NP-MRD: Showing NP-Card for (+)-Acutissimalignan B (NP0076107)

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Record Information

Version

2.0

Created at

2022-04-28 21:16:47 UTC

Updated at

2022-04-28 21:16:48 UTC

NP-MRD ID

NP0076107

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Acutissimalignan B

Description

ACUTISSIMALIGNAN B belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. (+)-Acutissimalignan B is found in Phyllanthus acutissima and Phyllanthus acutissimus. (+)-Acutissimalignan B was first documented in 2011 (PMID: 22368856). Based on a literature review a small amount of articles have been published on ACUTISSIMALIGNAN B (PMID: 29192450) (PMID: 33639593).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223162D          

 26 28  0  0  1  0            999 V2000
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4996   -2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3281   -3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5434   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303   -2.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9411   -3.7372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2842   -2.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8973   -2.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919   -6.2508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2329   -6.0783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973   -6.8320    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
  5  6  2  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
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  1 16  1  0  0  0  0
  2 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
    4.0387   -2.2560    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198   -1.1979   -0.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1539    0.1073   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426    0.5131    0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5759    1.7967    0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023    2.1853    1.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289    1.6016    1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9777    1.9814    2.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0712    3.0772    2.8425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9041    0.9519    2.1284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1756   -0.1918    1.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2306    0.4286    0.6818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0464    0.9721   -0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8286   -0.1329   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3002   -0.8785   -2.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0000   -1.8944   -2.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2742   -2.1657   -2.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0254   -3.1701   -2.8941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8421   -1.4401   -1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1471   -1.7300   -0.8508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6843   -0.9644    0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1051   -0.4299   -0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2773    2.7216   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3744    2.3262   -0.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8327    1.0342   -0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9448    0.7051   -1.5580 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279   -1.9022    1.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7818   -3.0680    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1958   -2.7348    0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -0.2615    1.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050    3.0590    2.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5209   -0.4964    2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738   -0.9909    1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5136   -0.2672    0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7335    1.7830   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3859    1.3842   -1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2979   -0.6624   -2.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5946   -2.4913   -3.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9483   -3.4018   -2.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6052    0.1337   -0.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7811   -1.1596    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1926   -1.2184    1.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5727    0.1397    0.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8996    3.7366   -0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157    3.0492   -1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4104    1.4186   -2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  1  0
 19 17  2  0
 17 18  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 25  2  0
 25 26  1  0
 25 24  1  0
 24 23  2  0
 14 22  2  0
 22 19  1  0
  7 12  1  0
 23  5  1  0
 21 40  1  0
 21 41  1  0
 21 42  1  0
 18 39  1  0
 16 38  1  0
 15 37  1  0
 13 35  1  0
 13 36  1  0
 12 34  1  6
 11 32  1  0
 11 33  1  0
  6 31  1  0
  4 30  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 26 46  1  0
 24 45  1  0
 23 44  1  0
 22 43  1  0
M  END


  Mrv1652304282223162D          

 26 28  0  0  1  0            999 V2000
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4996   -2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3281   -3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5434   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303   -2.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9411   -3.7372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2842   -2.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8973   -2.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919   -6.2508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2329   -6.0783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973   -6.8320    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
  5  6  2  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
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  1 16  1  0  0  0  0
  2 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0076107

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(C[C@@H]2COC(=O)\C2=C\C2=CC(OC)=C(O)C=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,8-10,14,21-22H,7,11H2,1-2H3/b15-8+/t14-/m1/s1

> <INCHI_KEY>
RJVKWKAOIHNOQD-VLHYRRCOSA-N

> <FORMULA>
C20H20O6

> <MOLECULAR_WEIGHT>
356.374

> <EXACT_MASS>
356.125988364

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.97292613599243

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,4S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methylidene]oxolan-2-one

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
3.458203545

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.196825980504409

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.588294356611183

> <JCHEM_PKA_STRONGEST_BASIC>
-4.589843322716387

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
96.5103

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acutissimalignan B

> <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       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.572  -4.795   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.512  -2.854   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.657  -3.885   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.121  -3.409   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.266  -4.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.946  -5.946   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.481  -6.422   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.337  -5.391   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.090  -6.976   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      11.731  -3.963   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      12.875  -4.994   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.802  -0.885   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.556  -3.330   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.477  -6.041   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.851  -7.448   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.756  -8.693   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.129 -10.100   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.598 -10.261   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.693  -9.015   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.319  -7.609   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.972 -11.668   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.035 -11.346   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.408 -12.753   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8                                                            
CONECT   12    7   13                                                       
CONECT   13   12                                                            
CONECT   14    3   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    1                                                       
CONECT   17    2   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   21                                                            
CONECT   25   20   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₆

Average Mass

356.3740 Da

Monoisotopic Mass

356.12599 Da

IUPAC Name

(3E,4S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methylidene]oxolan-2-one

Traditional Name

acutissimalignan B

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(C[C@@H]2COC(=O)\C2=C\C2=CC(OC)=C(O)C=C2)=C1

InChI Identifier

InChI=1S/C20H20O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,8-10,14,21-22H,7,11H2,1-2H3/b15-8+/t14-/m1/s1

InChI Key

RJVKWKAOIHNOQD-VLHYRRCOSA-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
Phyllanthus acutissima	Plant	KNApSAcK
Phyllanthus acutissimus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

Dibenzylbutyrolactone lignans

Alternative Parents

Substituents

Dibenzylbutyrolactone
Lignan lactone
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Gamma butyrolactone
Benzenoid
Oxolane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.75	ALOGPS
logP	3.46	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.59	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	96.51 m³·mol⁻¹	ChemAxon
Polarizability	34.97 Å³	ChemAxon
Number of Rings	3	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

C00038358

Chemspider ID

23328197

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24862533

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhao D, Wu TY, Guan YQ, Ma GX, Zhang J, Shi LL: [Chemical constituents from roots of Stelleropsis tianschanica]. Zhongguo Zhong Yao Za Zhi. 2017 Sep;42(17):3379-3384. doi: 10.19540/j.cnki.cjcmm.20170728.005. [PubMed:29192450 ]
Qiao L, Yang L, Zhang D, Zou J, Dai J: [Studies on chemical constitutes from callus cultures of Stellera chamaejasme]. Zhongguo Zhong Yao Za Zhi. 2011 Dec;36(24):3457-62. [PubMed:22368856 ]
Bai Z, Liu J, Mi Y, Zhou D, Chen G, Liang D, Li N, Hou Y: Acutissimalignan B from traditional herbal medicine Daphne kiusiana var. atrocaulis (Rehd.) F. Maekawa inhibits neuroinflammation via NF-kappaB Signaling pathway. Phytomedicine. 2021 Apr;84:153508. doi: 10.1016/j.phymed.2021.153508. Epub 2021 Feb 11. [PubMed:33639593 ]

Showing NP-Card for (+)-Acutissimalignan B (NP0076107)

MOL for NP0076107 ((+)-Acutissimalignan B)

3D MOL for NP0076107 ((+)-Acutissimalignan B)

3D SDF for NP0076107 ((+)-Acutissimalignan B)

3D-SDF for NP0076107 ((+)-Acutissimalignan B)

PDB for NP0076107 ((+)-Acutissimalignan B)

3D PDB for NP0076107 ((+)-Acutissimalignan B)

SMILES for NP0076107 ((+)-Acutissimalignan B)

INCHI for NP0076107 ((+)-Acutissimalignan B)

Structure for NP0076107 ((+)-Acutissimalignan B)

3D Structure for NP0076107 ((+)-Acutissimalignan B)