NP-MRD: Showing NP-Card for cannabisin d (NP0045026)

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Record Information

Version

2.0

Created at

2022-03-10 18:52:57 UTC

Updated at

2022-03-10 22:19:28 UTC

NP-MRD ID

NP0045026

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cannabisin d

Description

Cannabisin D, is a dimethylated derivative of cannabisin B. It is a lignanamide and belongs to the class of organic compounds known as lignans, neolignans and related compounds. Lignanamides are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9‚Äö√†√∂‚àö√°¬¨¬®¬¨‚Ä¢ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. Cannabisin D has been isolated from the roots, fruits and seeds of cannabis plants (PMID: 28799497 ). It is a neutral, hydrophobic molecule that is largely insoluble in water. Even though relatively little information exists regarding the biological function of cannabisin D, it has been established that its analog cannabisin B functions predominantly as an antioxidant in hemp seed (PMID: 23411211 ). It has also been established that cannabisin B has considerable antiproliferative potential by inducing the autphagic cell death of HepG2 cells, turning it into a promising agent against hepatoblastoma disease (PMID: 23411211 ). Cannabisins and other lignanamides exhibit interesting and diverse biological activities, including feeding deterrent activity and insecticidal effects (that protect the plant) as well as anti-inflammatory, antioxidant and anti-acetylcholinesterase activity, which may have beneficial health effects (PMID: 26585089 ). Cannibasins have been found to suppress the production and lower the levels of mRNA of pro-inflammatory mediators such as interleukin 6 (IL-6) and tumor necrosis factor alpha (TNF-alpha) in a concentration-dependent manner in LPS-stimulated BV2 microglia cells (PMID: 30691004 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652303192001323D          

 46 50  0  0  0  0            999 V2000
   -2.3032    3.9875    4.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557    4.0535   -4.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3576   -3.2856    0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8574   -2.0048   -1.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6257   -3.9383    1.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5355   -2.5525   -0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9016    2.0912   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4990   -2.5531    0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0167   -1.2486   -1.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8825   -4.4122    0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7812   -3.0202   -1.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1511    2.5632    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3168   -3.8281   -0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6075   -2.5854    0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711   -3.3876   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0427    2.8024    2.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7076    2.6034   -2.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4597    3.6599   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5164   -3.0384   -0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8377    2.2076    0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8445   -1.5135   -0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9001   -2.3015    0.8569 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993   -0.1170    2.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3914    3.8684    3.6974 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7488    4.5602   -3.9054 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 45  1  0  0  0  0
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  3  8  2  0  0  0  0
  3 21  1  0  0  0  0
  4  9  1  0  0  0  0
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 33 23  1  6  0  0  0
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 34 36  1  1  0  0  0
 35 37  1  0  0  0  0
 35 43  2  0  0  0  0
 36 38  2  3  0  0  0
 36 44  1  0  0  0  0
M  END

     RDKit          3D

 82 86  0  0  0  0  0  0  0  0999 V2000
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    0.1419   -3.4085    3.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29 68  1  0
M  END


  Mrv1652303192001323D          

 46 50  0  0  0  0            999 V2000
   -2.3032    3.9875    4.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557    4.0535   -4.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3576   -3.2856    0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8574   -2.0048   -1.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6257   -3.9383    1.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5355   -2.5525   -0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9016    2.0912   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4990   -2.5531    0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0167   -1.2486   -1.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8825   -4.4122    0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7812   -3.0202   -1.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1511    2.5632    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3168   -3.8281   -0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6075   -2.5854    0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711   -3.3876   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6097   -1.3873    1.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164    0.5627   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0427    2.8024    2.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7076    2.6034   -2.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4597    3.6599   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5164   -3.0384   -0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9309   -3.0160    0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8377    2.2076    0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1113    1.9356   -1.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8445   -1.5135   -0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4907   -3.9563   -0.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0357    2.4186   -0.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052   -0.1895   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3149    3.1555    1.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    4.3803   -2.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559    3.2841    2.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1842    3.8383   -2.8640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4756    1.7226    0.4153 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2809    0.2783    0.4448 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4649   -1.5213    0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804   -0.3066    1.8132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6311   -2.0529   -0.5818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3568   -0.9459    2.2192 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0067   -0.7638    0.0458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7359   -4.4018   -0.7369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5795    3.6215    1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4221    5.6131   -2.5750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9001   -2.3015    0.8569 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993   -0.1170    2.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3914    3.8684    3.6974 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7488    4.5602   -3.9054 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 45  1  0  0  0  0
  2 46  1  0  0  0  0
  3  8  2  0  0  0  0
  3 21  1  0  0  0  0
  4  9  1  0  0  0  0
  4 21  2  0  0  0  0
  5 10  2  0  0  0  0
  5 22  1  0  0  0  0
  6 11  1  0  0  0  0
  6 22  2  0  0  0  0
  7 12  2  0  0  0  0
  7 23  1  0  0  0  0
  8 25  1  0  0  0  0
  9 25  2  0  0  0  0
 10 26  1  0  0  0  0
 11 26  2  0  0  0  0
 12 29  1  0  0  0  0
 13 15  1  0  0  0  0
 13 21  1  0  0  0  0
 14 16  1  0  0  0  0
 14 22  1  0  0  0  0
 15 37  1  0  0  0  0
 16 38  1  0  0  0  0
 17 24  1  0  0  0  0
 17 28  2  0  0  0  0
 18 23  2  0  0  0  0
 18 31  1  0  0  0  0
 19 24  2  0  0  0  0
 19 32  1  0  0  0  0
 20 27  2  0  0  0  0
 20 30  1  0  0  0  0
 33 23  1  6  0  0  0
 24 27  1  0  0  0  0
 25 39  1  0  0  0  0
 26 40  1  0  0  0  0
 27 33  1  0  0  0  0
 28 34  1  0  0  0  0
 28 35  1  0  0  0  0
 29 31  2  0  0  0  0
 29 41  1  0  0  0  0
 30 32  2  0  0  0  0
 30 42  1  0  0  0  0
 31 45  1  0  0  0  0
 32 46  1  0  0  0  0
 33 34  1  0  0  0  0
 34 36  1  1  0  0  0
 35 37  1  0  0  0  0
 35 43  2  0  0  0  0
 36 38  2  3  0  0  0
 36 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045026

