFFIHGMT-ZDUSSCGKSA-O

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

Species Name	Source	Reference
Valeriana officinalis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Methylpyridine
Monocyclic benzene moiety
Pyridine
Pyridinium
Heteroaromatic compound
Organoheterocyclic compound
Azacycle
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

primary amine (CHEBI:7102 )

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	-1.1	ALOGPS
logP	0.33	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	10.03	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	24.11 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.88 m³·mol⁻¹	ChemAxon
Polarizability	32.1 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C00001979

Chemspider ID

390971

KEGG Compound ID

C09984

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442550

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for N-(p-Hydroxyphenethyl)actinidine (NP0051078)

MOL for NP0051078 (N-(p-Hydroxyphenethyl)actinidine)

3D MOL for NP0051078 (N-(p-Hydroxyphenethyl)actinidine)

3D SDF for NP0051078 (N-(p-Hydroxyphenethyl)actinidine)

3D-SDF for NP0051078 (N-(p-Hydroxyphenethyl)actinidine)

PDB for NP0051078 (N-(p-Hydroxyphenethyl)actinidine)

3D PDB for NP0051078 (N-(p-Hydroxyphenethyl)actinidine)

SMILES for NP0051078 (N-(p-Hydroxyphenethyl)actinidine)

INCHI for NP0051078 (N-(p-Hydroxyphenethyl)actinidine)

Structure for NP0051078 (N-(p-Hydroxyphenethyl)actinidine)

3D Structure for NP0051078 (N-(p-Hydroxyphenethyl)actinidine)