NP-MRD: Showing NP-Card for Folerogenin (NP0336883)

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Record Information

Version

2.0

Created at

2024-09-11 08:16:42 UTC

Updated at

2024-09-11 08:16:42 UTC

NP-MRD ID

NP0336883

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Folerogenin

Description

Folerogenin belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Folerogenin was first documented in 2003 (PMID: 15139144). Based on a literature review very few articles have been published on Folerogenin.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262310482D          

 22 24  0  0  0  0            999 V2000
    2.8574    0.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426    0.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4280    0.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4280    1.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426    1.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8574    1.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707    1.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134   -0.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134    0.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280    0.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1426    0.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1426   -0.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280   -1.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280   -2.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147   -0.7910    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7147    0.0184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8559    0.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5707    0.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294   -1.2031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  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
  6  7  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  2  0  0  0  0
 11 12  2  0  0  0  0
 11 19  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  6  0  0  0
 18  3  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0336883

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(=O)[C@@H](O)[C@H](OC2=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1/C16H14O6/c1-21-10-6-11(18)13-12(7-10)22-16(15(20)14(13)19)8-2-4-9(17)5-3-8/h2-7,15-18,20H,1H3/t15-,16-/s2

> <INCHI_KEY>
LZLGHWHSUZVUFZ-MNSHXRSINA-N

> <FORMULA>
C16H14O6

> <MOLECULAR_WEIGHT>
302.282

> <EXACT_MASS>
302.079038171

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.13984944723166

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

> <JCHEM_LOGP>
2.265843645666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.519806285455152

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.514390338896101

> <JCHEM_PKA_STRONGEST_BASIC>
-4.036078243404734

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
77.11030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       5.334   0.804   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.000   0.034   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.666   0.804   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.666   2.343   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.000   3.116   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.334   2.343   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.665   3.113   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000  -3.811   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000  -2.275   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.332  -1.502   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.332   0.037   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.666   0.807   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.000   0.037   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.000  -1.502   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.666  -2.272   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.666  -3.811   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.334  -1.477   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   0.034   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000   0.807   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -5.331   0.807   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -6.665   0.037   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.668  -2.246   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6                                                            
CONECT    8    9                                                            
CONECT    9    8   10   17                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   10   14   16                                                  
CONECT   16   15                                                            
CONECT   17    9   18   22                                                  
CONECT   18   17   19    3                                                  
CONECT   19   11   18                                                       
CONECT   20   13   21                                                       
CONECT   21   20                                                            
CONECT   22   17                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₄O₆

Average Mass

302.2820 Da

Monoisotopic Mass

302.07904 Da

IUPAC Name

(2R,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2R,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(=O)[C@@H](O)[C@H](OC2=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1/C16H14O6/c1-21-10-6-11(18)13-12(7-10)22-16(15(20)14(13)19)8-2-4-9(17)5-3-8/h2-7,15-18,20H,1H3/t15-,16-/s2

InChI Key

LZLGHWHSUZVUFZ-MNSHXRSINA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

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 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

7-methoxyflavonoid-skeleton
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavanone
Flavanonol
Hydroxyflavonoid
Flavan
Chromone
Chromane
Benzopyran
1-benzopyran
Anisole
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Secondary alcohol
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Alcohol
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	2.27	ChemAxon
pKa (Strongest Acidic)	8.51	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.11 m³·mol⁻¹	ChemAxon
Polarizability	30.14 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

C00020493

Chemspider ID

Not Available

KEGG Compound ID

Not Available

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

Mo SY, Yang YC, Shi JG: [Studies on chemical constitutes of Phellinus igniarius]. Zhongguo Zhong Yao Za Zhi. 2003 Apr;28(4):339-41. [PubMed:15139144 ]

Showing NP-Card for Folerogenin (NP0336883)

MOL for NP0336883 (Folerogenin)

3D MOL for NP0336883 (Folerogenin)

3D SDF for NP0336883 (Folerogenin)

3D-SDF for NP0336883 (Folerogenin)

PDB for NP0336883 (Folerogenin)

3D PDB for NP0336883 (Folerogenin)

SMILES for NP0336883 (Folerogenin)

INCHI for NP0336883 (Folerogenin)

Structure for NP0336883 (Folerogenin)

3D Structure for NP0336883 (Folerogenin)