Np mrd loader

Showing NP-Card for 8-Hydroxy-4'-methoxypinoresinol (NP0047597)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 20:42:48 UTC
Updated at2022-03-17 20:42:48 UTC
NP-MRD IDNP0047597
Secondary Accession NumbersNone
Natural Product Identification
Common Name8-Hydroxy-4'-methoxypinoresinol
Description8-Hydroxy-4'-methoxypinoresinol belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. 8-Hydroxy-4'-methoxypinoresinol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 8-Hydroxy-4'-methoxypinoresinol has been detected, but not quantified in, several different foods, such as fats and oils, herbs and spices, olives, and pomes. This could make 8-hydroxy-4'-methoxypinoresinol a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047597 (8-Hydroxy-4'-methoxypinoresinol)


  Mrv0541 05061307022D          

 28 31  0  0  0  0            999 V2000
    4.6655   -4.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4063    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -3.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -2.8347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
 12  5  1  0  0  0  0
 12  8  2  0  0  0  0
 13  4  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 17  9  1  0  0  0  0
 17 15  2  0  0  0  0
 18  8  1  0  0  0  0
 18 16  2  0  0  0  0
 19 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20 13  1  0  0  0  0
 21 11  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  1  0  0  0  0
 22 15  1  0  0  0  0
 23 21  1  0  0  0  0
 24  1  1  0  0  0  0
 24 16  1  0  0  0  0
 25  2  1  0  0  0  0
 25 17  1  0  0  0  0
 26  3  1  0  0  0  0
 26 18  1  0  0  0  0
 27 10  1  0  0  0  0
 27 20  1  0  0  0  0
 28 11  1  0  0  0  0
 28 19  1  0  0  0  0
M  END
Download

3D MOL for NP0047597 (8-Hydroxy-4'-methoxypinoresinol)

Download
3D SDF for NP0047597 (8-Hydroxy-4'-methoxypinoresinol)

  Mrv0541 05061307022D          

 28 31  0  0  0  0            999 V2000
    4.6655   -4.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4063    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -3.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -2.8347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
 12  5  1  0  0  0  0
 12  8  2  0  0  0  0
 13  4  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 17  9  1  0  0  0  0
 17 15  2  0  0  0  0
 18  8  1  0  0  0  0
 18 16  2  0  0  0  0
 19 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20 13  1  0  0  0  0
 21 11  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  1  0  0  0  0
 22 15  1  0  0  0  0
 23 21  1  0  0  0  0
 24  1  1  0  0  0  0
 24 16  1  0  0  0  0
 25  2  1  0  0  0  0
 25 17  1  0  0  0  0
 26  3  1  0  0  0  0
 26 18  1  0  0  0  0
 27 10  1  0  0  0  0
 27 20  1  0  0  0  0
 28 11  1  0  0  0  0
 28 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047597

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C=C(C=C1)C1OCC2(O)C1COC2C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O7/c1-24-16-7-5-12(8-18(16)26-3)19-14-10-27-20(21(14,23)11-28-19)13-4-6-15(22)17(9-13)25-2/h4-9,14,19-20,22-23H,10-11H2,1-3H3

> <INCHI_KEY>
JDOYVXXEQQTICM-UHFFFAOYSA-N

> <FORMULA>
C21H24O7

> <MOLECULAR_WEIGHT>
388.4111

> <EXACT_MASS>
388.152203122

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
39.98812890323115

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3,4-dimethoxyphenyl)-4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-ol

