NP-MRD: Showing NP-Card for 4-deoxy-4alpha-Phorbol (NP0140948)

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Record Information

Version

2.0

Created at

2022-06-29 21:59:57 UTC

Updated at

2022-06-29 21:59:57 UTC

NP-MRD ID

NP0140948

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-deoxy-4alpha-Phorbol

Description

4-Deoxy-4alpha-phorbol 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. 4-deoxy-4alpha-Phorbol was first documented in 2013 (PMID: 23701597). Based on a literature review very few articles have been published on 4-Deoxy-4alpha-phorbol (PMID: 25819096).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292223592D          

 25 28  0  0  1  0            999 V2000
    1.1681    0.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7319    0.6471    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5354    0.4600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0993    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596    1.8516    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6631    1.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1723    2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4472    1.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561    2.0388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4923    1.4366    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6699    1.5019    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1623    0.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131    1.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847    1.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351    2.4655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2082    2.1857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4549    2.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243    3.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    2.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2896    4.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0345    4.4479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968    0.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9750    0.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015    0.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7750   -0.3295    0.0000 O   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
  5  4  1  0  0  0  0
  5  6  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9  5  1  0  0  0  0
 10  9  1  0  0  0  0
 10  2  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 14  1  6  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  9 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 10 23  1  1  0  0  0
  4 24  1  0  0  0  0
  3 25  1  6  0  0  0
M  END

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
    4.0881   -2.1470    1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3143   -1.3109    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0117   -1.4842    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5789   -0.5114   -0.7501 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5525    0.6146   -0.5693 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4160    1.3432    0.7486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129    2.2009    0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3921    3.6724    0.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204    4.2060   -0.0884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0144    1.7524    0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596    0.3586    0.2927 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0357    0.5011    0.0590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0688   -0.1868    0.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7744   -0.9504    2.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4003    0.5862    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7289   -0.6779   -0.4996 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6854   -0.4441   -1.5247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8145   -1.8237   -0.7934 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6646   -2.7021    0.2904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5222   -1.4520   -1.4414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7623   -1.3292   -2.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535   -0.2129   -0.8806 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0402    0.7669   -1.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8002   -0.2158   -0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531   -0.0665   -0.7826 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0769   -3.1828    1.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4680   -2.1783    2.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0864   -1.7500    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3796   -2.2142    0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8872   -0.9653   -1.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805    1.2654   -1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2918    2.0009    0.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531    0.5944    1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8748    3.8664    1.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040    4.1708    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9984    5.1607   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445    2.5810    0.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -0.2020    1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2991    1.4759   -0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4026   -0.5852    2.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7345   -0.8159    2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647   -2.0352    2.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6172    1.1354    0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1653   -0.1915    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3851    1.2269    1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632    0.5094   -1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3290   -2.5052   -1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803   -2.4777    0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1468   -2.3600   -1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9683   -0.2585   -3.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6752   -1.8831   -3.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324   -1.6167   -3.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8273    0.7470   -2.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 18  1  0
 18 19  1  0
 18 16  1  0
 16 17  1  6
 16 12  1  0
 12 11  1  0
 11 10  1  0
 10  7  2  0
  7  8  1  0
  8  9  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 24  1  0
 24 25  2  0
  4 22  1  0
 22 23  1  6
 12 13  1  0
 13 14  1  0
 13 15  1  0
 22 20  1  0
 13 16  1  0
 22 11  1  0
 24  5  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 20 49  1  6
 18 47  1  6
 19 48  1  0
 17 46  1  0
 12 39  1  6
 11 38  1  1
 10 37  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  6 32  1  0
  6 33  1  0
  5 31  1  6
  4 30  1  6
  3 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 23 53  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
M  END


  Mrv1652306292223592D          

 25 28  0  0  1  0            999 V2000
    1.1681    0.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7319    0.6471    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5354    0.4600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0993    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596    1.8516    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6631    1.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1723    2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4472    1.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561    2.0388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4923    1.4366    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6699    1.5019    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1623    0.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131    1.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847    1.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351    2.4655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2082    2.1857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4549    2.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243    3.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    2.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2896    4.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0345    4.4479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968    0.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9750    0.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015    0.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7750   -0.3295    0.0000 O   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
  5  4  1  0  0  0  0
  5  6  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9  5  1  0  0  0  0
 10  9  1  0  0  0  0
 10  2  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 14  1  6  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  9 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 10 23  1  1  0  0  0
  4 24  1  0  0  0  0
  3 25  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0140948

