NP-MRD: Showing NP-Card for (-)-Magnolone (NP0072223)

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Record Information

Version

2.0

Created at

2022-04-28 17:35:29 UTC

Updated at

2022-04-28 17:35:29 UTC

NP-MRD ID

NP0072223

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Magnolone

Description

MAGNOLONE belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively. (-)-Magnolone is found in Magnolia coco and Magnolia denudata . (-)-Magnolone was first documented in 2007 (PMID: 17887723). Based on a literature review a small amount of articles have been published on MAGNOLONE (PMID: 29522428) (PMID: 29425647).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282219352D          

 28 31  0  0  1  0            999 V2000
    7.6477    4.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9833    3.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4983    3.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6779    3.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3423    3.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8272    4.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917    5.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9766    6.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1929    2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5285    1.7856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9920    1.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3789    0.6534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1326    5.2090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7971    5.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11  9  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  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
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 24  1  0  0  0  0
 12 25  1  6  0  0  0
 25 26  1  0  0  0  0
  1 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    5.6200   -0.0448   -2.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7867   -0.4168   -1.4857 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8031   -0.1869   -0.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1358    1.0514   -0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0912    1.3160    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6085    0.4022    1.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4964    0.6247    1.9350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1422   -0.2387    2.7488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2581    1.9246    1.8877 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3379    1.9152    2.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2088    0.9433    2.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4500    1.4330    1.1291 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9765    0.4130    0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0621    0.7098   -0.5950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5771   -0.2232   -1.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0409   -1.4799   -1.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9549   -1.8056   -0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4426   -0.8374    0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -3.1144   -0.9636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3339   -3.5679   -2.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3529   -2.6097   -2.2648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0987    1.9035    0.6224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2295    3.2941    0.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0056    3.1686   -1.1192 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654   -0.8304    1.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3078   -1.1242    0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9936   -2.3329    0.2209 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7130   -3.4378    1.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0446    0.4644   -3.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3335    0.7655   -2.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2896   -0.8280   -2.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4837    1.7942   -1.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5663    2.2774    0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3747    2.7841    1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8798    2.8618    2.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9721    1.5558    3.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1631    2.2954    1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4744    1.7064   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4293    0.0335   -2.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6036   -1.1183    0.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7602   -4.5740   -1.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6874   -3.6806   -2.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178    1.1824   -0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2466    3.7223   -0.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    3.9795    0.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3093    4.0551   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9016   -1.5594    1.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6392   -3.7710    1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8752   -3.3316    1.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4373   -4.2727    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 22  1  0
 22 23  1  0
 23 24  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 21  1  0
 21 20  1  0
 20 19  1  0
 19 17  1  0
 17 18  2  0
 26  3  1  0
 22  9  1  0
 18 13  1  0
 17 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
 25 47  1  0
 28 48  1  0
 28 49  1  0
 28 50  1  0
  9 34  1  6
 10 35  1  0
 10 36  1  0
 12 37  1  1
 22 43  1  6
 23 44  1  0
 23 45  1  0
 24 46  1  0
 14 38  1  0
 15 39  1  0
 20 41  1  0
 20 42  1  0
 18 40  1  0
M  END


  Mrv1652304282219352D          

 28 31  0  0  1  0            999 V2000
    7.6477    4.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9833    3.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4983    3.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6779    3.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3423    3.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8272    4.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917    5.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9766    6.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1929    2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5285    1.7856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9920    1.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3789    0.6534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1326    5.2090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7971    5.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11  9  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  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
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 24  1  0  0  0  0
 12 25  1  6  0  0  0
 25 26  1  0  0  0  0
  1 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0072223

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)C(=O)[C@@H]1CO[C@@H]([C@H]1CO)C1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O7/c1-24-16-5-3-12(7-18(16)25-2)20(23)15-10-26-21(14(15)9-22)13-4-6-17-19(8-13)28-11-27-17/h3-8,14-15,21-22H,9-11H2,1-2H3/t14-,15+,21+/m0/s1

> <INCHI_KEY>
RYPHKZUVFXPUMU-PDSXEYIOSA-N

> <FORMULA>
C21H22O7

> <MOLECULAR_WEIGHT>
386.4

> <EXACT_MASS>
386.136553048

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
40.650540756188796

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2S,3R,4S)-2-(2H-1,3-benzodioxol-5-yl)-4-(3,4-dimethoxybenzoyl)oxolan-3-yl]methanol