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
1.8736449123333332

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.63923239730751

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.907506520204917

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7843304029332994

> <JCHEM_POLAR_SURFACE_AREA>
86.61000000000001

> <JCHEM_REFRACTIVITY>
100.46359999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3,4-dimethoxyphenyl)-4-(4-hydroxy-3-methoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-3a-ol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0047597 (8-Hydroxy-4'-methoxypinoresinol)
Download
PDB for NP0047597 (8-Hydroxy-4'-methoxypinoresinol)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.709  -7.900   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.625   3.195   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.739  -6.756   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.924   3.379   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.745  -4.331   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.449   4.844   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.220  -5.795   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.281  -3.507   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.388   2.555   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.370  -1.722   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.775  -3.186   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.894   2.235   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.835  -1.246   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.942   5.164   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.727  -6.116   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.088   4.019   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.757  -4.971   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.835   0.294   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.466   6.629   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.835   1.834   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.203  -7.580   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.595   4.340   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       9.264  -5.291   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.465  -0.476   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.204  -0.476   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4    6   13                                                       
CONECT    5    7   12                                                       
CONECT    6    4   15                                                       
CONECT    7    5   16                                                       
CONECT    8   12   18                                                       
CONECT    9   13   17                                                       
CONECT   10   14   27                                                       
CONECT   11   21   28                                                       
CONECT   12    5    8   19                                                  
CONECT   13    4    9   20                                                  
CONECT   14   10   19   21                                                  
CONECT   15    6   17   22                                                  
CONECT   16    7   18   24                                                  
CONECT   17    9   15   25                                                  
CONECT   18    8   16   26                                                  
CONECT   19   12   14   28                                                  
CONECT   20   13   21   27                                                  
CONECT   21   11   14   20   23                                             
CONECT   22   15                                                            
CONECT   23   21                                                            
CONECT   24    1   16                                                       
CONECT   25    2   17                                                       
CONECT   26    3   18                                                       
CONECT   27   10   20                                                       
CONECT   28   11   19                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

Download
3D PDB for NP0047597 (8-Hydroxy-4'-methoxypinoresinol)
Download
SMILES for NP0047597 (8-Hydroxy-4'-methoxypinoresinol)
COC1=C(OC)C=C(C=C1)C1OCC2(O)C1COC2C1=CC(OC)=C(O)C=C1
Download
INCHI for NP0047597 (8-Hydroxy-4'-methoxypinoresinol)
InChI=1S/C21H24O7/c1-24-16-7-5-12(8-18(16)26-3)19-14-10-27-20(21(14,23)11-28-19)13-4-6-15(22)17(9-13)25-2/h4-9,14,19-20,22-23H,10-11H2,1-3H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC21H24O7
Average Mass388.4111 Da
Monoisotopic Mass388.15220 Da
IUPAC Name1-(3,4-dimethoxyphenyl)-4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-ol
Traditional Name1-(3,4-dimethoxyphenyl)-4-(4-hydroxy-3-methoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-3a-ol
CAS Registry Number81426-18-8
SMILES
COC1=C(OC)C=C(C=C1)C1OCC2(O)C1COC2C1=CC(OC)=C(O)C=C1
InChI Identifier
InChI=1S/C21H24O7/c1-24-16-7-5-12(8-18(16)26-3)19-14-10-27-20(21(14,23)11-28-19)13-4-6-15(22)17(9-13)25-2/h4-9,14,19-20,22-23H,10-11H2,1-3H3
InChI KeyJDOYVXXEQQTICM-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Olea europaeaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.
KingdomOrganic compounds  
Super ClassLignans, neolignans and related compounds  
ClassFuranoid lignans  
Sub ClassNot Available
Direct ParentFuranoid lignans  
Alternative Parents
Substituents
  • Furanoid lignan
    • 

  • Furofuran lignan skeleton
    • 

  • O-dimethoxybenzene
    • 

  • Dimethoxybenzene
    • 

  • Methoxyphenol
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Methoxybenzene
    • 

  • Furofuran
    • 

  • Phenol ether
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Phenol
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Tetrahydrofuran
    • 

  • Tertiary alcohol
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Oxacycle
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.23ALOGPS
logP1.87ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)9.91ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area86.61 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity100.46 m³·mol⁻¹ChemAxon
Polarizability39.99 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033284  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011307  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751406  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available