NP-MRD: Showing NP-Card for (3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one (NP0249178)

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Record Information

Version

2.0

Created at

2022-09-07 11:40:00 UTC

Updated at

2022-09-07 11:40:01 UTC

NP-MRD ID

NP0249178

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one

Description

CHEMBL329250 belongs to the class of organic compounds known as lignan lactones. These are lignans that contain a lactone moiety. They include 1-aryltetralin lactones, dibenzylbutyrolactone lignans, and podophyllotoxins, among others. Based on a literature review very few articles have been published on CHEMBL329250.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072213402D          

 29 32  0  0  1  0            999 V2000
    4.7812    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3523   -3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8532   -2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8532   -1.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5983   -0.4834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    2.1896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.6021    0.0000 C   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  6  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 20  1  6  0  0  0
  6 22  1  0  0  0  0
 17 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
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    2.4242   -3.3041    1.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144   -2.2340    1.0553 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6734   -0.9991    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3093   -0.8412    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7497    0.3653    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6926    0.5189    0.5092 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4833   -0.6323   -0.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442   -1.5980   -0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7587   -2.6431   -1.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1964   -3.6040   -2.1192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0748   -2.7051   -0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8681   -3.7557   -1.3380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5912   -1.6995   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8067   -0.6702    0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2677    0.4960    1.1829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6469    0.3913    1.4195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8902    1.6090    0.3284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2180    3.0105    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2983    3.6477   -0.3798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315    2.6531   -0.7844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7940    2.7688   -1.8819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435    1.7809    0.3672 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5506    1.3753   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9489    1.2387   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7790    2.2621   -0.5293 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1715    3.4875   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4880    0.0253    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8798   -0.1520    0.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5067   -0.6327   -0.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5806   -3.4817    0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -3.1617    2.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0116   -4.2443    1.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797   -1.6813    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8316    0.2684    1.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0843   -1.5555   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6743   -4.3933   -2.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8300   -3.7752   -1.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6084   -1.7291    0.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7125    0.5006    2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8538    0.9717    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1610    1.3717   -0.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2527    3.2615    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9920    3.3708    1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1754    2.4693    1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177    2.3627   -0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9411    4.2444   -1.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5445    3.8952   -0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4777    3.3565   -1.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5841   -1.7378   -0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9280   -0.2643   -1.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5313   -0.2081   -1.0260 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 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27 28  1  0
 28 29  1  0
  5  6  1  0
  6 22  1  0
 22 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 17 15  1  0
 15 16  1  0
 15 14  1  0
 14 13  2  0
 13 11  1  0
 11 12  1  0
 11  9  2  0
  9 10  1  0
  9  8  1  0
  8  7  2  0
 27  3  1  0
  7  6  1  0
 20 22  1  0
  7 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
 23 45  1  0
 26 46  1  0
 26 47  1  0
 26 48  1  0
 29 49  1  0
 29 50  1  0
 29 51  1  0
  6 34  1  1
 22 44  1  1
 17 41  1  6
 18 42  1  0
 18 43  1  0
 15 39  1  1
 16 40  1  0
 13 38  1  0
 12 37  1  0
 10 36  1  0
  8 35  1  0
M  END


  Mrv1652309072213402D          

 29 32  0  0  1  0            999 V2000
    4.7812    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3523   -3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8532   -2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8532   -1.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5983   -0.4834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    2.1896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.6021    0.0000 C   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  6  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 20  1  6  0  0  0
  6 22  1  0  0  0  0
 17 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
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0249178

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1OC)[C@H]1[C@@H]2[C@H](COC2=O)[C@@H](O)C2=CC(O)=C(O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O8/c1-26-15-4-9(5-16(27-2)20(15)28-3)17-10-6-13(22)14(23)7-11(10)19(24)12-8-29-21(25)18(12)17/h4-7,12,17-19,22-24H,8H2,1-3H3/t12-,17+,18-,19-/m0/s1

> <INCHI_KEY>
AIEQNTGIFXFNRB-BTINSWFASA-N

> <FORMULA>
C21H22O8

> <MOLECULAR_WEIGHT>
402.399

> <EXACT_MASS>
402.131467668

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
40.240834163234084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,4R,9R,9aR)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-1H,3H,3aH,4H,9H,9aH-naphtho[2,3-c]furan-1-one

> <JCHEM_LOGP>
1.3924341583333326

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.5710395713452

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.144837236818042

> <JCHEM_PKA_STRONGEST_BASIC>
-3.217869566122789

> <JCHEM_POLAR_SURFACE_AREA>
114.68

> <JCHEM_REFRACTIVITY>
102.09989999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4R,9R,9aR)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3H,3aH,4H,9H,9aH-naphtho[2,3-c]furan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       8.925   4.087   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.925   2.547   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.591   1.777   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.591   0.237   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.925  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.592  -2.073   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.259  -4.383   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.592  -5.153   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.925  -5.153   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.591  -4.383   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258  -5.153   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.258  -6.693   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.924  -4.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.459  -4.859   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.554  -3.613   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.459  -2.367   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.983  -0.902   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.924   1.777   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.590   2.547   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.590   4.087   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.258   2.547   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.258   4.087   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.924   4.857   0.000  0.00  0.00           C+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   22                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    7   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    6   17                                                  
CONECT   23    5   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24    3   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₈

Average Mass

402.3990 Da

Monoisotopic Mass

402.13147 Da

IUPAC Name

(3aR,4R,9R,9aR)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-1H,3H,3aH,4H,9H,9aH-naphtho[2,3-c]furan-1-one

Traditional Name

(3aR,4R,9R,9aR)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3H,3aH,4H,9H,9aH-naphtho[2,3-c]furan-1-one

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1OC)[C@H]1[C@@H]2[C@H](COC2=O)[C@@H](O)C2=CC(O)=C(O)C=C12

InChI Identifier

InChI=1S/C21H22O8/c1-26-15-4-9(5-16(27-2)20(15)28-3)17-10-6-13(22)14(23)7-11(10)19(24)12-8-29-21(25)18(12)17/h4-7,12,17-19,22-24H,8H2,1-3H3/t12-,17+,18-,19-/m0/s1

InChI Key

AIEQNTGIFXFNRB-BTINSWFASA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan lactones. These are lignans that contain a lactone moiety. They include 1-aryltetralin lactones, dibenzylbutyrolactone lignans, and podophyllotoxins, among others.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan lactones

Sub Class

Not Available

Direct Parent

Lignan lactones

Alternative Parents

Substituents

Lignan lactone
1-aryltetralin lignan
Naphthofuran
Tetralin
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Gamma butyrolactone
Benzenoid
Oxolane
Carboxylic acid ester
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Ether
Carboxylic acid derivative
Polyol
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen 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	1.39	ChemAxon
pKa (Strongest Acidic)	9.14	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	102.1 m³·mol⁻¹	ChemAxon
Polarizability	40.24 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	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

2279807

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3010625

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one (NP0249178)

MOL for NP0249178 ((3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one)

3D MOL for NP0249178 ((3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one)

3D SDF for NP0249178 ((3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one)

3D-SDF for NP0249178 ((3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one)

PDB for NP0249178 ((3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one)

3D PDB for NP0249178 ((3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one)

SMILES for NP0249178 ((3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one)

INCHI for NP0249178 ((3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one)

Structure for NP0249178 ((3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one)

3D Structure for NP0249178 ((3ar,4r,9r,9ar)-4,6,7-trihydroxy-9-(3,4,5-trimethoxyphenyl)-3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-1-one)