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(=C1)[C@H]1[C@H](C(O)=NCCC2=CC=C(O)C=C2)C(=CC2=CC(OC)=C(O)C=C12)C(=O)NCCC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C36H36N2O8/c1-45-31-18-23(7-12-29(31)41)33-27-20-30(42)32(46-2)19-24(27)17-28(35(43)37-15-13-21-3-8-25(39)9-4-21)34(33)36(44)38-16-14-22-5-10-26(40)11-6-22/h3-12,17-20,33-34,39-42H,13-16H2,1-2H3,(H,37,43)(H,38,44)/t33-,34-/m1/s1

> <INCHI_KEY>
XYTYRVFKBJENPE-KKLWWLSJSA-N

> <FORMULA>
C36H36N2O8

> <MOLECULAR_WEIGHT>
624.69

> <EXACT_MASS>
624.247166127

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
66.83241523584279

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-3-{[2-(4-hydroxyphenyl)ethyl]carbamoyl}-6-methoxy-1,2-dihydronaphthalene-2-carboximidic acid

> <ALOGPS_LOGP>
4.72

> <JCHEM_LOGP>
4.319559164892133

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.043698583298793

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0840999740874353

> <JCHEM_PKA_STRONGEST_BASIC>
5.5946720621569455

> <JCHEM_POLAR_SURFACE_AREA>
161.07

> <JCHEM_REFRACTIVITY>
175.0842000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-3-{[2-(4-hydroxyphenyl)ethyl]carbamoyl}-6-methoxy-1,2-dihydronaphthalene-2-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-20         0                                  
HETATM    1  C   UNK     0      -2.303   3.987   4.592  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.856   4.053  -4.617  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.358  -3.286   0.423  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.857  -2.005  -1.476  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.626  -3.938   1.154  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.535  -2.553  -0.746  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.902   2.091  -0.059  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.499  -2.553   0.657  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.017  -1.249  -1.252  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.883  -4.412   0.799  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.781  -3.020  -1.101  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.151   2.563   0.330  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.317  -3.828  -0.866  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.607  -2.585   0.862  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.071  -3.388  -0.202  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.610  -1.387   1.776  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.516   0.563  -1.143  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.043   2.802   2.013  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.708   2.603  -2.503  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.460   3.660  -1.172  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.516  -3.038  -0.632  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.931  -3.016   0.411  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.838   2.208   0.781  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.111   1.936  -1.472  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.845  -1.514  -0.189  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.491  -3.956  -0.349  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.036   2.419  -0.778  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.905  -0.190  -0.276  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.315   3.155   1.579  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.099   4.380  -2.208  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.256   3.284   2.445  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.184   3.838  -2.864  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.476   1.723   0.415  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.281   0.278   0.445  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.465  -1.521   0.013  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.380  -0.307   1.813  0.00  0.00           C+0
HETATM   37  N   UNK     0       2.631  -2.053  -0.582  0.00  0.00           N+0
HETATM   38  N   UNK     0      -1.357  -0.946   2.219  0.00  0.00           N+0
HETATM   39  O   UNK     0       9.007  -0.764   0.046  0.00  0.00           O+0
HETATM   40  O   UNK     0      -7.736  -4.402  -0.737  0.00  0.00           O+0
HETATM   41  O   UNK     0      -5.580   3.622   1.945  0.00  0.00           O+0
HETATM   42  O   UNK     0      -0.422   5.613  -2.575  0.00  0.00           O+0
HETATM   43  O   UNK     0       0.900  -2.301   0.857  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.699  -0.117   2.692  0.00  0.00           O+0
HETATM   45  O   UNK     0      -3.391   3.868   3.697  0.00  0.00           O+0
HETATM   46  O   UNK     0       1.749   4.560  -3.905  0.00  0.00           O+0
CONECT    1   45                                                            
CONECT    2   46                                                            
CONECT    3    8   21                                                       
CONECT    4    9   21                                                       
CONECT    5   10   22                                                       
CONECT    6   11   22                                                       
