NP-MRD: Showing NP-Card for (1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione (NP0197007)

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Record Information

Version

2.0

Created at

2022-09-04 15:11:33 UTC

Updated at

2022-09-04 15:11:33 UTC

NP-MRD ID

NP0197007

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione

Description

Polygalolide B belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. (1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione is found in Polygala fallax. (1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione was first documented in 2003 (PMID: 12662111). Based on a literature review very few articles have been published on Polygalolide B (PMID: 22760948).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042217112D          

 28 32  0  0  1  0            999 V2000
    3.2587    6.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5734    5.4169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0703    4.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3851    4.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8820    3.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1967    2.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937    1.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130    1.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695    0.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6288    0.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8953    0.8206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6376    0.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2024    0.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363    1.6627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6088    2.0561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3321    1.5475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6659    2.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0621    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2164    1.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918    2.6695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0478    1.8259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0642    3.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7495    4.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    4.3267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169    5.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525    4.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9378    5.6344    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  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  1  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  2  0  0  0  0
 17 22  1  6  0  0  0
 10 22  1  0  0  0  0
  5 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 48 52  0  0  0  0  0  0  0  0999 V2000
    4.9358    1.3416    3.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0094    0.7087    1.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    0.5814    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234    1.0819    1.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6928    0.9442    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952    1.5197    0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7858    1.0138    0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9652    1.7879    0.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0275    2.9926    0.5313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631    1.0218    1.3766 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1209    0.5730    0.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5603   -0.7461   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4986   -0.7029   -1.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571    0.2480   -1.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -0.3472   -1.4873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478   -0.3903   -0.1366 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2561   -0.9057    0.6085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1505   -2.3567    0.9833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4970   -2.8417    0.9913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3206   -1.9146    0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5534   -2.0851    0.2262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4647   -0.1819    1.7989 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0138    0.2805   -0.9386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3020   -0.2392   -1.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803   -0.9084   -2.3354 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6188   -1.1029   -3.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2769   -0.0900   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5678   -0.6033   -0.4248 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8638    1.9784    3.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0839    2.0070    3.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0388    0.5827    3.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4760    1.6073    2.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4687    2.5770    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4660    1.5252    2.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1024    0.4286    0.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2273    1.2990   -0.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2851   -1.6616   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4764   -0.3208   -1.9396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3227    0.2879   -3.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594    1.2614   -1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1815   -1.0124    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858   -2.4751    2.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5035   -2.9393    0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3048    0.1348   -1.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8426   -1.8420   -3.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1649   -1.5218   -4.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773   -0.1206   -3.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2714   -0.4746    0.2922 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  1  0
  6  7  2  0
  7 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10 22  1  0
 22 17  1  0
 17 18  1  1
 18 19  1  0
 19 20  1  0
 20 21  2  0
 10  8  1  0
  8  9  2  0
  5 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27 28  1  0
 27  3  1  0
  8  7  1  0
 17 16  1  0
 17 12  1  0
 12 20  1  6
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
 16 41  1  6
 14 39  1  0
 14 40  1  0
 13 37  1  0
 13 38  1  0
 11 35  1  0
 11 36  1  0
 10 34  1  1
 18 42  1  0
 18 43  1  0
 23 44  1  0
 26 45  1  0
 26 46  1  0
 26 47  1  0
 28 48  1  0
M  END


  Mrv1652309042217112D          

 28 32  0  0  1  0            999 V2000
    3.2587    6.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5734    5.4169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0703    4.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3851    4.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8820    3.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1967    2.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937    1.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130    1.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695    0.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6288    0.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8953    0.8206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6376    0.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2024    0.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363    1.6627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6088    2.0561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3321    1.5475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6659    2.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0621    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2164    1.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918    2.6695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0478    1.8259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0642    3.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7495    4.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    4.3267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169    5.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525    4.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9378    5.6344    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  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  1  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  2  0  0  0  0
 17 22  1  6  0  0  0
 10 22  1  0  0  0  0
  5 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0197007

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=C2[C@@H]3OCC[C@]45CC(O[C@]34COC5=O)C2=O)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O8/c1-24-12-6-10(7-13(25-2)16(12)22)5-11-15(21)14-8-19-3-4-26-17(11)20(19,28-14)9-27-18(19)23/h5-7,14,17,22H,3-4,8-9H2,1-2H3/t14?,17-,19+,20+/m0/s1

