NP-MRD: Showing NP-Card for 5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol (NP0183740)

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Record Information

Version

2.0

Created at

2022-09-03 22:42:01 UTC

Updated at

2022-09-03 22:42:01 UTC

NP-MRD ID

NP0183740

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol

Description

CHEMBL3422851 belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol is found in Morus alba. Based on a literature review very few articles have been published on CHEMBL3422851.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309042200422D          

 23 26  0  0  0  0            999 V2000
   -0.0980   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    0.0000 C   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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  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  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 11 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
  6 22  2  0  0  0  0
 22 23  1  0  0  0  0
  2 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0183740

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC2=C(C=C1)C=C1C=C(OC1=C2)C1=CC(O)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O4/c1-19(2)4-3-11-5-12-8-16(22-17(12)10-18(11)23-19)13-6-14(20)9-15(21)7-13/h3-10,20-21H,1-2H3

> <INCHI_KEY>
KIUJXFHVPMFXEJ-UHFFFAOYSA-N

> <FORMULA>
C19H16O4

> <MOLECULAR_WEIGHT>
308.333

> <EXACT_MASS>
308.104858995

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.103705918911274

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{7,7-dimethyl-7H-furo[3,2-g]chromen-2-yl}benzene-1,3-diol

> <JCHEM_LOGP>
3.9930884609999993

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.272409455518645

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.816897897675434

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8658676034184363

> <JCHEM_POLAR_SURFACE_AREA>
62.83

> <JCHEM_REFRACTIVITY>
88.268

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.183  -2.043   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.807  -3.757   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.133  -0.294   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.578  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.348  -0.206   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.888  -0.206   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.658   1.127   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      13.658  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.888  -2.874   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      13.658  -4.207   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.348  -2.874   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.133  -2.786   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   23                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   11                                                       
CONECT   19   10   20                                                       
CONECT   20   19    8   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21    6   23                                                  
CONECT   23   22    2                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₄

Average Mass

308.3330 Da

Monoisotopic Mass

308.10486 Da

IUPAC Name

5-{7,7-dimethyl-7H-furo[3,2-g]chromen-2-yl}benzene-1,3-diol

Traditional Name

5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=C(C=C1)C=C1C=C(OC1=C2)C1=CC(O)=CC(O)=C1

InChI Identifier

InChI=1S/C19H16O4/c1-19(2)4-3-11-5-12-8-16(22-17(12)10-18(11)23-19)13-6-14(20)9-15(21)7-13/h3-10,20-21H,1-2H3

InChI Key

KIUJXFHVPMFXEJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Morus alba	LOTUS Database	35616633

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
2-phenylbenzofuran
Phenylbenzofuran
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
Benzofuran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen 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	3.99	ChemAxon
pKa (Strongest Acidic)	8.82	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.27 m³·mol⁻¹	ChemAxon
Polarizability	34.1 Å³	ChemAxon
Number of Rings	4	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

58964922

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118735934

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol (NP0183740)

MOL for NP0183740 (5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol)

3D MOL for NP0183740 (5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol)

3D SDF for NP0183740 (5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol)

3D-SDF for NP0183740 (5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol)

PDB for NP0183740 (5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol)

3D PDB for NP0183740 (5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol)

SMILES for NP0183740 (5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol)

INCHI for NP0183740 (5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol)

Structure for NP0183740 (5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol)

3D Structure for NP0183740 (5-{7,7-dimethylfuro[3,2-g]chromen-2-yl}benzene-1,3-diol)