NP-MRD: Showing NP-Card for Pinosylvin (NP0045969)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 19:46:13 UTC

Updated at

2022-03-17 19:46:13 UTC

NP-MRD ID

NP0045969

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pinosylvin

Description

Pinosylvin is found in Alnus crispa, Alnus pendula, Alnus sieboldiana, Cryptocarya obovata, Dalbergia sissoo , Gnetum parvifolium , Helichrysum chionosphaerum, Inula germanica, Lindera reflexa, Nothofagus spp., Oroxylum indicum, Persicaria lapathifolia, Picea jezoensis, Pinus albicaulis, Pinus armandii, Pinus ayacahuite, Pinus balfouriana, Pinus banksiana , Pinus canariensis, Pinus cembra , Pinus clausa, Pinus contorta , Pinus contorta var. latifolia , Pinus coulteri , Pinus densiflora , Pinus echinata, Pinus excelsa , Pinus glabra, Pinus halepensis , Pinus jeffreyi, Pinus koraiensis , Pinus krempfii, Pinus leiophylla, Pinus lumholtzii, Pinus massoniana, Pinus montana, Pinus montezumae, Pinus monticola, Pinus morrisonicola, Pinus muricata, Pinus occidentalis, Pinus parviflora, Pinus pentaphylla, Pinus pinaster , Pinus pinea , Pinus ponderosa, Pinus pumila, Pinus pungens, Pinus radiata, Pinus resinosa, Pinus rigida, Pinus sabiniana , Pinus sibirica, Pinus strobiformis, Pinus strobus, Pinus sylvestris , Pinus taeda, Persicaria nodosa, Stemona aphylla, Stemona burkillii, Stemona cochinchinensis, Stemona collinsae, Stemona involuta, Stemona japonica , Stemona kerrii, Stemona parviflora, Stemona phyllantha, Stemona pierrei, Stemona tuberosa , Vitis rupestris, Vitis vinifera and Vitis vinifera .

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241217452D          

 16 17  0  0  0  0            999 V2000
    0.7009    1.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416    1.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416    2.5159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009    1.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009    0.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416    0.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    0.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    0.0408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434    0.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434   -0.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6183   -1.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408   -0.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -1.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -2.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408   -2.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6183   -2.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045969

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(\C=C/C2=CC=CC=C2)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6-

> <INCHI_KEY>
YCVPRTHEGLPYPB-SREVYHEPSA-N

> <FORMULA>
C14H12O2

> <MOLECULAR_WEIGHT>
212.2439

> <EXACT_MASS>
212.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
22.596418757161064

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(Z)-2-phenylethenyl]benzene-1,3-diol

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
3.705956208

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.608017807995092

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.157352552168396

> <JCHEM_PKA_STRONGEST_BASIC>
-5.6780257222481945

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
65.47460000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.81e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cis-pinosylvin

> <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       1.308   2.386   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.078   3.156   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.078   4.696   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.308   2.386   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.308   0.846   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.078   0.076   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.308   0.846   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.694   0.076   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.694   0.076   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.694  -1.462   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.154  -2.386   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.076  -1.616   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.462  -2.386   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.462  -3.926   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.076  -4.696   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.154  -3.926   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    1    6    8                                                  
CONECT    8    7                                                            
CONECT    9    5   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   11   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Value	Source
5-[(Z)-2-Phenylvinyl]benzene-1,3-diol	ChEBI

