NP-MRD: Showing NP-Card for 20-Deoxyingenol (NP0137904)

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Record Information

Version

2.0

Created at

2022-05-31 16:38:33 UTC

Updated at

2022-05-31 16:38:33 UTC

NP-MRD ID

NP0137904

Secondary Accession Numbers

None

Natural Product Identification

Common Name

20-Deoxyingenol

Description

20-Deoxyingenol belongs to the class of organic compounds known as tigliane and ingenane diterpenoids. These are diterpenoids containing the tigliane or ingenane carbon skeleton. The tigliane skeleton is a tetracyclic ring that consists of the 4/7/6/3 ring junction. It is derived from casbane by 6,10- and 5,14-cyclizations and is a framework of phorbol. The ingenane skeleton is derived by rearrangement of tigliane. 20-Deoxyingenol is found in Euphorbia peplus and Euphorbia segetalis. 20-Deoxyingenol was first documented in 2018 (PMID: 30224531). Based on a literature review a small amount of articles have been published on 20-Deoxyingenol (PMID: 33460793) (PMID: 33349474) (PMID: 32356467).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652305312218382D          

 30 33  0  0  1  0            999 V2000
    2.7475   -1.7943    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2721   -1.1201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6097   -1.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7898   -1.4107    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0343   -1.3708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2915   -2.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3261   -0.6574    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1929   -1.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -1.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332   -1.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0415   -0.3295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7543   -0.7449    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7384    0.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2695   -0.0102    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9411    0.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2167    0.8594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2428    1.6840    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315    1.2713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4853    1.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3879    2.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2746    1.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    0.2513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2521    0.7350    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9424   -0.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4256   -0.8837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2431   -0.2956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7024    0.3897    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9716   -0.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6304   -0.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -1.1319    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  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  1  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  6  0  0  0
 11 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  6  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
  7 24  1  1  0  0  0
 24 25  2  0  0  0  0
 22 26  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -2.8739   -0.9629    2.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1568   -0.6575    0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8388   -0.5450    0.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5859   -0.2519   -0.6983 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4882    0.7441   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6536    1.0019   -2.1666 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583    1.3352    0.0620 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2553    1.9600    0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0083    2.2275    0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6223    3.2478    1.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9158    1.7867   -0.3521 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8839    2.7758   -1.3801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7866    0.4872   -1.0719 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0498    0.5538   -2.4243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8706   -0.4065   -0.4303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2835   -1.4298   -1.1786 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9768    0.1842    0.7224 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8183   -1.1400    0.2384 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3728   -1.5304   -1.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1316   -1.4761   -1.3522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6118   -2.7854   -0.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2050   -0.4168    0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8430   -0.1398   -1.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1869   -1.0232    1.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0813   -0.0200    2.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2022   -1.5552    2.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7621   -1.5897    1.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1791   -0.6745    1.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9665    2.0604   -0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6346    2.1822    1.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8579    4.0039    1.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4270    3.8003    1.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0416    2.7673    2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9516    1.9275    0.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0408    3.2718   -1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7332    1.4162   -2.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7653    0.2274   -0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1669   -1.3121   -1.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627    0.3273    1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7284   -1.9791    0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7126   -2.5772   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8630   -0.9022   -1.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2470   -1.5077   -2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9498   -2.7172    0.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2405   -3.4986   -0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3481   -3.3060   -1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127    0.6280   -1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8714   -1.1196   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9096    0.1064   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6699   -1.0179    2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0749   -0.3988    1.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3681   -2.0823    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  4  1  0
  4  3  1  1
  3  2  2  0
  2  1  1  0
  2 15  1  0
 15 16  1  0
 15 13  1  0
 13 14  1  6
 13 11  1  0
 11 12  1  0
 11  9  1  0
  9 10  1  0
  9  8  2  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  7 17  1  0
 17 22  1  0
 22 23  1  0
 22 24  1  0
 17 18  1  0
 22 18  1  0
 13  4  1  0
  5  4  1  0
 18 40  1  1
 19 41  1  0
 19 42  1  0
 20 43  1  6
 21 44  1  0
 21 45  1  0
 21 46  1  0
  3 28  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 15 37  1  1
 16 38  1  0
 14 36  1  0
 11 34  1  1
 12 35  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
  8 30  1  0
  7 29  1  6
 17 39  1  1
 23 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
M  END


