NP-MRD: Showing NP-Card for Obovatol (NP0066587)

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Record Information

Version

2.0

Created at

2022-04-28 10:49:45 UTC

Updated at

2022-04-28 10:49:45 UTC

NP-MRD ID

NP0066587

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Obovatol

Description

Obovatol belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Obovatol is found in Magnolia chevalieri, Magnolia garrettii, Magnolia obovata, Magnolia obovata THUNB. , Magnolia officinalis , Manglietia phuthoensis, Persea obovatifolia and Streblus asper. Obovatol was first documented in 2020 (PMID: 32664494). Based on a literature review a small amount of articles have been published on Obovatol (PMID: 32744957) (PMID: 35176999) (PMID: 34837764) (PMID: 34247772).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
    6.4396   -0.6825   -0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8085   -0.5598    0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1366    0.6964    0.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6782    0.5269    0.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7617    0.6473   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998    0.4895    0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938    0.2037    1.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4655    0.0377    1.6139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4763    0.1944    0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2635   -0.9355    0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2973   -0.8371   -0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -2.0341   -0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2766   -2.0583    0.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4204   -1.0911    1.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5444    0.3587   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7609    1.4808   -0.8414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    2.6893   -1.4577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104    1.3853    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9220    2.4965    0.3421 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8151    0.0810    2.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1677    0.2391    2.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9543   -1.5945   -1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4838    0.1346   -1.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8021   -1.3993    1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3258    1.5061   -0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6301    1.0773    1.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300    0.8729   -1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    0.5867   -0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528   -1.8656    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -2.9526   -0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4811   -1.9822   -1.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9908   -2.8827    0.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6938   -0.2839    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2619   -1.1394    1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3392    0.4608   -1.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7387    2.7616   -2.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1145    3.3762   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -0.1434    3.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800    0.1392    2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 18  2  0
 18 19  1  0
 18  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  4 21  1  0
 21 20  2  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 11 15  2  0
 15 16  1  0
 20  7  1  0
 17 36  1  0
 19 37  1  0
  6 28  1  0
  5 27  1  0
  3 25  1  0
  3 26  1  0
  2 24  1  0
  1 22  1  0
  1 23  1  0
 21 39  1  0
 20 38  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
M  END


  Mrv1652304282212492D          

 21 22  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   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
   -1.4289   -4.1250    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
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -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
   -2.8579   -6.6000    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
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
  5  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  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 17  1  0  0  0  0
  3 18  1  0  0  0  0
  1 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0066587

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=C(O)C(OC2=CC=C(CC=C)C=C2)=CC(CC=C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O3/c1-3-5-13-7-9-15(10-8-13)21-17-12-14(6-4-2)11-16(19)18(17)20/h3-4,7-12,19-20H,1-2,5-6H2

> <INCHI_KEY>
OPGPFZQBCIAFLI-UHFFFAOYSA-N

> <FORMULA>
C18H18O3

> <MOLECULAR_WEIGHT>
282.339

> <EXACT_MASS>
282.12559444

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
30.61394666214779

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(prop-2-en-1-yl)-3-[4-(prop-2-en-1-yl)phenoxy]benzene-1,2-diol

> <ALOGPS_LOGP>
4.62

> <JCHEM_LOGP>
5.063543821666666

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.096658612671991

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.567856991980818

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7375476133372545

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
84.8352

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(prop-2-en-1-yl)-3-[4-(prop-2-en-1-yl)phenoxy]benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2    6   19                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17    4                                                            
CONECT   18    3                                                            
CONECT   19    1   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Value	Source
4',5-Diallyl-2,3-dihydroxybiphenyl ether	MeSH

Chemical Formula

C₁₈H₁₈O₃

Average Mass

282.3390 Da

Monoisotopic Mass

282.12559 Da

IUPAC Name

5-(prop-2-en-1-yl)-3-[4-(prop-2-en-1-yl)phenoxy]benzene-1,2-diol

Traditional Name

5-(prop-2-en-1-yl)-3-[4-(prop-2-en-1-yl)phenoxy]benzene-1,2-diol

CAS Registry Number

Not Available

SMILES

OC1=C(O)C(OC2=CC=C(CC=C)C=C2)=CC(CC=C)=C1

InChI Identifier

InChI=1S/C18H18O3/c1-3-5-13-7-9-15(10-8-13)21-17-12-14(6-4-2)11-16(19)18(17)20/h3-4,7-12,19-20H,1-2,5-6H2

InChI Key

OPGPFZQBCIAFLI-UHFFFAOYSA-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
Magnolia chevalieri	LOTUS Database	35616633
Magnolia garrettii	LOTUS Database	35616633
Magnolia obovata	LOTUS Database	35616633
Magnolia obovata THUNB.	Plant	KNApSAcK
Magnolia officinalis	Plant	KNApSAcK
Manglietia phuthoensis	Plant	KNApSAcK
Persea obovatifolia	LOTUS Database	35616633
Streblus asper	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
Phenoxy compound
Phenol ether
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Ether
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	4.62	ALOGPS
logP	5.06	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.57	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	84.84 m³·mol⁻¹	ChemAxon
Polarizability	30.61 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

Not Available

KNApSAcK ID

C00024183

Chemspider ID

91051

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Obovatol

METLIN ID

Not Available

PubChem Compound

100771

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mir RH, Shah AJ, Mohi-Ud-Din R, Pottoo FH, Dar MA, Jachak SM, Masoodi MH: Natural Anti-inflammatory Compounds as Drug Candidates in Alzheimer's Disease. Curr Med Chem. 2021;28(23):4799-4825. doi: 10.2174/0929867327666200730213215. [PubMed:32744957 ]
Zhao X, Yuan F, Wan H, Qin H, Jiang N, Yu B: Mechanisms of magnoliae cortex on treating sarcopenia explored by GEO gene sequencing data combined with network pharmacology and molecular docking. BMC Genom Data. 2022 Feb 17;23(1):15. doi: 10.1186/s12863-022-01029-x. [PubMed:35176999 ]
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Showing NP-Card for Obovatol (NP0066587)

MOL for NP0066587 (Obovatol)

3D MOL for NP0066587 (Obovatol)

3D SDF for NP0066587 (Obovatol)

3D-SDF for NP0066587 (Obovatol)

PDB for NP0066587 (Obovatol)

3D PDB for NP0066587 (Obovatol)

SMILES for NP0066587 (Obovatol)

INCHI for NP0066587 (Obovatol)

Structure for NP0066587 (Obovatol)

3D Structure for NP0066587 (Obovatol)