NP-MRD: Showing NP-Card for aspulvinone e (NP0278128)

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Record Information

Version

2.0

Created at

2022-09-09 03:02:47 UTC

Updated at

2022-09-09 03:02:47 UTC

NP-MRD ID

NP0278128

Secondary Accession Numbers

None

Natural Product Identification

Common Name

aspulvinone e

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -1.0997   -1.3053    2.3729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6382   -0.7548    1.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6927   -0.6053    0.9280 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7089    0.0413   -0.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721    0.3767   -0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1491    0.0919   -0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5142    0.1996    0.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8296   -0.0553    1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8011   -0.4204    0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1273   -0.6762    0.6271 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4200   -0.5250   -1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1036   -0.2710   -1.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6959    0.3172   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1050    0.9674   -1.8568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4939   -0.1560    0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9523   -0.0704    0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5888    1.1387    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9607    1.2263    0.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7826    0.1250    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1703    0.2052    0.2344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1203   -1.0780    0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7480   -1.1737    0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5779    0.8936   -1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423    0.4846    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1116    0.0359    2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8370    0.0544    0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1802   -0.8205   -1.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8391   -0.3702   -2.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8926    1.9752   -1.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    2.0021   -0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4387    2.1694   -0.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7756    0.0804   -0.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7461   -1.9590    0.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588   -2.1438    0.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 15  2  0
 15  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
  4 13  1  0
 12  6  1  0
 22 16  1  0
 14 29  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 17 30  1  0
 18 31  1  0
 20 32  1  0
 21 33  1  0
 22 34  1  0
M  END

 
  Mrv1533006081518322D          
 
 22 24  0  0  0  0            999 V2000
    7.9613  -11.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9613  -12.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6757  -12.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3902  -12.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3902  -11.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6757  -10.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468  -12.6225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1125  -10.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9311  -10.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2071  -10.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5591   -9.7153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8826  -10.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0946   -9.8948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0120   -9.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0120   -9.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7195   -8.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7194   -7.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0050   -7.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2975   -7.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2975   -8.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0049   -6.6825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3894  -11.6585    0.0000 O   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
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 10 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
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
  9 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0278128

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O5/c18-12-5-1-10(2-6-12)9-14-16(20)15(17(21)22-14)11-3-7-13(19)8-4-11/h1-9,18-20H/b14-9-

> <INCHI_KEY>
BNNVVTQUWNGKPH-ZROIWOOFSA-N

> <FORMULA>
C17H12O5

> <MOLECULAR_WEIGHT>
296.278

> <EXACT_MASS>
296.068473486

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
30.546671401816205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-4-hydroxy-3-(4-hydroxyphenyl)-5-[(4-hydroxyphenyl)methylidene]-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
2.750070631

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.049963355135368

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.711012682024281

> <JCHEM_PKA_STRONGEST_BASIC>
-5.968920354112705

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
82.08480000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aspulvinone E

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-15         0                                  
HETATM    1  C   UNK     0      14.861 -21.252   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.861 -22.792   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.195 -23.562   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.528 -22.792   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.528 -21.252   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.195 -20.482   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.527 -23.562   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      18.877 -20.464   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.405 -20.509   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.920 -19.070   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      19.710 -18.135   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      18.447 -18.997   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.977 -18.470   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      22.422 -18.631   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.422 -17.091   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.743 -16.328   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.743 -14.788   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.409 -14.018   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.089 -14.781   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.089 -16.321   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      22.409 -12.474   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      21.260 -21.763   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    1                                                       
CONECT    7    2                                                            
CONECT    8    5    9   12                                                  
CONECT    9    8   10   22                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11    8   13                                                  
CONECT   13   12                                                            
CONECT   14   10   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
CONECT   22    9                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
(5Z)-4-Hydroxy-3-(4-hydroxyphenyl)-5-[(4-hydroxyphenyl)methylene]-2(5H)-furanone	Kegg

Chemical Formula

C₁₇H₁₂O₅

Average Mass

296.2780 Da

Monoisotopic Mass

296.06847 Da

IUPAC Name

(5Z)-4-hydroxy-3-(4-hydroxyphenyl)-5-[(4-hydroxyphenyl)methylidene]-2,5-dihydrofuran-2-one

Traditional Name

aspulvinone E

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H12O5/c18-12-5-1-10(2-6-12)9-14-16(20)15(17(21)22-14)11-3-7-13(19)8-4-11/h1-9,18-20H/b14-9-

InChI Key

BNNVVTQUWNGKPH-ZROIWOOFSA-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

This compound belongs to the class of organic compounds known as phenols. These are compounds containing a phenol moiety, which is a benzene bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenols

Direct Parent

Phenols

Alternative Parents

Substituents

Phenol
2-furanone
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enol ester
Dihydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Enol
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aspulvinone (CHEBI:17704 )

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	3.16	ALOGPS
logP	2.75	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.71	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	82.08 m³·mol⁻¹	ChemAxon
Polarizability	30.55 Å³	ChemAxon
Number of Rings	3	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

20117948

KEGG Compound ID

C02006

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54675753

PDB ID

Not Available

ChEBI ID

17704

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for aspulvinone e (NP0278128)

MOL for NP0278128 (aspulvinone e)

3D MOL for NP0278128 (aspulvinone e)

3D SDF for NP0278128 (aspulvinone e)

3D-SDF for NP0278128 (aspulvinone e)

PDB for NP0278128 (aspulvinone e)

3D PDB for NP0278128 (aspulvinone e)

SMILES for NP0278128 (aspulvinone e)

INCHI for NP0278128 (aspulvinone e)

Structure for NP0278128 (aspulvinone e)

3D Structure for NP0278128 (aspulvinone e)