NP-MRD: Showing NP-Card for Spathulatol (NP0138593)

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Record Information

Version

2.0

Created at

2022-06-29 17:36:45 UTC

Updated at

2022-06-29 17:36:45 UTC

NP-MRD ID

NP0138593

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Spathulatol

Description

Spathulatol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Based on a literature review very few articles have been published on Spathulatol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292219362D          

 39 43  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


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 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
  9 13  1  6  0  0  0
 13 14  1  0  0  0  0
  8 15  1  1  0  0  0
 15 16  1  0  0  0  0
  7 17  1  6  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  4 28  1  0  0  0  0
 27 29  1  6  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 32 35  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 26 38  1  6  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138593

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2O[C@@H]([C@H](CO)C2=C2[C@@H]([C@@H](CO)[C@H](CO)CC2=C1)C1=CC(OC)=C(O)C=C1)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H34O9/c1-36-23-9-15(4-6-21(23)34)26-19(13-32)18(12-31)8-17-11-25(38-3)30-28(27(17)26)20(14-33)29(39-30)16-5-7-22(35)24(10-16)37-2/h4-7,9-11,18-20,26,29,31-35H,8,12-14H2,1-3H3/t18-,19-,20+,26+,29+/m0/s1

> <INCHI_KEY>
BEMKEMOWLZXDHN-QBBKHEGPSA-N

> <FORMULA>
C30H34O9

> <MOLECULAR_WEIGHT>
538.593

> <EXACT_MASS>
538.220282675

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
57.27205457253863

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(1S,2S,7R,8R,9S)-2-(4-hydroxy-3-methoxyphenyl)-1,7,8-tris(hydroxymethyl)-4-methoxy-1H,2H,6H,7H,8H,9H-naphtho[2,1-b]furan-9-yl]-2-methoxyphenol

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
2.259075434666666

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.287611011428423

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.674046283278834

> <JCHEM_PKA_STRONGEST_BASIC>
-2.603686635824677

> <JCHEM_POLAR_SURFACE_AREA>
138.07000000000002

> <JCHEM_REFRACTIVITY>
144.69290000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1S,2S,7R,8R,9S)-2-(4-hydroxy-3-methoxyphenyl)-1,7,8-tris(hydroxymethyl)-4-methoxy-1H,2H,6H,7H,8H,9H-naphtho[2,1-b]furan-9-yl]-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       4.579   6.006   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.307   4.649   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.495   3.340   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.223   1.983   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.412   0.674   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.873   0.722   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.062  -0.587   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.522  -0.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.206   0.818   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.606   2.127   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.145   2.079   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.956   3.388   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.745   0.866   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.473   2.223   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.289  -1.848   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.828  -1.800   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.790  -1.944   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.978  -3.253   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.706  -4.610   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.246  -4.658   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.057  -3.349   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.329  -1.992   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.974  -6.015   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.895  -5.919   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.623  -7.276   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.406  -0.502   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.832   0.080   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.719   1.616   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.141  -0.731   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.093  -2.271   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.402  -3.082   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.759  -2.354   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.807  -0.815   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.498  -0.003   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      12.068  -3.165   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.354  -4.621   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      10.663  -5.432   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.039  -1.998   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       6.151  -3.064   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5   28                                                  
CONECT    5    4    6   26                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11    3                                                       
CONECT   13    9   14                                                       
CONECT   14   13                                                            
CONECT   15    8   16                                                       
CONECT   16   15                                                            
CONECT   17    7   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   20                                                            
CONECT   24   19   25                                                       
CONECT   25   24                                                            
CONECT   26    5   27   38                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27    4                                                       
CONECT   29   27   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35   32                                                            
CONECT   36   31   37                                                       
CONECT   37   36                                                            
CONECT   38   26   39                                                       
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₄O₉

Average Mass

538.5930 Da

Monoisotopic Mass

538.22028 Da

IUPAC Name

4-[(1S,2S,7R,8R,9S)-2-(4-hydroxy-3-methoxyphenyl)-1,7,8-tris(hydroxymethyl)-4-methoxy-1H,2H,6H,7H,8H,9H-naphtho[2,1-b]furan-9-yl]-2-methoxyphenol

Traditional Name

4-[(1S,2S,7R,8R,9S)-2-(4-hydroxy-3-methoxyphenyl)-1,7,8-tris(hydroxymethyl)-4-methoxy-1H,2H,6H,7H,8H,9H-naphtho[2,1-b]furan-9-yl]-2-methoxyphenol

CAS Registry Number

1373888-27-7

SMILES

COC1=C2O[C@@H]([C@H](CO)C2=C2[C@@H]([C@@H](CO)[C@H](CO)CC2=C1)C1=CC(OC)=C(O)C=C1)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C30H34O9/c1-36-23-9-15(4-6-21(23)34)26-19(13-32)18(12-31)8-17-11-25(38-3)30-28(27(17)26)20(14-33)29(39-30)16-5-7-22(35)24(10-16)37-2/h4-7,9-11,18-20,26,29,31-35H,8,12-14H2,1-3H3/t18-,19-,20+,26+,29+/m0/s1

InChI Key

BEMKEMOWLZXDHN-QBBKHEGPSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
9,9p-dihydroxyaryltetralin lignan
4-prenylated 2-arybenzofuran
1-aryltetralin lignan
Neolignan skeleton
Norlignan skeleton
Naphthofuran
Tetralin
Methoxyphenol
Benzofuran
Coumaran
Methoxybenzene
Phenoxy compound
Phenol ether
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.59	ALOGPS
logP	2.26	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.67	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	138.07 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	144.69 m³·mol⁻¹	ChemAxon
Polarizability	57.27 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

62768752

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

125181495

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Spathulatol (NP0138593)

MOL for NP0138593 (Spathulatol)

3D MOL for NP0138593 (Spathulatol)

3D SDF for NP0138593 (Spathulatol)

3D-SDF for NP0138593 (Spathulatol)

PDB for NP0138593 (Spathulatol)

3D PDB for NP0138593 (Spathulatol)

SMILES for NP0138593 (Spathulatol)

INCHI for NP0138593 (Spathulatol)

Structure for NP0138593 (Spathulatol)

3D Structure for NP0138593 (Spathulatol)