  Mrv1652305312218382D          

 30 33  0  0  1  0            999 V2000
    2.7475   -1.7943    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2721   -1.1201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6097   -1.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7898   -1.4107    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0343   -1.3708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2915   -2.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3261   -0.6574    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1929   -1.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -1.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332   -1.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0415   -0.3295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7543   -0.7449    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7384    0.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2695   -0.0102    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9411    0.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2167    0.8594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2428    1.6840    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315    1.2713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4853    1.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3879    2.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2746    1.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    0.2513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2521    0.7350    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9424   -0.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4256   -0.8837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2431   -0.2956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7024    0.3897    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9716   -0.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6304   -0.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -1.1319    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  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  1  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  6  0  0  0
 11 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  6  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
  7 24  1  1  0  0  0
 24 25  2  0  0  0  0
 22 26  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137904

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@@]([H])(C)[C@]34C=C(C)[C@]([H])(O)[C@@]3(O)[C@]([H])(O)C(C)=C[C@]([H])(C4=O)[C@]1([H])C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O4/c1-9-6-12-14-13(18(14,4)5)7-11(3)19(17(12)23)8-10(2)16(22)20(19,24)15(9)21/h6,8,11-16,21-22,24H,7H2,1-5H3/t11-,12+,13-,14+,15-,16+,19+,20+/m1/s1

> <INCHI_KEY>
FOSYZKSOJUQLTD-NHPMXQBPSA-N

> <FORMULA>
C20H28O4

> <MOLECULAR_WEIGHT>
332.44

> <EXACT_MASS>
332.198759382

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.77398840428121

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S,5S,6R,9S,10R,12R,14R)-4,5,6-trihydroxy-3,7,11,11,14-pentamethyltetracyclo[7.5.1.0^{1,5}.0^{10,12}]pentadeca-2,7-dien-15-one

> <JCHEM_LOGP>
1.573439183

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.619878515977753

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.134329971843588

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5321057008036947

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
92.25219999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,5S,6R,9S,10R,12R,14R)-4,5,6-trihydroxy-3,7,11,11,14-pentamethyltetracyclo[7.5.1.0^{1,5}.0^{10,12}]pentadeca-2,7-dien-15-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-22         0                                  
HETATM    1  H   UNK     0       5.129  -3.349   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       4.241  -2.091   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.005  -3.070   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.474  -2.633   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0      -0.064  -2.559   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0       0.544  -3.861   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.609  -1.227   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.360  -2.506   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.868  -2.161   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.049  -3.150   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.944  -0.615   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      -3.275  -1.390   0.000  0.00  0.00           H+0
HETATM   13  O   UNK     0      -3.245   0.209   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.503  -0.019   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.757   0.875   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.404   1.604   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0      -0.453   3.144   0.000  0.00  0.00           H+0
HETATM   18  O   UNK     0      -1.739   2.373   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.906   2.474   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.724   4.003   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.379   1.937   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.956   0.469   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       4.204   1.372   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0       1.759  -0.401   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.661  -1.650   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.187  -0.552   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0       5.044   0.727   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0       5.547  -1.274   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.777  -0.347   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.839  -2.113   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   26   28                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    6    7                                             
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    4    8   14   24                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11    7   15   16                                             
CONECT   15   14                                                            
CONECT   16   14   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24   26                                             
CONECT   23   22                                                            
CONECT   24   22    7   25                                                  
CONECT   25   24                                                            
CONECT   26   22    2   27   28                                             
CONECT   27   26                                                            
CONECT   28   26    2   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₄

