NP-MRD: Showing NP-Card for Magnolignan A (NP0140314)

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Record Information

Version

2.0

Created at

2022-06-29 21:22:45 UTC

Updated at

2022-06-29 21:22:45 UTC

NP-MRD ID

NP0140314

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Magnolignan A

Description

Magnolignan A belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. Magnolignan A is found in Magnolia officinalis and Streblus asper. Magnolignan A is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
    5.6804   -0.3110    1.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4413    0.2535    0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4582    1.3457    0.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3467    0.9694   -0.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4579    1.2765   -1.9283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4193    0.9204   -2.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2968    0.2718   -2.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2425   -0.0930   -3.0732 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1851   -0.0358   -0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081   -0.7136   -0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9836   -0.0159    0.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -0.6260    0.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1524    0.1322    1.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2220    0.6429    0.6323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6663    1.4599   -0.3227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2530    1.4025    1.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8098    0.5589    2.4022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2575   -1.9765    0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2853   -2.6807   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1626   -2.0715   -0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8170   -2.7691   -1.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2156    0.3155   -0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1372    0.0548    2.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4158   -1.1312    1.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0072   -0.1367   -0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9371    2.3056   -0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0163    1.5397    1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3538    1.7853   -2.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4875    1.1520   -3.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2271    0.0890   -4.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8340    1.0611    0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6603    0.9559    2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6432   -0.5822    2.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7416   -0.2462    0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2028    1.5194   -1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0685    1.6948    0.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8420    2.3312    1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6177    0.0863    2.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416   -2.4809    1.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4171   -3.7442   -0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7242   -3.7859   -1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1943    0.1060    0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 14  1  0
 14 15  1  0
 14 13  1  0
 13 12  1  0
 12 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 10  1  0
 10 11  2  0
 10  9  1  0
  9 22  2  0
 22  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
 11 12  1  0
  7  9  1  0
 17 38  1  0
 16 36  1  0
 16 37  1  0
 14 34  1  6
 15 35  1  0
 13 32  1  0
 13 33  1  0
 18 39  1  0
 19 40  1  0
 21 41  1  0
 11 31  1  0
 22 42  1  0
  3 26  1  0
  3 27  1  0
  2 25  1  0
  1 23  1  0
  1 24  1  0
  5 28  1  0
  6 29  1  0
  8 30  1  0
M  END


  Mrv1533004171514372D          

 22 23  0  0  0  0            999 V2000
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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 O   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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 15 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0140314

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC(O)CC1=CC=C(O)C(=C1)C1=CC(CC=C)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O4/c1-2-3-12-4-6-17(21)15(9-12)16-10-13(5-7-18(16)22)8-14(20)11-19/h2,4-7,9-10,14,19-22H,1,3,8,11H2

> <INCHI_KEY>
ORPULAPYNPMMAQ-UHFFFAOYSA-N

> <FORMULA>
C18H20O4

> <MOLECULAR_WEIGHT>
300.354

> <EXACT_MASS>
300.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.766571755685284

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{4-hydroxy-3-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]phenyl}propane-1,2-diol

> <ALOGPS_LOGP>
2.18

> <JCHEM_LOGP>
3.0028877633333333

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.014563096247892

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.91223854698141

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9406446085918674

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
86.9767

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{4-hydroxy-3-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]phenyl}propane-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11    6                                                       
CONECT   13   11   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   15   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   13   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Value	Source
89-dihydroxydihydro-Magnolol	ChEMBL

Chemical Formula

C₁₈H₂₀O₄

Average Mass

300.3540 Da

Monoisotopic Mass

300.13616 Da

IUPAC Name

3-{4-hydroxy-3-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]phenyl}propane-1,2-diol

Traditional Name

3-{4-hydroxy-3-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]phenyl}propane-1,2-diol

CAS Registry Number

Not Available

SMILES

OCC(O)CC1=CC=C(O)C(=C1)C1=CC(CC=C)=CC=C1O

InChI Identifier

InChI=1S/C18H20O4/c1-2-3-12-4-6-17(21)15(9-12)16-10-13(5-7-18(16)22)8-14(20)11-19/h2,4-7,9-10,14,19-22H,1,3,8,11H2

InChI Key

ORPULAPYNPMMAQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Magnolia officinalis	LOTUS Database	35616633
Streblus asper	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Secondary alcohol
1,2-diol
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	2.18	ALOGPS
logP	3	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.91	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	86.98 m³·mol⁻¹	ChemAxon
Polarizability	32.77 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

5319201

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Magnolignan A (NP0140314)

MOL for NP0140314 (Magnolignan A)

3D MOL for NP0140314 (Magnolignan A)

3D SDF for NP0140314 (Magnolignan A)

3D-SDF for NP0140314 (Magnolignan A)

PDB for NP0140314 (Magnolignan A)

3D PDB for NP0140314 (Magnolignan A)

SMILES for NP0140314 (Magnolignan A)

INCHI for NP0140314 (Magnolignan A)

Structure for NP0140314 (Magnolignan A)

3D Structure for NP0140314 (Magnolignan A)