Np mrd loader

Showing NP-Card for Isomedicarpin (NP0047599)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 20:42:49 UTC
Updated at2022-03-17 20:42:49 UTC
NP-MRD IDNP0047599
Secondary Accession NumbersNone
Natural Product Identification
Common NameIsomedicarpin
DescriptionIsomedicarpin belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Thus, isomedicarpin is considered to be a flavonoid lipid molecule. Isomedicarpin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Isomedicarpin has been detected, but not quantified in, pulses and winged beans. Isomedicarpin is found in Dalbergia odorifera , Glycyrrhiza glabra , Glycyrrhiza inflata and Glycyrrhiza uralensis . This could make isomedicarpin a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047599 (Isomedicarpin)


  Mrv0541 02241207502D          

 20 23  0  0  0  0            999 V2000
   -2.2680   -0.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430   -0.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9480    0.3708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2054    0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355    0.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355    1.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    1.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9379    1.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9379    0.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780   -0.7009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355   -1.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2054   -0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9480   -0.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780   -1.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1030   -1.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5980   -1.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4230   -1.1958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6804    1.7734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230    1.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  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
  8 19  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
Download

3D MOL for NP0047599 (Isomedicarpin)

Download
3D SDF for NP0047599 (Isomedicarpin)

  Mrv0541 02241207502D          

 20 23  0  0  0  0            999 V2000
   -2.2680   -0.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430   -0.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9480    0.3708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2054    0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355    0.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355    1.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    1.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9379    1.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9379    0.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780   -0.7009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355   -1.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2054   -0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9480   -0.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780   -1.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1030   -1.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5980   -1.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4230   -1.1958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6804    1.7734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230    1.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  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
  8 19  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047599

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C3OC4=CC(O)=CC=C4C3COC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O4/c1-18-10-3-5-12-14(7-10)19-8-13-11-4-2-9(17)6-15(11)20-16(12)13/h2-7,13,16-17H,8H2,1H3

> <INCHI_KEY>
YHZDBBUEVZEOIY-UHFFFAOYSA-N

> <FORMULA>
C16H14O4

> <MOLECULAR_WEIGHT>
270.28

> <EXACT_MASS>
270.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.203936551795586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-14-ol

> <ALOGPS_LOGP>
3.06

> <JCHEM_LOGP>
2.509223396333333

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.552922928343405

> <JCHEM_PKA_STRONGEST_BASIC>
-4.393302453318117

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
73.06110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isomedicarpin

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0047599 (Isomedicarpin)
Download
PDB for NP0047599 (Isomedicarpin)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.234  -0.692   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.694  -0.538   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.770   0.692   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.383   0.230   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.000   1.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.000   2.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.386   3.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.617   2.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.617   1.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.386   0.230   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.386  -1.308   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.000  -2.078   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.383  -1.308   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.770  -1.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.386  -3.156   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.926  -3.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.850  -2.078   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.390  -2.232   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.003   3.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.390   2.540   0.000  0.00  0.00           C+0
CONECT    1    2   17                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    5    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13    4   12   14                                                  
CONECT   14    2   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17    1   16   18                                                  
CONECT   18   17                                                            
CONECT   19    8   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

Download
3D PDB for NP0047599 (Isomedicarpin)
Download
SMILES for NP0047599 (Isomedicarpin)
COC1=CC=C2C3OC4=CC(O)=CC=C4C3COC2=C1
Download
INCHI for NP0047599 (Isomedicarpin)
InChI=1S/C16H14O4/c1-18-10-3-5-12-14(7-10)19-8-13-11-4-2-9(17)6-15(11)20-16(12)13/h2-7,13,16-17H,8H2,1H3
Download
View in JSmol
Synonyms
ValueSource
9-Hydroxy-3-methoxypterocarpanHMDB
Chemical FormulaC16H14O4
Average Mass270.2800 Da
Monoisotopic Mass270.08921 Da
IUPAC Name5-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-14-ol
Traditional Nameisomedicarpin
CAS Registry Number74560-05-7
SMILES
COC1=CC=C2C3OC4=CC(O)=CC=C4C3COC2=C1
InChI Identifier
InChI=1S/C16H14O4/c1-18-10-3-5-12-14(7-10)19-8-13-11-4-2-9(17)6-15(11)20-16(12)13/h2-7,13,16-17H,8H2,1H3
InChI KeyYHZDBBUEVZEOIY-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Dalbergia odoriferaPlant
Glycyrrhiza glabraPlant
Glycyrrhiza inflataPlant
Glycyrrhiza uralensisPlant
Psophocarpus tetragonolobusFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the  6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassIsoflavonoids  
Sub ClassFuranoisoflavonoids  
Direct ParentPterocarpans  
Alternative Parents
Substituents
  • Pterocarpan
    • 

  • Isoflavanol
    • 

  • Isoflavan
    • 

  • Chromane
    • 

  • 1-benzopyran
    • 

  • Benzopyran
    • 

  • Coumaran
    • 

  • Benzofuran
    • 

  • Anisole
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP3.06ALOGPS
logP2.51ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)9.55ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area47.92 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity73.06 m³·mol⁻¹ChemAxon
Polarizability28.2 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033305  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011329  
KNApSAcK IDC00009611  
Chemspider ID24842992  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound13803637  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available