> <ALOGPS_LOGP>
1.96

> <JCHEM_LOGP>
1.7252199843333333

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.700474710937566

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.718798779445446

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6465996713868645

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
99.73410000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4S)-2-(2H-1,3-benzodioxol-5-yl)-4-(3,4-dimethoxybenzoyl)oxolan-3-yl]methanol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      14.276   8.478   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.902   7.071   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.997   5.825   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.465   5.986   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.839   7.393   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.744   8.639   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.118  10.045   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      13.023  11.291   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.560   4.740   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.187   3.333   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.029   4.901   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.998   3.756   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.752   5.914   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.259   6.235   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.318   2.250   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.174   1.220   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      15.181   9.723   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      14.555  11.130   0.000  0.00  0.00           C+0
CONECT    1    2    6   27                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    4   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   24                                                  
CONECT   12   11   13   25                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   13   24                                                       
CONECT   24   23   11                                                       
CONECT   25   12   26                                                       
CONECT   26   25                                                            
CONECT   27    1   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₇

Average Mass

386.4000 Da

Monoisotopic Mass

386.13655 Da

IUPAC Name

[(2S,3R,4S)-2-(2H-1,3-benzodioxol-5-yl)-4-(3,4-dimethoxybenzoyl)oxolan-3-yl]methanol

Traditional Name

[(2S,3R,4S)-2-(2H-1,3-benzodioxol-5-yl)-4-(3,4-dimethoxybenzoyl)oxolan-3-yl]methanol

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)C(=O)[C@@H]1CO[C@@H]([C@H]1CO)C1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C21H22O7/c1-24-16-5-3-12(7-18(16)25-2)20(23)15-10-26-21(14(15)9-22)13-4-6-17-19(8-13)28-11-27-17/h3-8,14-15,21-22H,9-11H2,1-2H3/t14-,15+,21+/m0/s1

InChI Key

RYPHKZUVFXPUMU-PDSXEYIOSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 coco	Plant	KNApSAcK
Magnolia denudata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

7,9'-epoxylignans

Alternative Parents

Substituents

7,9p-epoxylignan
Alkyl-phenylketone
Dimethoxybenzene
O-dimethoxybenzene
Benzodioxole
Phenylketone
Methoxybenzene
Anisole
Benzoyl
Phenol ether
Aryl alkyl ketone
Aryl ketone
Phenoxy compound
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Oxolane
Ketone
Organoheterocyclic compound
Ether
Dialkyl ether
Acetal
Oxacycle
Organooxygen compound
Organic oxygen compound
Alcohol
Organic oxide
Aldehyde
Primary alcohol
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	1.96	ALOGPS
logP	1.73	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.72	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	99.73 m³·mol⁻¹	ChemAxon
Polarizability	40.65 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00031994

Chemspider ID

10276101

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21668714

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang W, Wang Y, Geng Z, Guo S, Cao J, Zhang Z, Pang X, Chen Z, Du S, Deng Z: Antifeedant Activities of Lignans from Stem Bark of Zanthoxylum armatum DC. against Tribolium castaneum. Molecules. 2018 Mar 9;23(3). pii: molecules23030617. doi: 10.3390/molecules23030617. [PubMed:29522428 ]
Gao H: Predicting tyrosinase inhibition by 3D QSAR pharmacophore models and designing potential tyrosinase inhibitors from Traditional Chinese medicine database. Phytomedicine. 2018 Jan 1;38:145-157. doi: 10.1016/j.phymed.2017.11.012. Epub 2017 Dec 1. [PubMed:29425647 ]
Nakato T, Yamauchi S: Enantioselective synthesis of the tetrahydrofuran lignans (-)- and (+)-magnolone. J Nat Prod. 2007 Oct;70(10):1588-92. doi: 10.1021/np070300v. Epub 2007 Sep 22. [PubMed:17887723 ]

Showing NP-Card for (-)-Magnolone (NP0072223)

MOL for NP0072223 ((-)-Magnolone)

3D MOL for NP0072223 ((-)-Magnolone)

3D SDF for NP0072223 ((-)-Magnolone)

3D-SDF for NP0072223 ((-)-Magnolone)

PDB for NP0072223 ((-)-Magnolone)

3D PDB for NP0072223 ((-)-Magnolone)

SMILES for NP0072223 ((-)-Magnolone)

INCHI for NP0072223 ((-)-Magnolone)

Structure for NP0072223 ((-)-Magnolone)

3D Structure for NP0072223 ((-)-Magnolone)