NP-MRD: Showing NP-Card for Penduliflaworosin (NP0066108)

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Record Information

Version

2.0

Created at

2022-04-28 10:16:13 UTC

Updated at

2022-04-28 10:16:13 UTC

NP-MRD ID

NP0066108

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penduliflaworosin

Description

Penduliflaworosin belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Penduliflaworosin is found in Croton penduliflorus. Penduliflaworosin was first documented in 2009 (PMID: 19090454). Based on a literature review a small amount of articles have been published on Penduliflaworosin (PMID: 28098802) (PMID: 26725185) (PMID: 25973474).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282212162D          

 26 29  0  0  1  0            999 V2000
    1.6704    0.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2728    0.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0857    1.7396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2964    1.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6940    1.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8811    0.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954    1.6554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2824    2.4590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3199    3.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1093    2.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    2.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0066    0.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5704    0.2344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7404    0.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3042    1.0891    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9055    1.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228    0.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215    0.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316    0.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4336    1.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6866    1.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822    1.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0943    2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4667    1.3723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    1.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3529    2.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  6  0  0  0
  7 12  1  6  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 15 17  1  6  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 17 21  1  0  0  0  0
  3 22  1  6  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 26  1  1  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -4.3699    2.6353   -0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5659    1.4994   -0.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4270    0.4564   -0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0139    0.5099   -2.0128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -0.6892   -0.5131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5492   -1.6927   -1.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1939   -1.3280    0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4946   -0.8746    1.9195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0306   -1.3348    1.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121   -0.6279    0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1946   -0.1482   -0.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7182    0.9865   -1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3664    1.7863   -0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2500    1.0880    0.4586 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1847    1.7240    1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425   -0.4033    0.5438 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5752   -1.0213   -0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784   -1.6920   -0.3602 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0649   -0.9100   -0.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021    0.0703   -1.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5463    0.4577   -1.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1482   -0.2413   -0.7891 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3183   -1.0698   -0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8952   -1.7307    1.0524 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8604   -0.9845    1.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355   -0.8872    2.8642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3707    2.3261   -0.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8079    3.2275   -1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3920    3.2398    0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5238   -2.2325   -1.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7330   -2.4437   -1.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036   -1.2057   -2.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2722   -1.0469    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1773   -2.4457    0.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4538    0.2450    1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9776   -1.2257    2.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5997   -0.9865    2.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9621   -2.4267    1.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636    0.6003   -2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6055    1.6375   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0641    2.6890    0.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9617    2.2459   -1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3174    1.2356    0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938    1.5274    2.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0293    1.3977    2.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2424    2.8342    1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8502   -1.7362   -1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092   -0.2459   -1.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9573   -2.7103   -0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4563    0.4710   -2.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9782    1.2253   -2.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5666   -1.7742    0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  0
  5  6  1  6
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  6
 17 18  1  0
 18 24  1  0
 24 25  1  0
 25 26  2  0
 18 19  1  0
 19 23  2  0
 23 22  1  0
 22 21  1  0
 21 20  2  0
 11  5  1  0
 16 25  1  0
 20 19  1  0
 16 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  6
 15 44  1  0
 15 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  6
 23 52  1  0
 21 51  1  0
 20 50  1  0
M  END


  Mrv1652304282212162D          

 26 29  0  0  1  0            999 V2000
    1.6704    0.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2728    0.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0857    1.7396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2964    1.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6940    1.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8811    0.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954    1.6554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2824    2.4590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3199    3.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1093    2.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    2.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0066    0.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5704    0.2344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7404    0.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3042    1.0891    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9055    1.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228    0.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215    0.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316    0.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4336    1.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6866    1.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822    1.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0943    2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4667    1.3723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    1.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3529    2.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  6  0  0  0
  7 12  1  6  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 15 17  1  6  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 17 21  1  0  0  0  0
  3 22  1  6  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 26  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0066108

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@]1(C)CCCC2=C1CC[C@@H](C)[C@]21C[C@H](OC1=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O5/c1-13-6-7-15-16(5-4-9-20(15,2)18(22)24-3)21(13)11-17(26-19(21)23)14-8-10-25-12-14/h8,10,12-13,17H,4-7,9,11H2,1-3H3/t13-,17+,20-,21-/m1/s1

> <INCHI_KEY>
CRSACJNXOSEYLN-GJBMWOIVSA-N

> <FORMULA>
C21H26O5

> <MOLECULAR_WEIGHT>
358.434

> <EXACT_MASS>
358.178023937

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.45818132149131

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,2R,5R,5'S)-5'-(furan-3-yl)-2,5-dimethyl-2'-oxo-3,4,5,6,7,8-hexahydro-2H-spiro[naphthalene-1,3'-oxolane]-5-carboxylate

