NP-MRD: Showing NP-Card for 3'-O-Methylbatatasin III (NP0051660)

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Record Information

Version

2.0

Created at

2022-04-27 22:56:38 UTC

Updated at

2022-04-27 22:56:38 UTC

NP-MRD ID

NP0051660

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3'-O-Methylbatatasin III

Description

3'-O-methylbatatasin iii 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. Thus, 3'-O-methylbatatasin III is considered to be an aromatic polyketide lipid molecule. 3'-O-Methylbatatasin III is found in Bletilla striata , Coelogyne ovalis, Dendrobium amplum, Empetrum nigrum, Gymnadenia conopsea and Pleione bulbocodioides. 3'-O-methylbatatasin iii is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
    5.8665    1.7749   -0.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4988    1.6824    0.3312 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8069    0.5324    0.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317   -0.5085   -0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7289   -1.6485   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960   -1.7161   -0.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478   -0.6906    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157   -0.8386    0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4812   -0.3003   -0.8068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9291   -0.3845   -0.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -1.5153   -1.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9819   -1.6520   -0.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6173   -2.8288   -1.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992   -0.6314   -0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0248    0.5240    0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708    1.5152    0.7241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.7320    1.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637    0.6229   -0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596    0.4433    0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9464    1.5998   -1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2700    2.7803    0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4001    0.9604    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4859   -0.3802   -0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2321   -2.4499   -1.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231   -2.5993   -0.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0508   -0.2795    1.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0731   -1.9272    0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1599   -0.9104   -1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1380    0.7232   -1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0693   -2.3163   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6743   -3.5610   -0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7625   -0.7632   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0414    3.2089    1.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3649    2.5989    1.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0491    3.4191    0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1715    1.5193    0.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9815    1.2647    0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
  7 19  2  0
 19  3  1  0
 18 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
M  END


  Mrv1533004241509242D          

 19 20  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 O   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
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    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
   -1.4289   -4.1250    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
   -2.8579   -4.1250    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
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    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  2  1  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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  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  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  2  0  0  0  0
 10 18  1  0  0  0  0
  7 19  2  0  0  0  0
  3 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051660

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=CC(CCC2=CC(O)=CC(OC)=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O3/c1-18-15-5-3-4-12(9-15)6-7-13-8-14(17)11-16(10-13)19-2/h3-5,8-11,17H,6-7H2,1-2H3

> <INCHI_KEY>
FDJURJXPMJANDW-UHFFFAOYSA-N

> <FORMULA>
C16H18O3

> <MOLECULAR_WEIGHT>
258.317

> <EXACT_MASS>
258.12559444

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.882792214676897

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methoxy-5-[2-(3-methoxyphenyl)ethyl]phenol

> <ALOGPS_LOGP>
3.62

> <JCHEM_LOGP>
3.890700655

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.578139493403174

> <JCHEM_PKA_STRONGEST_BASIC>
-4.529374989594966

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
75.30350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3'-O-methylbatatasin III

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+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       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -7.700   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      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   10                                                       
CONECT   19    7    3                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₈O₃

Average Mass

258.3170 Da

Monoisotopic Mass

258.12559 Da

IUPAC Name

3-methoxy-5-[2-(3-methoxyphenyl)ethyl]phenol

Traditional Name

3'-O-methylbatatasin III

CAS Registry Number

Not Available

SMILES

COC1=CC=CC(CCC2=CC(O)=CC(OC)=C2)=C1

InChI Identifier

InChI=1S/C16H18O3/c1-18-15-5-3-4-12(9-15)6-7-13-8-14(17)11-16(10-13)19-2/h3-5,8-11,17H,6-7H2,1-2H3

InChI Key

FDJURJXPMJANDW-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
Bletilla striata	Plant	KNApSAcK
Coelogyne ovalis	Plant	KNApSAcK
Dendrobium amplum	LOTUS Database	35616633
Empetrum nigrum	LOTUS Database	35616633
Gymnadenia conopsea	Plant	KNApSAcK
Pleione bulbocodioides	LOTUS Database	35616633

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
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Diphenyl ethers, biphenyls, dibenzyls and stilbenes (C10271 )
Bibenzyls (C10271 )
Diphenyl ethers, biphenyls, dibenzyls and stilbenes (LMPK13090040 )

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	3.62	ALOGPS
logP	3.89	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.58	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	75.3 m³·mol⁻¹	ChemAxon
Polarizability	28.88 Å³	ChemAxon
Number of Rings	2	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

C00002891

Chemspider ID

Not Available

KEGG Compound ID

C10271

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3'-O-Methylbatatasin III (NP0051660)

MOL for NP0051660 (3'-O-Methylbatatasin III)

3D MOL for NP0051660 (3'-O-Methylbatatasin III)

3D SDF for NP0051660 (3'-O-Methylbatatasin III)

3D-SDF for NP0051660 (3'-O-Methylbatatasin III)

PDB for NP0051660 (3'-O-Methylbatatasin III)

3D PDB for NP0051660 (3'-O-Methylbatatasin III)

SMILES for NP0051660 (3'-O-Methylbatatasin III)

INCHI for NP0051660 (3'-O-Methylbatatasin III)

Structure for NP0051660 (3'-O-Methylbatatasin III)

3D Structure for NP0051660 (3'-O-Methylbatatasin III)