NP-MRD: Showing NP-Card for (1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate (NP0251466)

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Record Information

Version

2.0

Created at

2022-09-07 14:40:30 UTC

Updated at

2022-09-07 14:40:30 UTC

NP-MRD ID

NP0251466

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate

Description

(1R,2R,5R,6R,7R,9S,12S)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2E)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-12-yl furan-3-carboxylate belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene). (1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate is found in Euonymus nanoides. Based on a literature review very few articles have been published on (1R,2R,5R,6R,7R,9S,12S)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2E)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-12-yl furan-3-carboxylate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309072216402D          

 44 48  0  0  1  0            999 V2000
    3.5509    1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312    1.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8923    1.0872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2905    2.2352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840    2.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9881    1.5419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8298    1.5673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8254    2.0618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3964    2.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4418    3.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2540    2.9931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792    0.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9060    0.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812    0.0746    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4456   -0.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6474   -0.7011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5808    0.7540    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1007    0.1726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8607    0.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3593   -0.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7184    0.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954    1.4426    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3272    2.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5304    2.2931    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2916    3.4324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2140    4.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4257    5.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5770    5.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1877    6.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454    6.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    7.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7376    8.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5609    8.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9264    7.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4687    6.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175    1.1439    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1346    2.0545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0372    2.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8578    3.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713    2.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1637    3.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9878    3.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2046    2.9102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5145    2.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
 22 36  1  0  0  0  0
 17 36  1  0  0  0  0
 36 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 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  1  0  0  0  0
 40 44  2  0  0  0  0
M  END


  Mrv1652309072216402D          

 44 48  0  0  1  0            999 V2000
    3.5509    1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312    1.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8923    1.0872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2905    2.2352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840    2.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9881    1.5419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8298    1.5673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8254    2.0618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3964    2.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4418    3.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2540    2.9931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792    0.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9060    0.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812    0.0746    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4456   -0.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6474   -0.7011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5808    0.7540    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1007    0.1726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8607    0.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3593   -0.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7184    0.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954    1.4426    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3272    2.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5304    2.2931    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2916    3.4324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2140    4.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4257    5.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5770    5.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1877    6.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454    6.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    7.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7376    8.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5609    8.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9264    7.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4687    6.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175    1.1439    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1346    2.0545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0372    2.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8578    3.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713    2.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1637    3.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9878    3.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2046    2.9102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5145    2.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
 22 36  1  0  0  0  0
 17 36  1  0  0  0  0
 36 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 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  1  0  0  0  0
 40 44  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0251466

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@]12[C@@H](CC[C@@](C)(O)[C@@]11OC(C)(C)[C@@H](C[C@H]2OC(=O)\C=C\C2=CC=CC=C2)[C@@H]1OC(=O)C1=COC=C1)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H38O11/c1-20(34)40-19-32-25(41-21(2)35)13-15-31(5,38)33(32)28(43-29(37)23-14-16-39-18-23)24(30(3,4)44-33)17-26(32)42-27(36)12-11-22-9-7-6-8-10-22/h6-12,14,16,18,24-26,28,38H,13,15,17,19H2,1-5H3/b12-11+/t24-,25+,26+,28-,31+,32+,33+/m0/s1

> <INCHI_KEY>
KLBGJKBYPWKZDT-NAGODCOCSA-N

> <FORMULA>
C33H38O11

> <MOLECULAR_WEIGHT>
610.656

> <EXACT_MASS>
610.241412044

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
63.07490242056653

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5R,6R,7R,9S,12S)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2E)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-12-yl furan-3-carboxylate

> <JCHEM_LOGP>
3.576378238333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.754764451661625

