NP-MRD: Showing NP-Card for Daphretusin F (NP0351034)

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Record Information

Version

2.0

Created at

2025-05-17 03:49:57 UTC

Updated at

2025-07-31 01:09:34 UTC

NP-MRD ID

NP0351034

Natural Product DOI

https://doi.org/10.57994/4021

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Daphretusin F

Description

Based on a literature review very few articles have been published on Daphretusin F.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02272306152D          

 53 59  0  0  1  0            999 V2000
    2.6674    1.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0024    1.1940    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0598    0.3003    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6223   -0.6447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4745   -0.2811    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8390    0.3242    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1085   -0.2662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6433   -0.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622   -1.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5620   -1.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431   -2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999   -2.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7673   -2.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2104   -1.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0346   -1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4157   -2.1457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4778   -0.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3020   -0.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7451   -0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0846    0.2943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658    0.5438    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641   -1.1012    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5305   -1.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2612   -1.5425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5886   -2.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0965   -2.9619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0408   -1.2726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6222   -1.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3159   -0.4948    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8705   -1.1056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793    0.2052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4380   -0.4919    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4101    0.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1748    0.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748    0.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1165   -0.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481   -0.8267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1936    1.5064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0724    2.3224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185    2.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4858    2.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1319    3.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8992    2.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5453    3.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3127    2.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4339    2.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7878    1.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205    1.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972    3.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5011    0.9651    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0662    1.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686    1.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1689    2.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 20  1  0  0  0  0
  5 21  1  6  0  0  0
  5 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  6  0  0  0
 29 27  1  0  0  0  0
 29 30  1  6  0  0  0
 31 29  1  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  2  0  0  0  0
  2 38  1  0  0  0  0
 38 39  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 43 48  1  0  0  0  0
 40 49  2  0  0  0  0
 38 50  1  0  0  0  0
  6 50  1  0  0  0  0
 50 20  1  0  0  0  0
 50 51  1  6  0  0  0
 51 52  1  0  0  0  0
 51 53  2  0  0  0  0
M  END


  Mrv2104 02272306152D          

 53 59  0  0  1  0            999 V2000
    2.6674    1.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0024    1.1940    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0598    0.3003    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6223   -0.6447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4745   -0.2811    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8390    0.3242    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1085   -0.2662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6433   -0.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622   -1.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5620   -1.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431   -2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999   -2.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7673   -2.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2104   -1.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0346   -1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4157   -2.1457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4778   -0.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3020   -0.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7451   -0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0846    0.2943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658    0.5438    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641   -1.1012    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5305   -1.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2612   -1.5425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5886   -2.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0965   -2.9619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0408   -1.2726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6222   -1.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3159   -0.4948    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8705   -1.1056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793    0.2052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4380   -0.4919    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4101    0.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1748    0.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748    0.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1165   -0.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481   -0.8267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1936    1.5064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0724    2.3224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185    2.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4858    2.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1319    3.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8992    2.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5453    3.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3127    2.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4339    2.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7878    1.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205    1.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972    3.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5011    0.9651    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0662    1.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686    1.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1689    2.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 20  1  0  0  0  0
  5 21  1  6  0  0  0
  5 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  6  0  0  0
 29 27  1  0  0  0  0
 29 30  1  6  0  0  0
 31 29  1  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  2  0  0  0  0
  2 38  1  0  0  0  0
 38 39  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 43 48  1  0  0  0  0
 40 49  2  0  0  0  0
 38 50  1  0  0  0  0
  6 50  1  0  0  0  0
 50 20  1  0  0  0  0
 50 51  1  6  0  0  0
 51 52  1  0  0  0  0
 51 53  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0351034

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C=C(C)C(=O)[C@@]1(O)[C@H](O)[C@@]1(CO)O[C@H]1[C@@]1([H])[C@H]3OC4(O[C@]3([C@H](OC(=O)\C=C\C3=CC=CC=C3)[C@@H](C)[C@]21O4)C(C)=C)\C=C\C(O)\C=C\C(O)CCC

> <INCHI_IDENTIFIER>
InChI=1S/C39H46O12/c1-6-10-25(41)14-15-26(42)17-18-36-49-33-29-32-35(20-40,48-32)34(45)37(46)27(19-22(4)30(37)44)39(29,51-36)23(5)31(38(33,50-36)21(2)3)47-28(43)16-13-24-11-8-7-9-12-24/h7-9,11-19,23,25-27,29,31-34,40-42,45-46H,2,6,10,20H2,1,3-5H3/b15-14+,16-13+,18-17+/t23-,25?,26?,27-,29+,31-,32+,33-,34-,35+,36?,37-,38+,39+/m1/s1

> <INCHI_KEY>
UAJVBRRJKPOIEQ-GNONBDCJSA-N

> <FORMULA>
C39H46O12

> <MOLECULAR_WEIGHT>
706.785

> <EXACT_MASS>
706.298926921

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
74.81544666869719

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-14-[(1E,4E)-3,6-dihydroxynona-1,4-dien-1-yl]-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-17-yl (2E)-3-phenylprop-2-enoate

