NP-MRD: Showing NP-Card for (1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate (NP0281676)

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Record Information

Version

2.0

Created at

2022-09-09 08:10:08 UTC

Updated at

2022-09-09 08:10:08 UTC

NP-MRD ID

NP0281676

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate

Description

CHEMBL2376811 belongs to the class of organic compounds known as rhamnofolane and daphnane diterpenoids. These are diterpenoids with a structure based on one the rhamnofolane or daphnane skeleton. The rhamnofolane and daphnane skeletons are closely related, being formally derived from casbane by two cyclizations (6,10 and 5,14) followed by cleavage of the 1,15 (daphnane) or 2,15 (rhamnofolane) cyclopropane bonds. (1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate is found in Daphne genkwa. Based on a literature review very few articles have been published on CHEMBL2376811.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309092210102D          

 44 49  0  0  1  0            999 V2000
   -2.3741   -2.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4919   -2.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5943   -3.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -2.0169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8891   -1.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1048   -0.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7539   -0.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2178    0.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    1.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1579    2.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401    2.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0981    3.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803    4.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382    5.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4204    5.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0110   -1.9829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6465   -2.0371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9411   -1.3680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4360   -0.7080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0238   -0.1290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2285    0.0905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9409    0.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253    0.8281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4749    0.4261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8031    1.2580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2574    0.0461    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7859    0.8734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9779    0.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    1.0889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5827   -0.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4884   -0.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2360   -0.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4169   -0.7633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1165   -1.3927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5097   -0.5897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3012   -2.5364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8950   -3.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -2.7524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8684   -3.6003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3417   -4.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4754   -4.1614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514   -5.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -5.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4684   -5.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
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 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 16  1  0  0  0  0
 17 16  1  1  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
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 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 33 32  1  6  0  0  0
 26 33  1  0  0  0  0
 33 34  1  0  0  0  0
 18 34  1  0  0  0  0
 34 35  1  1  0  0  0
  6 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
  4 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END


  Mrv1652309092210102D          

 44 49  0  0  1  0            999 V2000
   -2.3741   -2.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4919   -2.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5943   -3.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -2.0169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8891   -1.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1048   -0.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7539   -0.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2178    0.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    1.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1579    2.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401    2.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0981    3.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803    4.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382    5.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4204    5.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0110   -1.9829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6465   -2.0371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9411   -1.3680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4360   -0.7080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0238   -0.1290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2285    0.0905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9409    0.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253    0.8281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4749    0.4261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8031    1.2580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2574    0.0461    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7859    0.8734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9779    0.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    1.0889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5827   -0.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4884   -0.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2360   -0.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4169   -0.7633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1165   -1.3927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5097   -0.5897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3012   -2.5364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8950   -3.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -2.7524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8684   -3.6003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3417   -4.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4754   -4.1614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514   -5.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -5.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4684   -5.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 16  1  0  0  0  0
 17 16  1  1  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 33 32  1  6  0  0  0
 26 33  1  0  0  0  0
 33 34  1  0  0  0  0
 18 34  1  0  0  0  0
 34 35  1  1  0  0  0
  6 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
  4 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0281676

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C\C=C\C12O[C@@H]3[C@@H]4[C@@H]5O[C@]5(CO)[C@@H](O)[C@@]5(O)[C@@H](C=C(C)C5=O)[C@@]4(O1)[C@H](C)[C@@H](OC(=O)C(C)C)[C@@]3(O2)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C34H46O10/c1-8-9-10-11-12-13-14-15-31-42-27-23-26-30(17-35,41-26)29(38)32(39)22(16-20(6)24(32)36)34(23,44-31)21(7)25(40-28(37)18(2)3)33(27,43-31)19(4)5/h12-16,18,21-23,25-27,29,35,38-39H,4,8-11,17H2,1-3,5-7H3/b13-12+,15-14+/t21-,22-,23+,25-,26+,27-,29-,30+,31?,32-,33+,34+/m1/s1

> <INCHI_KEY>
NOPHMXNWLMLMCT-OEPICUTDSA-N

> <FORMULA>
C34H46O10

> <MOLECULAR_WEIGHT>
614.732

> <EXACT_MASS>
614.309097681

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
67.23186126216015

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1E,3E)-nona-1,3-dien-1-yl]-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 2-methylpropanoate

