NP-MRD: Showing NP-Card for Daphretusin A (NP0351029)

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Record Information

Version

2.0

Created at

2025-05-17 03:45:15 UTC

Updated at

2025-07-31 01:09:34 UTC

NP-MRD ID

NP0351029

Natural Product DOI

https://doi.org/10.57994/4016

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Daphretusin A

Description

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

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02272306102D          

 49 54  0  0  1  0            999 V2000
    1.9349    2.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7596    2.9008    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1932    3.6026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8022    4.3291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9776    4.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5866    5.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620    5.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    5.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4537    5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447    6.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4110    7.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136    7.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8046    6.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439    3.6519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0178    3.5780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8989    4.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464    4.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1324    4.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8012    3.8369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4088    2.8515    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2335    2.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6671    3.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917    3.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9254    4.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7500    4.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1410    3.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7073    2.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8827    2.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2761    4.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752    2.1497    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5952    1.4174    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4701    1.4896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0578    0.9107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2626    0.6912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5409   -0.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3527   -0.2327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089    0.3555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4843   -0.4691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.7355    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7890   -0.0894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6171    1.5450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7980    1.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513    0.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6418    0.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561    0.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9576   -0.4854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4156    1.3375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1505    2.1743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3301    2.2605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
  5 14  2  0  0  0  0
 15  3  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 15 19  1  6  0  0  0
 20 15  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 22 29  2  0  0  0  0
 30 20  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 33  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  1  0  0  0
 41 39  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 39 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 47  1  6  0  0  0
 48 41  1  0  0  0  0
 30 48  1  0  0  0  0
 48  2  1  0  0  0  0
 48 49  1  6  0  0  0
M  END


  Mrv2104 02272306102D          

 49 54  0  0  1  0            999 V2000
    1.9349    2.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7596    2.9008    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1932    3.6026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8022    4.3291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9776    4.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5866    5.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620    5.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    5.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4537    5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447    6.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4110    7.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136    7.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8046    6.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439    3.6519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0178    3.5780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8989    4.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464    4.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1324    4.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8012    3.8369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4088    2.8515    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2335    2.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6671    3.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917    3.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9254    4.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7500    4.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1410    3.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7073    2.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8827    2.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2761    4.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752    2.1497    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5952    1.4174    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4701    1.4896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0578    0.9107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2626    0.6912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5409   -0.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3527   -0.2327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089    0.3555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4843   -0.4691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.7355    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7890   -0.0894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6171    1.5450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7980    1.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513    0.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6418    0.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561    0.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9576   -0.4854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4156    1.3375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1505    2.1743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3301    2.2605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
  5 14  2  0  0  0  0
 15  3  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 15 19  1  6  0  0  0
 20 15  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 22 29  2  0  0  0  0
 30 20  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 33  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  1  0  0  0
 41 39  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 39 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 47  1  6  0  0  0
 48 41  1  0  0  0  0
 30 48  1  0  0  0  0
 48  2  1  0  0  0  0
 48 49  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0351029

> <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](OC(=O)C3=CC=CC=C3)[C@@](O)([C@H](OC(=O)\C=C\C3=CC=CC=C3)[C@@H](C)[C@]21O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C36H38O11/c1-19(2)34(42)28(45-25(38)16-15-22-11-7-5-8-12-22)21(4)35(43)24-17-20(3)27(39)36(24,44)32(41)33(18-37)29(47-33)26(35)30(34)46-31(40)23-13-9-6-10-14-23/h5-17,21,24,26,28-30,32,37,41-44H,1,18H2,2-4H3/b16-15+/t21-,24+,26+,28-,29+,30-,32-,33+,34+,35+,36-/m1/s1

> <INCHI_KEY>
ASBYOQXHQOAEKU-QXZFNHTESA-N

> <FORMULA>
C36H38O11

> <MOLECULAR_WEIGHT>
646.689

> <EXACT_MASS>
646.241412044

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
67.06856448087657

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4R,5S,6S,10S,11R,12R,13R,14S,15R)-5,6,11,14-tetrahydroxy-4-(hydroxymethyl)-8,12-dimethyl-7-oxo-13-{[(2E)-3-phenylprop-2-enoyl]oxy}-14-(prop-1-en-2-yl)-3-oxatetracyclo[9.4.0.0^{2,4}.0^{6,10}]pentadec-8-en-15-yl benzoate

> <JCHEM_LOGP>
2.886228563333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.36800486501044

