NP-MRD: Showing NP-Card for Compound 12a (NP0332592)

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Record Information

Version

2.0

Created at

2024-03-06 08:06:28 UTC

Updated at

2024-09-03 04:19:43 UTC

NP-MRD ID

NP0332592

Natural Product DOI

https://doi.org/10.57994/1852

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Compound 12a

Description

Compound 13a 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. Compound 12a was first documented in 2023 (PMID: 37722267). Based on a literature review a small amount of articles have been published on Compound 13a (PMID: 39311818) (PMID: 39047608) (PMID: 38797442) (PMID: 37379240).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 12212312012D          

 45 48  0  0  1  0            999 V2000
   -0.4180   -4.1887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789   -3.9752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1994   -3.8890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1994   -2.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3744   -2.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381   -1.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3744   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381   -0.3166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3744    0.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -0.3166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -0.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -1.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8494   -2.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744   -2.4600    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0869   -1.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0869   -0.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9119   -0.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3244   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9119   -1.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0869   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744   -3.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -1.7455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7501   -3.1971    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5350   -4.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219   -5.1947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1731   -3.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -3.5336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5321   -2.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3391   -3.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -2.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2074   -4.7822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5463   -5.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325   -5.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862   -6.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4724   -7.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2261   -7.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536   -5.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073   -6.1244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8935   -6.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674   -4.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2137   -4.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  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  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  2  0  0  0  0
  5 14  1  0  0  0  0
  4 15  1  1  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  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
 17 24  1  1  0  0  0
 24 25  1  0  0  0  0
 16 26  2  0  0  0  0
  3 27  1  6  0  0  0
  3 28  1  0  0  0  0
 28 29  1  0  0  0  0
  2 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
  2 35  1  0  0  0  0
 35 29  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  1  0  0  0  0
 44 45  2  0  0  0  0
 36 45  1  0  0  0  0
M  END


  Mrv2104 12212312012D          

 45 48  0  0  1  0            999 V2000
   -0.4180   -4.1887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789   -3.9752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1994   -3.8890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1994   -2.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3744   -2.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381   -1.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3744   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381   -0.3166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3744    0.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -0.3166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -0.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -1.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8494   -2.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744   -2.4600    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0869   -1.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0869   -0.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9119   -0.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3244   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9119   -1.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0869   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744   -3.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -1.7455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7501   -3.1971    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5350   -4.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219   -5.1947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1731   -3.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -3.5336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5321   -2.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3391   -3.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -2.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2074   -4.7822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5463   -5.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325   -5.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862   -6.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4724   -7.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2261   -7.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536   -5.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073   -6.1244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8935   -6.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674   -4.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2137   -4.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  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  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  2  0  0  0  0
  5 14  1  0  0  0  0
  4 15  1  1  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  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
 17 24  1  1  0  0  0
 24 25  1  0  0  0  0
 16 26  2  0  0  0  0
  3 27  1  6  0  0  0
  3 28  1  0  0  0  0
 28 29  1  0  0  0  0
  2 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
  2 35  1  0  0  0  0
 35 29  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  1  0  0  0  0
 44 45  2  0  0  0  0
 36 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332592

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CO[C@@H](C2=CC(OC)=C(OC)C=C2)[C@]1([H])COC(C)=O)[C@H](OC(=O)[C@H](OC)C1=CC=CC=C1)C1=CC=C(OC)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C33H38O10/c1-20(34)41-18-24-25(19-42-30(24)22-12-14-26(36-2)28(16-22)38-4)31(23-13-15-27(37-3)29(17-23)39-5)43-33(35)32(40-6)21-10-8-7-9-11-21/h7-17,24-25,30-32H,18-19H2,1-6H3/t24-,25+,30+,31-,32-/m1/s1

> <INCHI_KEY>
GAAGPAPKKCIDKB-FQNMNJODSA-N

> <FORMULA>
C33H38O10

> <MOLECULAR_WEIGHT>
594.657

> <EXACT_MASS>
594.246497424

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
61.89606871853313

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(S)-[(3R,4S,5R)-4-[(acetyloxy)methyl]-5-(3,4-dimethoxyphenyl)oxolan-3-yl](3,4-dimethoxyphenyl)methyl (2R)-2-methoxy-2-phenylacetate

> <JCHEM_LOGP>
4.052402770333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7532070875265653

> <JCHEM_POLAR_SURFACE_AREA>
107.98000000000002

> <JCHEM_REFRACTIVITY>
156.68919999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(S)-[(3R,4S,5R)-4-[(acetyloxy)methyl]-5-(3,4-dimethoxyphenyl)oxolan-3-yl](3,4-dimethoxyphenyl)methyl (2R)-2-methoxy-2-phenylacetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-DEC-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-DEC-23         0                                  
HETATM    1  H   UNK     0      -0.780  -7.819   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       0.707  -7.420   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.239  -7.259   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.239  -4.592   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.699  -4.592   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.071  -3.258   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.699  -1.925   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.071  -0.591   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.699   0.743   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.239  -1.925   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.009  -0.591   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.549  -0.591   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.009  -3.258   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.549  -5.926   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.319  -4.592   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.859  -4.592   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.629  -3.258   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.859  -1.925   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.629  -0.591   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.169  -0.591   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.939  -1.925   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.169  -3.258   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.629  -5.926   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.859  -7.259   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.549  -3.258   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0       1.400  -5.968   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0       2.865  -8.666   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.721  -9.697   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.323  -6.276   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.830  -6.596   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.860  -5.452   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.366  -5.772   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -2.384  -3.987   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.387  -8.927   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.020  -9.553   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.181 -11.085   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.588 -11.711   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -2.749 -13.243   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -4.155 -13.869   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.833 -10.806   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -5.240 -11.432   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -5.401 -12.964   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -3.672  -9.274   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.266  -8.648   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   30   35                                             
CONECT    3    2    4   27   28                                             
CONECT    4    3    5   15                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11    5                                                       
CONECT   15    4   16                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   17   25                                                       
CONECT   25   24                                                            
CONECT   26   16                                                            
CONECT   27    3                                                            
CONECT   28    3   29                                                       
CONECT   29   28   35                                                       
CONECT   30    2   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35    2   29   36                                                  
CONECT   36   35   37   45                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   41                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   38   42   44                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   41   45                                                       
CONECT   45   44   36                                                       
MASTER        0    0    0    0    0    0    0    0   45    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₃₈O₁₀