> <ALOGPS_LOGP>
4.16

> <JCHEM_LOGP>
3.804901967666667

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8885976035688947

> <JCHEM_POLAR_SURFACE_AREA>
65.74

> <JCHEM_REFRACTIVITY>
95.3196

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2R,5R,5'S)-5'-(furan-3-yl)-2,5-dimethyl-2'-oxo-2,3,4,6,7,8-hexahydrospiro[naphthalene-1,3'-oxolane]-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       3.118   0.695   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.243   1.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.893   3.247   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.420   3.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.295   2.643   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.645   1.143   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.178   3.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.527   4.590   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.597   5.642   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.071   5.195   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.001   5.038   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.012   1.562   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.065   0.438   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.382   0.909   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.434   2.033   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.690   3.381   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.963   1.843   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.707   0.494   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.219   0.785   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -6.409   2.314   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.015   2.967   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.380   3.649   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.776   5.137   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.471   2.562   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.958   2.963   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.392   4.704   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   22   26                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   12   16                                             
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8                                                            
CONECT   12    7   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15    7                                                       
CONECT   17   15   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17                                                       
CONECT   22    3   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26    3                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆O₅

Average Mass

358.4340 Da

Monoisotopic Mass

358.17802 Da

IUPAC Name

methyl (1R,2R,5R,5'S)-5'-(furan-3-yl)-2,5-dimethyl-2'-oxo-3,4,5,6,7,8-hexahydro-2H-spiro[naphthalene-1,3'-oxolane]-5-carboxylate

Traditional Name

methyl (1R,2R,5R,5'S)-5'-(furan-3-yl)-2,5-dimethyl-2'-oxo-2,3,4,6,7,8-hexahydrospiro[naphthalene-1,3'-oxolane]-5-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@]1(C)CCCC2=C1CC[C@@H](C)[C@]21C[C@H](OC1=O)C1=COC=C1

InChI Identifier

InChI=1S/C21H26O5/c1-13-6-7-15-16(5-4-9-20(15,2)18(22)24-3)21(13)11-17(26-19(21)23)14-8-10-25-12-14/h8,10,12-13,17H,4-7,9,11H2,1-3H3/t13-,17+,20-,21-/m1/s1

InChI Key

CRSACJNXOSEYLN-GJBMWOIVSA-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
Croton penduliflorus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Clerodane diterpenoid
Dicarboxylic acid or derivatives
Gamma butyrolactone
Heteroaromatic compound
Furan
Methyl ester
Oxolane
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.16	ALOGPS
logP	3.8	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.74 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	95.32 m³·mol⁻¹	ChemAxon
Polarizability	38.46 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00023437

Chemspider ID

28648207

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71457894

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liang Y, Zhang Y, Wang G, Li Y, Huang W: Penduliflaworosin, a Diterpenoid from Croton crassifolius, Exerts Anti-Angiogenic Effect via VEGF Receptor-2 Signaling Pathway. Molecules. 2017 Jan 13;22(1):126. doi: 10.3390/molecules22010126. [PubMed:28098802 ]
Wang JJ, Chung HY, Zhang YB, Li GQ, Li YL, Huang WH, Wang GC: Diterpenoids from the roots of Croton crassifolius and their anti-angiogenic activity. Phytochemistry. 2016 Feb;122:270-275. doi: 10.1016/j.phytochem.2015.12.011. Epub 2015 Dec 24. [PubMed:26725185 ]
Ndunda B, Langat MK, Midiwo JO, Omosa LK: Diterpenoid derivatives of Kenyan Croton sylvaticus. Nat Prod Commun. 2015 Apr;10(4):557-8. [PubMed:25973474 ]
Mbwambo ZH, Foubert K, Chacha M, Kapingu MC, Magadula JJ, Moshi MM, Lemiere F, Goubitz K, Fraanje J, Peschar R, Vlietinck A, Apers S, Pieters L: New furanoditerpenoids from Croton jatrophoides. Planta Med. 2009 Feb;75(3):262-7. doi: 10.1055/s-0028-1088383. Epub 2008 Dec 17. [PubMed:19090454 ]

Showing NP-Card for Penduliflaworosin (NP0066108)

MOL for NP0066108 (Penduliflaworosin)

3D MOL for NP0066108 (Penduliflaworosin)

3D SDF for NP0066108 (Penduliflaworosin)

3D-SDF for NP0066108 (Penduliflaworosin)

PDB for NP0066108 (Penduliflaworosin)

3D PDB for NP0066108 (Penduliflaworosin)

SMILES for NP0066108 (Penduliflaworosin)

INCHI for NP0066108 (Penduliflaworosin)

Structure for NP0066108 (Penduliflaworosin)

3D Structure for NP0066108 (Penduliflaworosin)