NP-MRD: Showing NP-Card for 2'-Hydroxyfurano[2'',3'':4',3']chalcone (NP0054718)

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Record Information

Version

1.0

Created at

2022-04-28 00:59:00 UTC

Updated at

2022-04-28 00:59:00 UTC

NP-MRD ID

NP0054718

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2'-Hydroxyfurano[2'',3'':4',3']chalcone

Description

2'-Hydroxyfurano[2'',3'':4',3']Chalcone belongs to the class of organic compounds known as furanochalcones. Furanochalcones are compounds containing a furan ring fused to either ring of a chalcone moiety. Thus, 2'-hydroxyfurano[2'',3'':4',3']Chalcone is considered to be a flavonoid. 2'-Hydroxyfurano[2'',3'':4',3']chalcone is found in Derris ovalifolia, Millettia ovalifolia and Millettia pulchra. Based on a literature review very few articles have been published on 2'-Hydroxyfurano[2'',3'':4',3']Chalcone.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
    0.4788    1.5965    1.6887 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4732    0.7121    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8091    0.1801    0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9508    0.6212    0.7972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2682    0.1710    0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4900   -0.7865   -0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934   -1.1747   -0.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9051   -0.6240   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6855    0.3391    0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4078    0.7217    0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324    0.2377    0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799   -0.7363   -0.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -1.2167   -1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1457   -0.7363   -0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3952   -1.0332   -1.1427 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2472   -0.3108   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4860    0.5041    0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1658    0.2247    0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699    0.7209    0.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0582    1.6757    1.6721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762   -0.5738   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8644    1.3912    1.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6413   -1.2478   -1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9015   -1.9311   -1.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9012   -0.9423   -0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5668    0.7643    1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2427    1.4746    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8442   -1.1378   -1.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9132   -1.9764   -1.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3235   -0.3367   -0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8431    1.2240    1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917    2.2055    2.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 11 19  1  0
 10  5  1  0
 14 18  1  0
 20 32  1  0
 17 31  1  0
 16 30  1  0
 13 29  1  0
 12 28  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
M  END


  Mrv1652304282202592D          

 20 22  0  0  0  0            999 V2000
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  3 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0054718

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=C2C=COC2=CC=C1C(=O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O3/c18-15(8-6-12-4-2-1-3-5-12)13-7-9-16-14(17(13)19)10-11-20-16/h1-11,19H/b8-6+

> <INCHI_KEY>
WXWGKIBMPDYPTH-SOFGYWHQSA-N

> <FORMULA>
C17H12O3

> <MOLECULAR_WEIGHT>
264.28

> <EXACT_MASS>
264.078644246

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
28.374546795524047

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-(4-hydroxy-1-benzofuran-5-yl)-3-phenylprop-2-en-1-one

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
4.395883387999999

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.87227110298664

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.188772422374002

> <JCHEM_PKA_STRONGEST_BASIC>
-2.864932179403053

> <JCHEM_POLAR_SURFACE_AREA>
50.44

> <JCHEM_REFRACTIVITY>
77.69900000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-1-(4-hydroxy-1-benzofuran-5-yl)-3-phenylprop-2-en-1-one

> <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       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.198   0.237   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.198   1.777   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.531  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.865   0.237   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.199  -0.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.533   0.237   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.866  -0.533   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.866  -2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.533  -2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.199  -2.073   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.530   1.777   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.268  -2.549   0.000  0.00  0.00           O+0
CONECT    1    2    6   20                                                  
CONECT    2    1    3   18                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   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   15   11                                                       
CONECT   17    3                                                            
CONECT   18    2   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    1                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₂O₃

Average Mass

264.2800 Da

Monoisotopic Mass

264.07864 Da

IUPAC Name

(2E)-1-(4-hydroxy-1-benzofuran-5-yl)-3-phenylprop-2-en-1-one

Traditional Name

(2E)-1-(4-hydroxy-1-benzofuran-5-yl)-3-phenylprop-2-en-1-one

CAS Registry Number

Not Available

SMILES

OC1=C2C=COC2=CC=C1C(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H12O3/c18-15(8-6-12-4-2-1-3-5-12)13-7-9-16-14(17(13)19)10-11-20-16/h1-11,19H/b8-6+

InChI Key

WXWGKIBMPDYPTH-SOFGYWHQSA-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
Derris ovalifolia	LOTUS Database	35616633
Millettia ovalifolia	Plant	KNApSAcK
Millettia pulchra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanochalcones. Furanochalcones are compounds containing a furan ring fused to either ring of a chalcone moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

Furanochalcones

Alternative Parents

Substituents

Furanochalcone
2'-hydroxychalcone
Cinnamic acid or derivatives
Benzofuran
Styrene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Enone
Furan
Heteroaromatic compound
Vinylogous acid
Alpha,beta-unsaturated ketone
Ketone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120002 )

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	4.04	ALOGPS
logP	4.4	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	6.19	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.44 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	77.7 m³·mol⁻¹	ChemAxon
Polarizability	28.37 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

C00007019

Chemspider ID

24845853

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13963932

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2'-Hydroxyfurano[2'',3'':4',3']chalcone (NP0054718)

MOL for NP0054718 (2'-Hydroxyfurano[2'',3'':4',3']chalcone)

3D MOL for NP0054718 (2'-Hydroxyfurano[2'',3'':4',3']chalcone)

3D SDF for NP0054718 (2'-Hydroxyfurano[2'',3'':4',3']chalcone)

3D-SDF for NP0054718 (2'-Hydroxyfurano[2'',3'':4',3']chalcone)

PDB for NP0054718 (2'-Hydroxyfurano[2'',3'':4',3']chalcone)

3D PDB for NP0054718 (2'-Hydroxyfurano[2'',3'':4',3']chalcone)

SMILES for NP0054718 (2'-Hydroxyfurano[2'',3'':4',3']chalcone)

INCHI for NP0054718 (2'-Hydroxyfurano[2'',3'':4',3']chalcone)

Structure for NP0054718 (2'-Hydroxyfurano[2'',3'':4',3']chalcone)

3D Structure for NP0054718 (2'-Hydroxyfurano[2'',3'':4',3']chalcone)