> <JCHEM_PKA_STRONGEST_BASIC>
-3.05251295495736

> <JCHEM_POLAR_SURFACE_AREA>
147.8

> <JCHEM_REFRACTIVITY>
154.3276

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5R,6R,7R,9S,12S)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2E)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-12-yl furan-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       6.628   1.946   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.098   2.664   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.532   2.029   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.276   4.172   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.770   4.313   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.844   2.878   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.416   2.926   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.274   3.849   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.340   5.254   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.425   6.846   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.941   5.587   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.254   1.619   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.558   0.233   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.018   0.139   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.699  -1.394   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.209  -1.309   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.084   1.407   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.188   0.322   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.607   1.111   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.537  -0.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.208   1.301   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.298   2.693   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.611   4.154   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.990   4.280   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.544   6.407   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.400   8.261   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.795   9.443   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.077   9.806   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.350  11.277   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.205  12.558   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.522  13.939   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.377  15.220   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.914  15.120   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.596  13.740   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.742  12.459   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.033   2.135   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.251   3.835   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.069   5.458   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.601   6.504   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.626   5.553   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.172   6.993   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -3.711   6.918   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -4.115   5.432   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -2.827   4.588   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17   24                                             
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14    6   18   36                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23   36                                                  
CONECT   23   22   24                                                       
CONECT   24   23    6   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   30                                                       
CONECT   36   22   17   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   44                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   40                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,5R,6R,7R,9S,12S)-5-(Acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2E)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0,]dodecan-12-yl furan-3-carboxylic acid	Generator

Chemical Formula

C₃₃H₃₈O₁₁

Average Mass

610.6560 Da

Monoisotopic Mass

610.24141 Da

IUPAC Name

(1R,2R,5R,6R,7R,9S,12S)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2E)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-12-yl furan-3-carboxylate

Traditional Name

(1R,2R,5R,6R,7R,9S,12S)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2E)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-12-yl furan-3-carboxylate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@]12[C@@H](CC[C@@](C)(O)[C@@]11OC(C)(C)[C@@H](C[C@H]2OC(=O)\C=C\C2=CC=CC=C2)[C@@H]1OC(=O)C1=COC=C1)OC(C)=O

InChI Identifier

InChI=1S/C33H38O11/c1-20(34)40-19-32-25(41-21(2)35)13-15-31(5,38)33(32)28(43-29(37)23-14-16-39-18-23)24(30(3,4)44-33)17-26(32)42-27(36)12-11-22-9-7-6-8-10-22/h6-12,14,16,18,24-26,28,38H,13,15,17,19H2,1-5H3/b12-11+/t24-,25+,26+,28-,31+,32+,33+/m0/s1

InChI Key

KLBGJKBYPWKZDT-NAGODCOCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Euonymus nanoides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Agarofurans

Alternative Parents

Substituents

Agarofuran
Tetracarboxylic acid or derivatives
Cinnamic acid or derivatives
Cinnamic acid ester
Furoic acid ester
Furoic acid or derivatives
Furan-3-carboxylic acid ester
Furan-3-carboxylic acid or derivatives
Styrene
Fatty acid ester
Oxepane
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Cyclic alcohol
Heteroaromatic compound
Furan
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Tetrahydrofuran
Enoate ester
Carboxylic acid ester
Ether
Dialkyl ether
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Carbonyl group
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	3.58	ChemAxon
pKa (Strongest Acidic)	13.75	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	147.8 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	154.33 m³·mol⁻¹	ChemAxon
Polarizability	63.07 Å³	ChemAxon
Number of Rings	5	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

163194122

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,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate (NP0251466)

MOL for NP0251466 ((1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate)

3D MOL for NP0251466 ((1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate)

3D SDF for NP0251466 ((1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate)

3D-SDF for NP0251466 ((1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate)

PDB for NP0251466 ((1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate)

3D PDB for NP0251466 ((1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate)

SMILES for NP0251466 ((1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate)

INCHI for NP0251466 ((1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate)

Structure for NP0251466 ((1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate)

3D Structure for NP0251466 ((1r,2r,5r,6r,7r,9s,12s)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-hydroxy-2,10,10-trimethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl furan-3-carboxylate)