> <JCHEM_LOGP>
3.7291424343333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.288809418315363

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.64548047533108

> <JCHEM_PKA_STRONGEST_BASIC>
-2.847339545084793

> <JCHEM_POLAR_SURFACE_AREA>
184.73999999999998

> <JCHEM_REFRACTIVITY>
185.2115

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-14-[(1E,4E)-3,6-dihydroxynona-1,4-dien-1-yl]-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-17-yl (2E)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-23         0                                  
HETATM    1  C   UNK     0       4.979   3.140   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.738   2.229   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.845   0.561   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.028  -1.203   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.752  -0.525   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.566   0.605   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.203  -0.497   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.201  -1.006   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.490  -2.372   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.049  -2.439   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.760  -3.805   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.933  -5.104   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.299  -3.872   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.126  -2.573   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.665  -2.639   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.376  -4.005   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -6.492  -1.340   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.030  -1.407   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.858  -0.108   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.158   0.549   0.000  0.00  0.00           O+0
HETATM   21  H   UNK     0       2.736   1.015   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       2.920  -2.056   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.857  -3.594   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.221  -2.879   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.832  -4.293   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.913  -5.529   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.676  -2.376   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.762  -3.468   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.190  -0.924   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.225  -2.064   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.375   0.383   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0       4.551  -0.918   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0       6.366   1.562   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.793   0.984   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.100   1.799   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.684  -0.552   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       8.863  -1.543   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       2.228   2.812   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.002   4.335   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       3.208   5.293   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.640   4.727   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.846   5.685   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.279   5.119   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.485   6.077   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.917   5.511   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      10.143   3.988   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       8.937   3.030   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       7.505   3.596   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       2.982   6.816   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       0.935   1.801   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -0.124   2.920   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -1.621   2.561   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       0.315   4.396   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   38                                                  
CONECT    3    2    4    5   31                                             
CONECT    4    3    8                                                       
CONECT    5    3    6   21   22                                             
CONECT    6    5    7   50                                                  
CONECT    7    6    8                                                       
CONECT    8    7    4    9   20                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20    8   50                                                       
CONECT   21    5                                                            
CONECT   22    5   23   24                                                  
CONECT   23   22   24                                                       
CONECT   24   22   23   25   27                                             
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31   36                                             
CONECT   30   29                                                            
CONECT   31   29    3   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   29   37                                                  
CONECT   37   36                                                            
CONECT   38    2   39   50                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   49                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   48                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   43                                                       
CONECT   49   40                                                            
CONECT   50   38    6   20   51                                             
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  118    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₄₆O₁₂

Average Mass

706.7850 Da

Monoisotopic Mass

706.29893 Da

IUPAC Name

(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-14-[(1E,4E)-3,6-dihydroxynona-1,4-dien-1-yl]-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-17-yl (2E)-3-phenylprop-2-enoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]12C=C(C)C(=O)[C@@]1(O)[C@H](O)[C@@]1(CO)O[C@H]1[C@@]1([H])[C@H]3OC4(O[C@]3([C@H](OC(=O)\C=C\C3=CC=CC=C3)[C@@H](C)[C@]21O4)C(C)=C)\C=C\C(O)\C=C\C(O)CCC

InChI Identifier

InChI=1S/C39H46O12/c1-6-10-25(41)14-15-26(42)17-18-36-49-33-29-32-35(20-40,48-32)34(45)37(46)27(19-22(4)30(37)44)39(29,51-36)23(5)31(38(33,50-36)21(2)3)47-28(43)16-13-24-11-8-7-9-12-24/h7-9,11-19,23,25-27,29,31-34,40-42,45-46H,2,6,10,20H2,1,3-5H3/b15-14+,16-13+,18-17+/t23-,25?,26?,27-,29+,31-,32+,33-,34-,35+,36?,37-,38+,39+/m1/s1

InChI Key

UAJVBRRJKPOIEQ-GNONBDCJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	xqsong@baridd.ac.cn	Shandong Laboratory of Advanced Drug Innovation	Song XiuQing	2025-05-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600, CDCl₃, simulated)	xqsong@baridd.ac.cn	Shandong Laboratory of Advanced Drug Innovation	Song XiuQing	2025-05-17	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Daphne Daphne retusa Hemsl		Not Available

Chemical Taxonomy

Classification

Not classified

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	3.73	ChemAxon
pKa (Strongest Acidic)	11.65	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	184.74 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	185.21 m³·mol⁻¹	ChemAxon
Polarizability	74.82 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Daphretusin F (NP0351034)

MOL for NP0351034 (Daphretusin F)

3D MOL for NP0351034 (Daphretusin F)

3D SDF for NP0351034 (Daphretusin F)

3D-SDF for NP0351034 (Daphretusin F)

PDB for NP0351034 (Daphretusin F)

3D PDB for NP0351034 (Daphretusin F)

SMILES for NP0351034 (Daphretusin F)

INCHI for NP0351034 (Daphretusin F)

Structure for NP0351034 (Daphretusin F)

3D Structure for NP0351034 (Daphretusin F)