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@@H](O)C2(O)[C@H]([C@@H]3C=C(CO)C[C@@H]4[C@@H](C=C(C)C4=O)[C@@]13O)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O5/c1-9-5-13-12(15(9)22)6-11(8-21)7-14-16-18(3,4)20(16,25)17(23)10(2)19(13,14)24/h5,7,10,12-14,16-17,21,23-25H,6,8H2,1-4H3/t10-,12-,13-,14+,16-,17-,19+,20?/m1/s1

> <INCHI_KEY>
RTJAYUGZUOLFMY-KNUMMPJWSA-N

> <FORMULA>
C20H28O5

> <MOLECULAR_WEIGHT>
348.439

> <EXACT_MASS>
348.193674002

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       2.180   0.084   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.233   1.208   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.733   0.859   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.785   1.983   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.338   3.456   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.838   3.107   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.788   4.319   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.301   2.628   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.838   3.806   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.786   2.682   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.250   2.804   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.303   1.590   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.144   2.116   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.091   3.655   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.305   4.602   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.389   4.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.849   5.549   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.285   6.106   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.615   5.330   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.407   7.641   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.798   8.303   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.421   1.254   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.820   1.482   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.909   0.930   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.180  -0.615   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5    6   24                                             
CONECT    5    4    6    9                                                  
CONECT    6    5    4    7    8                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5   10   19                                                  
CONECT   10    9    2   11   23                                             
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   11   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18    9                                                       
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   13                                                            
CONECT   23   10                                                            
CONECT   24    4                                                            
CONECT   25    3                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
4-Deoxy-4a-phorbol	Generator
4-Deoxy-4α-phorbol	Generator

Chemical Formula

C₂₀H₂₈O₅

Average Mass

348.4390 Da

Monoisotopic Mass

348.19367 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@@H](O)C2(O)[C@H]([C@@H]3C=C(CO)C[C@@H]4[C@@H](C=C(C)C4=O)[C@@]13O)C2(C)C

InChI Identifier

InChI=1S/C20H28O5/c1-9-5-13-12(15(9)22)6-11(8-21)7-14-16-18(3,4)20(16,25)17(23)10(2)19(13,14)24/h5,7,10,12-14,16-17,21,23-25H,6,8H2,1-4H3/t10-,12-,13-,14+,16-,17-,19+,20?/m1/s1

InChI Key

RTJAYUGZUOLFMY-KNUMMPJWSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 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

Tigliane diterpenoid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Cyclopropanol
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
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

57524995

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56843196

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang JF, Yang SH, Liu YQ, Li DX, He WJ, Zhang XX, Liu YH, Zhou XJ: Five new phorbol esters with cytotoxic and selective anti-inflammatory activities from Croton tiglium. Bioorg Med Chem Lett. 2015 May 1;25(9):1986-9. doi: 10.1016/j.bmcl.2015.03.017. Epub 2015 Mar 14. [PubMed:25819096 ]
Zhang XL, Wang L, Li F, Yu K, Wang MK: Cytotoxic phorbol esters of Croton tiglium. J Nat Prod. 2013 May 24;76(5):858-64. doi: 10.1021/np300832n. Epub 2013 Apr 22. [PubMed:23701597 ]

Showing NP-Card for 4-deoxy-4alpha-Phorbol (NP0140948)

MOL for NP0140948 (4-deoxy-4alpha-Phorbol)

3D MOL for NP0140948 (4-deoxy-4alpha-Phorbol)

3D SDF for NP0140948 (4-deoxy-4alpha-Phorbol)

3D-SDF for NP0140948 (4-deoxy-4alpha-Phorbol)

PDB for NP0140948 (4-deoxy-4alpha-Phorbol)

3D PDB for NP0140948 (4-deoxy-4alpha-Phorbol)

SMILES for NP0140948 (4-deoxy-4alpha-Phorbol)

INCHI for NP0140948 (4-deoxy-4alpha-Phorbol)

Structure for NP0140948 (4-deoxy-4alpha-Phorbol)

3D Structure for NP0140948 (4-deoxy-4alpha-Phorbol)