NP-MRD: Showing NP-Card for 4-Hydroxyenterodiol (NP0339463)

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Record Information

Version

2.0

Created at

2024-09-11 21:58:39 UTC

Updated at

2024-09-11 21:58:39 UTC

NP-MRD ID

NP0339463

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Hydroxyenterodiol

Description

4-Hydroxyenterodiol belongs to the class of organic compounds known as dibenzylbutanediol lignans. These are lignan compounds containing a 2,3-dibenzylbutane-1,4-diol moiety. Based on a literature review very few articles have been published on 4-Hydroxyenterodiol.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272300302D          

 23 24  0  0  0  0            999 V2000
    2.4964    0.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2108    0.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2108   -0.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964   -1.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7819   -0.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7819    0.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0674    0.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3529    0.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615    0.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760    0.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905    0.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5049    0.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2194    0.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2194    1.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5049    1.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905    1.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3529   -0.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615   -1.1421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615    1.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3529    1.7454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9253    0.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9339    0.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9339    1.7454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 21  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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 17  1  0  0  0  0
  9 10  1  0  0  0  0
  9 19  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 14 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339463

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC(CC1=CC(O)=C(O)C=C1)C(CO)CC1=CC=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1/C18H22O5/c19-10-14(6-12-2-1-3-16(21)8-12)15(11-20)7-13-4-5-17(22)18(23)9-13/h1-5,8-9,14-15,19-23H,6-7,10-11H2

> <INCHI_KEY>
SSJFHTSLUHPBHD-UHFFFAOYNA-N

> <FORMULA>
C18H22O5

> <MOLECULAR_WEIGHT>
318.369

> <EXACT_MASS>
318.146723808

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.756731562872

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[4-hydroxy-2-(hydroxymethyl)-3-[(3-hydroxyphenyl)methyl]butyl]benzene-1,2-diol

> <JCHEM_LOGP>
2.344638292333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.192390091503455

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.401978553959193

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6032091814738116

> <JCHEM_POLAR_SURFACE_AREA>
101.15

> <JCHEM_REFRACTIVITY>
88.3415

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[4-hydroxy-2-(hydroxymethyl)-3-[(3-hydroxyphenyl)methyl]butyl]benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       4.660   0.948   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.993   0.178   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.993  -1.362   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.660  -2.132   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.326  -1.362   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.326   0.178   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.992   0.948   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.659   0.178   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.675   0.948   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.009   0.178   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.342   0.948   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.676   0.178   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.010   0.948   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.010   2.488   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.676   3.258   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.342   2.488   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.659  -1.362   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.675  -2.132   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.675   2.488   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.659   3.258   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.327   0.948   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -7.343   0.178   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -7.343   3.258   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   11   15                                                       
CONECT   17    8   18                                                       
CONECT   18   17                                                            
CONECT   19    9   20                                                       
CONECT   20   19                                                            
CONECT   21    2                                                            
CONECT   22   13                                                            
CONECT   23   14                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₂O₅

Average Mass

318.3690 Da

Monoisotopic Mass

318.14672 Da

IUPAC Name

4-[4-hydroxy-2-(hydroxymethyl)-3-[(3-hydroxyphenyl)methyl]butyl]benzene-1,2-diol

Traditional Name

4-[4-hydroxy-2-(hydroxymethyl)-3-[(3-hydroxyphenyl)methyl]butyl]benzene-1,2-diol

CAS Registry Number

Not Available

SMILES

OCC(CC1=CC(O)=C(O)C=C1)C(CO)CC1=CC=CC(O)=C1

InChI Identifier

InChI=1/C18H22O5/c19-10-14(6-12-2-1-3-16(21)8-12)15(11-20)7-13-4-5-17(22)18(23)9-13/h1-5,8-9,14-15,19-23H,6-7,10-11H2

InChI Key

SSJFHTSLUHPBHD-UHFFFAOYNA-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 dibenzylbutanediol lignans. These are lignan compounds containing a 2,3-dibenzylbutane-1,4-diol moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Dibenzylbutane lignans

Sub Class

Dibenzylbutanediol lignans

Direct Parent

Dibenzylbutanediol lignans

Alternative Parents

Substituents

Dibenzylbutanediol
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.34	ChemAxon
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	101.15 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	88.34 m³·mol⁻¹	ChemAxon
Polarizability	33.76 Å³	ChemAxon
Number of Rings	2	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

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

Not Available

Showing NP-Card for 4-Hydroxyenterodiol (NP0339463)

MOL for NP0339463 (4-Hydroxyenterodiol)

3D MOL for NP0339463 (4-Hydroxyenterodiol)

3D SDF for NP0339463 (4-Hydroxyenterodiol)

3D-SDF for NP0339463 (4-Hydroxyenterodiol)

PDB for NP0339463 (4-Hydroxyenterodiol)

3D PDB for NP0339463 (4-Hydroxyenterodiol)

SMILES for NP0339463 (4-Hydroxyenterodiol)

INCHI for NP0339463 (4-Hydroxyenterodiol)

Structure for NP0339463 (4-Hydroxyenterodiol)

3D Structure for NP0339463 (4-Hydroxyenterodiol)