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.564683971328202

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1497131514208516

> <JCHEM_POLAR_SURFACE_AREA>
183.35

> <JCHEM_REFRACTIVITY>
167.48700000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4R,5S,6S,10S,11R,12R,13R,14S,15R)-5,6,11,14-tetrahydroxy-4-(hydroxymethyl)-8,12-dimethyl-7-oxo-13-{[(2E)-3-phenylprop-2-enoyl]oxy}-14-(prop-1-en-2-yl)-3-oxatetracyclo[9.4.0.0^{2,4}.0^{6,10}]pentadec-8-en-15-yl benzoate

> <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       3.612   5.461   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.151   5.415   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.961   6.725   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.231   8.081   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.691   8.127   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.962   9.483   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.422   9.529   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.692  10.885   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.847  10.931   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.577  12.287   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.767  13.597   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.772  13.551   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.502  12.195   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.882   6.817   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.500   6.679   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.278   8.203   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.487   9.157   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.847   8.773   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.962   7.162   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.230   5.323   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.769   5.277   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      10.579   6.587   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.118   6.541   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.927   7.851   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.467   7.805   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.197   6.449   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.387   5.139   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.848   5.185   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.849   7.943   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.420   4.013   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0       6.711   2.646   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0       8.344   2.781   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.441   1.700   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       7.957   1.290   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.476  -0.160   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       9.992  -0.434   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.550   0.664   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       6.504  -0.876   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       5.183   1.373   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       5.206  -0.167   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       4.885   2.884   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.356   3.068   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.709   1.670   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.198   1.373   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.838   0.623   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       3.654  -0.906   0.000  0.00  0.00           O+0
HETATM   47  H   UNK     0       6.376   2.497   0.000  0.00  0.00           H+0
HETATM   48  C   UNK     0       5.881   4.059   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       4.349   4.220   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   48                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    5                                                            
CONECT   15    3   16   19   20                                             
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   15                                                            
CONECT   20   15   21   30                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   22                                                            
CONECT   30   20   31   32   48                                             
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32   34                                                       
CONECT   34   32   33   35   37                                             
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41   45                                             
CONECT   40   39                                                            
CONECT   41   39   42   47   48                                             
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   39   46                                                  
CONECT   46   45                                                            
CONECT   47   41                                                            
CONECT   48   41   30    2   49                                             
CONECT   49   48                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  108    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₃₈O₁₁

Average Mass

646.6890 Da

Monoisotopic Mass

646.24141 Da

IUPAC Name

(1S,2S,4R,5S,6S,10S,11R,12R,13R,14S,15R)-5,6,11,14-tetrahydroxy-4-(hydroxymethyl)-8,12-dimethyl-7-oxo-13-{[(2E)-3-phenylprop-2-enoyl]oxy}-14-(prop-1-en-2-yl)-3-oxatetracyclo[9.4.0.0^{2,4}.0^{6,10}]pentadec-8-en-15-yl benzoate

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](OC(=O)C3=CC=CC=C3)[C@@](O)([C@H](OC(=O)\C=C\C3=CC=CC=C3)[C@@H](C)[C@]21O)C(C)=C

InChI Identifier

InChI=1S/C36H38O11/c1-19(2)34(42)28(45-25(38)16-15-22-11-7-5-8-12-22)21(4)35(43)24-17-20(3)27(39)36(24,44)32(41)33(18-37)29(47-33)26(35)30(34)46-31(40)23-13-9-6-10-14-23/h5-17,21,24,26,28-30,32,37,41-44H,1,18H2,2-4H3/b16-15+/t21-,24+,26+,28-,29+,30-,32-,33+,34+,35+,36-/m1/s1

InChI Key

ASBYOQXHQOAEKU-QXZFNHTESA-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	2.89	ChemAxon
pKa (Strongest Acidic)	11.56	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	183.35 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	167.49 m³·mol⁻¹	ChemAxon
Polarizability	67.07 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	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 A (NP0351029)

MOL for NP0351029 (Daphretusin A)

3D MOL for NP0351029 (Daphretusin A)

3D SDF for NP0351029 (Daphretusin A)

3D-SDF for NP0351029 (Daphretusin A)

PDB for NP0351029 (Daphretusin A)

3D PDB for NP0351029 (Daphretusin A)

SMILES for NP0351029 (Daphretusin A)

INCHI for NP0351029 (Daphretusin A)

Structure for NP0351029 (Daphretusin A)

3D Structure for NP0351029 (Daphretusin A)