CONECT    7   12   23                                                       
CONECT    8    3   25                                                       
CONECT    9    4   25                                                       
CONECT   10    5   26                                                       
CONECT   11    6   26                                                       
CONECT   12    7   29                                                       
CONECT   13   15   21                                                       
CONECT   14   16   22                                                       
CONECT   15   13   37                                                       
CONECT   16   14   38                                                       
CONECT   17   24   28                                                       
CONECT   18   23   31                                                       
CONECT   19   24   32                                                       
CONECT   20   27   30                                                       
CONECT   21    3    4   13                                                  
CONECT   22    5    6   14                                                  
CONECT   23    7   18   33                                                  
CONECT   24   17   19   27                                                  
CONECT   25    8    9   39                                                  
CONECT   26   10   11   40                                                  
CONECT   27   20   24   33                                                  
CONECT   28   17   34   35                                                  
CONECT   29   12   31   41                                                  
CONECT   30   20   32   42                                                  
CONECT   31   18   29   45                                                  
CONECT   32   19   30   46                                                  
CONECT   33   23   27   34                                                  
CONECT   34   28   33   36                                                  
CONECT   35   28   37   43                                                  
CONECT   36   34   38   44                                                  
CONECT   37   15   35                                                       
CONECT   38   16   36                                                       
CONECT   39   25                                                            
CONECT   40   26                                                            
CONECT   41   29                                                            
CONECT   42   30                                                            
CONECT   43   35                                                            
CONECT   44   36                                                            
CONECT   45    1   31                                                       
CONECT   46    2   32                                                       
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₃₆N₂O₈

Average Mass

624.6900 Da

Monoisotopic Mass

624.24717 Da

IUPAC Name

(1R,2S)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-3-{[2-(4-hydroxyphenyl)ethyl]carbamoyl}-6-methoxy-1,2-dihydronaphthalene-2-carboximidic acid

Traditional Name

(1R,2S)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-3-{[2-(4-hydroxyphenyl)ethyl]carbamoyl}-6-methoxy-1,2-dihydronaphthalene-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(=C1)[C@H]1[C@H](C(O)=NCCC2=CC=C(O)C=C2)C(=CC2=CC(OC)=C(O)C=C12)C(=O)NCCC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C36H36N2O8/c1-45-31-18-23(7-12-29(31)41)33-27-20-30(42)32(46-2)19-24(27)17-28(35(43)37-15-13-21-3-8-25(39)9-4-21)34(33)36(44)38-16-14-22-5-10-26(40)11-6-22/h3-12,17-20,33-34,39-42H,13-16H2,1-2H3,(H,37,43)(H,38,44)/t33-,34-/m1/s1

InChI Key

XYTYRVFKBJENPE-KKLWWLSJSA-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
Cannabis sativa	NULL	Not Available
Hyoscyamus niger	Plant	KNApSAcK
Litsea hypophaea	LOTUS Database	35616633
Xylopia aethiopica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Aryltetralin lignans

Sub Class

Not Available

Direct Parent

Aryltetralin lignans

Alternative Parents

Substituents

1-aryltetralin lignan
2-naphthalenecarboxylic acid or derivatives
Methoxyphenol
Naphthalene
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Organonitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	4.72	ALOGPS
logP	4.32	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	3.08	ChemAxon
pKa (Strongest Basic)	5.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	161.07 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	175.08 m³·mol⁻¹	ChemAxon
Polarizability	66.83 Å³	ChemAxon
Number of Rings	5	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

44584134

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for cannabisin d (NP0045026)

MOL for NP0045026 (cannabisin d)

3D MOL for NP0045026 (cannabisin d)

3D SDF for NP0045026 (cannabisin d)

3D-SDF for NP0045026 (cannabisin d)

PDB for NP0045026 (cannabisin d)

3D PDB for NP0045026 (cannabisin d)

SMILES for NP0045026 (cannabisin d)

INCHI for NP0045026 (cannabisin d)

Structure for NP0045026 (cannabisin d)

3D Structure for NP0045026 (cannabisin d)