> <JCHEM_LOGP>
4.6856139259999985

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.327888241802423

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.646350410229926

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1497130859374955

> <JCHEM_POLAR_SURFACE_AREA>
144.28

> <JCHEM_REFRACTIVITY>
161.11970000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1E,3E)-nona-1,3-dien-1-yl]-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 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.432  -4.583   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.785  -4.568   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.976  -6.179   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.033  -3.765   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.660  -2.312   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.196  -1.781   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.407  -0.238   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.407   1.339   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.120   2.704   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.295   4.004   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.008   5.369   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.183   6.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.896   8.034   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.071   9.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.785  10.699   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.021  -3.701   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.207  -3.803   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.757  -2.554   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.681  -1.322   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.778  -0.241   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.293   0.169   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.623   1.261   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.274   1.546   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.886   0.795   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.499   2.348   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.480   0.086   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.467   1.630   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.825   0.836   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.171   2.033   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.954  -0.211   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.645  -0.046   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.307  -1.609   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.778  -1.425   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.217  -2.600   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.951  -1.101   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.562  -4.735   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.671  -5.989   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.861  -5.138   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -1.621  -6.721   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -0.638  -7.981   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       0.887  -7.768   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -1.216  -9.409   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -0.269 -10.623   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -2.741  -9.622   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   17   38                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   16   35                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    6   17                                                       
CONECT   17   16    4   18                                                  
CONECT   18   17   19   34                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   21                                                       
CONECT   21   20   19   22   24                                             
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   33                                             
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   26   34                                                  
CONECT   34   33   18   35   36                                             
CONECT   35   34    6                                                       
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36    4   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₄₆O₁₀

Average Mass

614.7320 Da

Monoisotopic Mass

614.30910 Da

IUPAC Name

(1R,2R,6S,7S,8R,10S,11S,12R,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1E,3E)-nona-1,3-dien-1-yl]-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 2-methylpropanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CCCCC\C=C\C=C\C12O[C@@H]3[C@@H]4[C@@H]5O[C@]5(CO)[C@@H](O)[C@@]5(O)[C@@H](C=C(C)C5=O)[C@@]4(O1)[C@H](C)[C@@H](OC(=O)C(C)C)[C@@]3(O2)C(C)=C

InChI Identifier

InChI=1S/C34H46O10/c1-8-9-10-11-12-13-14-15-31-42-27-23-26-30(17-35,41-26)29(38)32(39)22(16-20(6)24(32)36)34(23,44-31)21(7)25(40-28(37)18(2)3)33(27,43-31)19(4)5/h12-16,18,21-23,25-27,29,35,38-39H,4,8-11,17H2,1-3,5-7H3/b13-12+,15-14+/t21-,22-,23+,25-,26+,27-,29-,30+,31?,32-,33+,34+/m1/s1

InChI Key

NOPHMXNWLMLMCT-OEPICUTDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Daphne genkwa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rhamnofolane and daphnane diterpenoids. These are diterpenoids with a structure based on one the rhamnofolane or daphnane skeleton. The rhamnofolane and daphnane skeletons are closely related, being formally derived from casbane by two cyclizations (6,10 and 5,14) followed by cleavage of the 1,15 (daphnane) or 2,15 (rhamnofolane) cyclopropane bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Rhamnofolane and daphnane diterpenoids

Alternative Parents

Substituents

Daphnane diterpenoid
1,3-dioxepane
Carboxylic acid orthoester
Dioxepane
Ortho ester
Meta-dioxane
Meta-dioxolane
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Ketone
Orthocarboxylic acid derivative
Ether
Oxirane
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Primary alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	4.69	ChemAxon
pKa (Strongest Acidic)	11.65	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	144.28 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	161.12 m³·mol⁻¹	ChemAxon
Polarizability	67.23 Å³	ChemAxon
Number of Rings	6	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

30811982

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71601113

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate (NP0281676)

MOL for NP0281676 ((1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate)

3D MOL for NP0281676 ((1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate)

3D SDF for NP0281676 ((1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate)

3D-SDF for NP0281676 ((1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate)

PDB for NP0281676 ((1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate)

3D PDB for NP0281676 ((1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate)

SMILES for NP0281676 ((1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate)

INCHI for NP0281676 ((1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate)

Structure for NP0281676 ((1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate)

3D Structure for NP0281676 ((1r,2r,6s,7s,8r,10s,11s,12r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1e,3e)-nona-1,3-dien-1-yl]-5-oxo-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 2-methylpropanoate)