> <INCHI_KEY>
TUVALGATKQAMFP-ADCCBGADSA-N

> <FORMULA>
C20H20O8

> <MOLECULAR_WEIGHT>
388.372

> <EXACT_MASS>
388.115817604

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
37.944423770607784

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5S,10R)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0^{1,10}.0^{5,10}]tetradecane-7,13-dione

> <JCHEM_LOGP>
1.3556223933333331

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.850488940687086

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.869938013309746

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8545129738014396

> <JCHEM_POLAR_SURFACE_AREA>
100.52000000000001

> <JCHEM_REFRACTIVITY>
95.05740000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5S,10R)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0^{1,10}.0^{5,10}]tetradecane-7,13-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       6.083  11.535   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.670  10.112   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.731   8.891   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.319   7.468   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.380   6.247   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.967   4.823   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.028   3.603   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.624   2.088   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.036   1.474   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.268   1.554   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.040   0.611   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.671   1.532   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.190   0.296   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.378   1.536   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.374   3.104   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.003   3.838   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.486   2.889   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.243   4.072   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.116   2.547   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.404   3.444   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.358   4.983   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.823   3.408   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.853   6.450   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.266   7.873   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.739   8.076   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.152   9.500   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.205   9.094   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.617  10.518   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17   20                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    7   17                                                  
CONECT   17   16   12   18   22                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   12   21                                                  
CONECT   21   20                                                            
CONECT   22   17   10                                                       
CONECT   23    5   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24    3   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₈

Average Mass

388.3720 Da

Monoisotopic Mass

388.11582 Da

IUPAC Name

(1S,5S,10R)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0^{1,10}.0^{5,10}]tetradecane-7,13-dione

Traditional Name

(1S,5S,10R)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0^{1,10}.0^{5,10}]tetradecane-7,13-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(C=C2[C@@H]3OCC[C@]45CC(O[C@]34COC5=O)C2=O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C20H20O8/c1-24-12-6-10(7-13(25-2)16(12)22)5-11-15(21)14-8-19-3-4-26-17(11)20(19,28-14)9-27-18(19)23/h5-7,14,17,22H,3-4,8-9H2,1-2H3/t14?,17-,19+,20+/m0/s1

InChI Key

TUVALGATKQAMFP-ADCCBGADSA-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
Polygala fallax	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Furopyran
Phenoxy compound
Furofuran
Phenol ether
Anisole
Methoxybenzene
Alkyl aryl ether
Pyran
Oxane
Gamma butyrolactone
Monocyclic benzene moiety
Oxolane
Furan
Lactone
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
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	1.36	ChemAxon
pKa (Strongest Acidic)	8.87	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	100.52 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	95.06 m³·mol⁻¹	ChemAxon
Polarizability	37.94 Å³	ChemAxon
Number of Rings	5	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

C00045024

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

101239053

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sugano Y, Kikuchi F, Toita A, Nakamura S, Hashimoto S: Total syntheses of (+)-polygalolide a and (+)-polygalolide b: elucidation of the absolute stereochemistry and biogenetic implications. Chemistry. 2012 Jul 27;18(31):9682-90. doi: 10.1002/chem.201200542. Epub 2012 Jul 3. [PubMed:22760948 ]
Ma W, Wei X, Ling T, Xie H, Zhou W: New phenolics from Polygala fallax. J Nat Prod. 2003 Mar;66(3):441-3. doi: 10.1021/np020467i. [PubMed:12662111 ]
LOTUS database [Link]

Showing NP-Card for (1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione (NP0197007)

MOL for NP0197007 ((1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione)

3D MOL for NP0197007 ((1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione)

3D SDF for NP0197007 ((1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione)

3D-SDF for NP0197007 ((1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione)

PDB for NP0197007 ((1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione)

3D PDB for NP0197007 ((1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione)

SMILES for NP0197007 ((1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione)

INCHI for NP0197007 ((1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione)

Structure for NP0197007 ((1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione)

3D Structure for NP0197007 ((1s,5s,10r)-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4,9,12-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁵,¹⁰]tetradecane-7,13-dione)