Average Mass

594.6570 Da

Monoisotopic Mass

594.24650 Da

IUPAC Name

(S)-[(3R,4S,5R)-4-[(acetyloxy)methyl]-5-(3,4-dimethoxyphenyl)oxolan-3-yl](3,4-dimethoxyphenyl)methyl (2R)-2-methoxy-2-phenylacetate

Traditional Name

(S)-[(3R,4S,5R)-4-[(acetyloxy)methyl]-5-(3,4-dimethoxyphenyl)oxolan-3-yl](3,4-dimethoxyphenyl)methyl (2R)-2-methoxy-2-phenylacetate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CO[C@@H](C2=CC(OC)=C(OC)C=C2)[C@]1([H])COC(C)=O)[C@H](OC(=O)[C@H](OC)C1=CC=CC=C1)C1=CC=C(OC)C(OC)=C1

InChI Identifier

InChI=1S/C33H38O10/c1-20(34)41-18-24-25(19-42-30(24)22-12-14-26(36-2)28(16-22)38-4)31(23-13-15-27(37-3)29(17-23)39-5)43-33(35)32(40-6)21-10-8-7-9-11-21/h7-17,24-25,30-32H,18-19H2,1-6H3/t24-,25+,30+,31-,32-/m1/s1

InChI Key

GAAGPAPKKCIDKB-FQNMNJODSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	Not Available	Keio University	Haruhisa Kikuchi	2024-03-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	Not Available	Keio University	Haruhisa Kikuchi	2024-03-06	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound 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
Fatty alcohol ester
Benzyloxycarbonyl
Benzylether
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	4.05	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	107.98 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	156.69 m³·mol⁻¹	ChemAxon
Polarizability	61.9 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang R, Su K, Yang L, Duan H, Tang L, Tang M, Zhao M, Ye N, Cai X, Jiang X, Li N, Peng J, Zhang X, Tang L, Qiu Q, Chen L, Wu W, Hu J, Ma L, Ye H: Discovery of a Potent, Orally Active, and Long-Lasting P2X7 Receptor Antagonist as a Preclinical Candidate for Delaying the Progression of Chronic Kidney Disease. J Med Chem. 2024 Sep 23. doi: 10.1021/acs.jmedchem.4c01395. [PubMed:39311818 ]
Liu E, Chen Y, Qin M, Yue K, Sun S, Jiang Y, Li X: Design, synthesis, and biological activity evaluation of novel HDAC3 selective inhibitors for combination with Venetoclax against acute myeloid leukemia. Eur J Med Chem. 2024 Oct 5;276:116663. doi: 10.1016/j.ejmech.2024.116663. Epub 2024 Jul 18. [PubMed:39047608 ]
Perina M, Borzsei R, Henrietta Agoston, Hlogyik T, Poor M, Rigo R, Ozvegy-Laczka C, Batta G, Hetenyi C, Vojackova V, Jorda R, Mernyak E: Synthesis and estrogenic activity of BODIPY-labeled estradiol conjugates. Eur J Pharm Sci. 2024 Aug 1;199:106813. doi: 10.1016/j.ejps.2024.106813. Epub 2024 May 24. [PubMed:38797442 ]
Namballa HK, Decker AM, Dorogan M, Gudipally A, Goclon J, Harding WW: Fluoroalkoxylated C-3 and C-9 (S)-12-bromostepholidine analogues with D1R antagonist activity. Bioorg Chem. 2023 Dec;141:106862. doi: 10.1016/j.bioorg.2023.106862. Epub 2023 Sep 12. [PubMed:37722267 ]
Elkady H, El-Adl K, Sakr H, Abdelraheem AS, Eissa SI, El-Zahabi MA: Novel promising benzoxazole/benzothiazole-derived immunomodulatory agents: Design, synthesis, anticancer evaluation, and in silico ADMET analysis. Arch Pharm (Weinheim). 2023 Sep;356(9):e2300097. doi: 10.1002/ardp.202300097. Epub 2023 Jun 28. [PubMed:37379240 ]

Showing NP-Card for Compound 12a (NP0332592)

MOL for NP0332592 (Compound 12a)

3D MOL for NP0332592 (Compound 12a)

3D SDF for NP0332592 (Compound 12a)

3D-SDF for NP0332592 (Compound 12a)

PDB for NP0332592 (Compound 12a)

3D PDB for NP0332592 (Compound 12a)

SMILES for NP0332592 (Compound 12a)

INCHI for NP0332592 (Compound 12a)

Structure for NP0332592 (Compound 12a)

3D Structure for NP0332592 (Compound 12a)