Average Mass

332.4400 Da

Monoisotopic Mass

332.19876 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

54706-99-9

SMILES

[H][C@@]12C[C@@]([H])(C)[C@]34C=C(C)[C@]([H])(O)[C@@]3(O)[C@]([H])(O)C(C)=C[C@]([H])(C4=O)[C@]1([H])C2(C)C

InChI Identifier

InChI=1S/C20H28O4/c1-9-6-12-14-13(18(14,4)5)7-11(3)19(17(12)23)8-10(2)16(22)20(19,24)15(9)21/h6,8,11-16,21-22,24H,7H2,1-5H3/t11-,12+,13-,14+,15-,16+,19+,20+/m1/s1

InChI Key

FOSYZKSOJUQLTD-NHPMXQBPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Euphorbia Euphorbia peplus	LOTUS Database	35616633
Euphorbia segetalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tigliane and ingenane diterpenoids. These are diterpenoids containing the tigliane or ingenane carbon skeleton. The tigliane skeleton is a tetracyclic ring that consists of the 4/7/6/3 ring junction. It is derived from casbane by 6,10- and 5,14-cyclizations and is a framework of phorbol. The ingenane skeleton is derived by rearrangement of tigliane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Tigliane and ingenane diterpenoids

Alternative Parents

Substituents

Ingenane diterpenoid
Tertiary alcohol
Secondary alcohol
Ketone
1,2-diol
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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

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

35308418

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11290503

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gu M, Jin J, Ren C, Chen X, Pan Z, Wu Y, Tian N, Sun L, Wu A, Gao W, Zhou Y, Lin Z, Zhang X: 20-Deoxyingenol alleviates osteoarthritis by activating TFEB in chondrocytes. Pharmacol Res. 2021 Mar;165:105361. doi: 10.1016/j.phrs.2020.105361. Epub 2021 Jan 15. [PubMed:33460793 ]
Zhou SK, Zhang Y, Ju YH, Zhang Q, Luo D, Cao YD, Yao WF, Tang YP, Zhang L: Comparison of content-toxicity-activity of six ingenane-type diterpenoids between Euphorbia kansui before and after stir-fried with vinegar by using UFLC-MS/MS, zebrafish embryos and HT-29 cells. J Pharm Biomed Anal. 2021 Feb 20;195:113828. doi: 10.1016/j.jpba.2020.113828. Epub 2020 Dec 7. [PubMed:33349474 ]
Xu Z, Zhu X, Su L, Zou C, Chen X, Hou Y, Gong C, Ng W, Ni Z, Wang L, Yan X, Zhu Y, Jiao X, Yao C, Zhu S: A high-throughput assay for screening natural products that boost NK cell-mediated killing of cancer cells. Pharm Biol. 2020 Dec;58(1):357-366. doi: 10.1080/13880209.2020.1748661. [PubMed:32356467 ]
Wei XF, Gan CY, Cui J, Luo YY, Cai XF, Yuan Y, Shen J, Li ZY, Zhang WL, Long QX, Hu Y, Chen J, Tang N, Guo H, Huang AL, Hu JL: Identification of Compounds Targeting Hepatitis B Virus Core Protein Dimerization through a Split Luciferase Complementation Assay. Antimicrob Agents Chemother. 2018 Nov 26;62(12). pii: AAC.01302-18. doi: 10.1128/AAC.01302-18. Print 2018 Dec. [PubMed:30224531 ]

Showing NP-Card for 20-Deoxyingenol (NP0137904)

MOL for NP0137904 (20-Deoxyingenol)

3D MOL for NP0137904 (20-Deoxyingenol)

3D SDF for NP0137904 (20-Deoxyingenol)

3D-SDF for NP0137904 (20-Deoxyingenol)

PDB for NP0137904 (20-Deoxyingenol)

3D PDB for NP0137904 (20-Deoxyingenol)

SMILES for NP0137904 (20-Deoxyingenol)

INCHI for NP0137904 (20-Deoxyingenol)

Structure for NP0137904 (20-Deoxyingenol)

3D Structure for NP0137904 (20-Deoxyingenol)