Chemical Formula

C₁₄H₁₂O₂

Average Mass

212.2439 Da

Monoisotopic Mass

212.08373 Da

IUPAC Name

5-[(Z)-2-phenylethenyl]benzene-1,3-diol

Traditional Name

cis-pinosylvin

CAS Registry Number

102-61-4

SMILES

OC1=CC(\C=C/C2=CC=CC=C2)=CC(O)=C1

InChI Identifier

InChI=1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6-

InChI Key

YCVPRTHEGLPYPB-SREVYHEPSA-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

Species Name	Source	Reference
Alnus crispa	Plant	KNApSAcK
Alnus pendula	Plant	KNApSAcK
Alnus sieboldiana	Plant	KNApSAcK
Arachis hypogaea	FooDB	PHYTOHUB
Cryptocarya obovata	LOTUS Database	35616633
Dalbergia sissoo	Plant	KNApSAcK
Gnetum parvifolium	Plant	KNApSAcK
Helichrysum chionosphaerum	LOTUS Database	35616633
Inula germanica	LOTUS Database	35616633
Lindera reflexa	Plant	KNApSAcK
Nothofagus spp.	Plant	KNApSAcK
Oroxylum indicum	LOTUS Database	35616633
Persicaria lapathifolia	LOTUS Database	35616633
Picea jezoensis	Plant	KNApSAcK
Pinus albicaulis	Plant	KNApSAcK
Pinus armandii	LOTUS Database	35616633
Pinus ayacahuite	Plant	KNApSAcK
Pinus balfouriana	Plant	KNApSAcK
Pinus banksiana	Plant	KNApSAcK
Pinus canariensis	Plant	KNApSAcK
Pinus cembra	Plant	KNApSAcK
Pinus clausa	Plant	KNApSAcK
Pinus contorta	Plant	KNApSAcK
Pinus contorta var. latifolia	Plant	KNApSAcK
Pinus coulteri	Plant	KNApSAcK
Pinus densiflora	Plant	KNApSAcK
Pinus echinata	Plant	KNApSAcK
Pinus excelsa	Plant	KNApSAcK
Pinus glabra	Plant	KNApSAcK
Pinus halepensis	Plant	KNApSAcK
Pinus jeffreyi	Plant	KNApSAcK
Pinus koraiensis	Plant	KNApSAcK
Pinus krempfii	Plant	KNApSAcK
Pinus leiophylla	Plant	KNApSAcK
Pinus lumholtzii	Plant	KNApSAcK
Pinus massoniana	Plant	KNApSAcK
Pinus montana	Plant	KNApSAcK
Pinus montezumae	Plant	KNApSAcK
Pinus monticola	Plant	KNApSAcK
Pinus morrisonicola	Plant	KNApSAcK
Pinus muricata	Plant	KNApSAcK
Pinus occidentalis	Plant	KNApSAcK
Pinus parviflora	Plant	KNApSAcK
Pinus pentaphylla	Plant	KNApSAcK
Pinus pinaster	Plant	KNApSAcK
Pinus pinea	Plant	KNApSAcK
Pinus ponderosa	Plant	KNApSAcK
Pinus pumila	Plant	KNApSAcK
Pinus pungens	Plant	KNApSAcK
Pinus radiata	Plant	KNApSAcK
Pinus resinosa	Plant	KNApSAcK
Pinus rigida	Plant	KNApSAcK
Pinus sabiniana	Plant	KNApSAcK
Pinus sibirica	Plant	KNApSAcK
Pinus strobiformis	LOTUS Database	35616633
Pinus strobus	Plant	KNApSAcK
Pinus sylvestris	Plant	KNApSAcK
Pinus taeda	Plant	KNApSAcK
Polygonum nodosum	LOTUS Database	35616633
Stemona aphylla	Plant	KNApSAcK
Stemona burkillii	Plant	KNApSAcK
Stemona cochinchinensis	Plant	KNApSAcK
Stemona collinsiae	Plant	KNApSAcK
Stemona involuta	Plant	KNApSAcK
Stemona japonica	Plant	KNApSAcK
Stemona kerrii	Plant	KNApSAcK
Stemona parviflora	Plant	KNApSAcK
Stemona phyllantha	Plant	KNApSAcK
Stemona pierrei	Plant	KNApSAcK
Stemona tuberosa	Plant	KNApSAcK
Vitis	FooDB	PHYTOHUB
Vitis rupestris	Plant	KNApSAcK
Vitis vinifera	LOTUS Database	35616633
Vitis vinifera L.	Plant	KNApSAcK

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

pinosylvin (CHEBI:36010 )

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	3.28	ALOGPS
logP	3.71	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.16	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	65.47 m³·mol⁻¹	ChemAxon
Polarizability	22.6 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

FDB002541

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pinosylvin

METLIN ID

Not Available

PubChem Compound

9548840

PDB ID

Not Available

ChEBI ID

36010

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Pinosylvin (NP0045969)

MOL for NP0045969 (Pinosylvin)

3D MOL for NP0045969 (Pinosylvin)

3D SDF for NP0045969 (Pinosylvin)

3D-SDF for NP0045969 (Pinosylvin)

PDB for NP0045969 (Pinosylvin)

3D PDB for NP0045969 (Pinosylvin)

SMILES for NP0045969 (Pinosylvin)

INCHI for NP0045969 (Pinosylvin)

Structure for NP0045969 (Pinosylvin)

3D Structure for NP0045969 (Pinosylvin)