NP-MRD: Showing NP-Card for (1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate (NP0213383)

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Record Information

Version

2.0

Created at

2022-09-05 12:21:27 UTC

Updated at

2022-09-05 12:21:28 UTC

NP-MRD ID

NP0213383

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate

Description

(1S,2S,4S,5R,6R,7S,9R,12R)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2R)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-7-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). (1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate is found in Euonymus hamiltonianus. Based on a literature review very few articles have been published on (1S,2S,4S,5R,6R,7S,9R,12R)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2R)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-7-yl furan-3-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052214212D          

 44 47  0  0  1  0            999 V2000
    7.4036    1.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5797    1.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302    0.3680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5046   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3064    0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320    1.1465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8569   -0.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331   -0.2371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6599    0.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8351    0.5561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0412    1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900    0.9101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -0.1234    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6531    0.4578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8934    0.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5700    0.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1047   -0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0588   -0.8122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4269   -1.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2845   -1.6626    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6599   -2.3973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2131   -4.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -5.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4355   -0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1756   -1.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7368   -0.5133    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1297   -1.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 41 42  1  0  0  0  0
 18 43  1  0  0  0  0
 13 43  1  0  0  0  0
 43 44  1  6  0  0  0
M  END

     RDKit          3D

 90 93  0  0  0  0  0  0  0  0999 V2000
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    4.6865   -1.5714   -1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5124   -1.8119   -2.2742 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7525   -3.0090   -3.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6275   -3.0183   -1.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222   -0.9677   -0.6166 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0045   -0.5300    2.5800 C   0  0  2  0  0  0  0  0  0  0  0  0
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 44 90  1  0
M  END


  Mrv1652309052214212D          

 44 47  0  0  1  0            999 V2000
    7.4036    1.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5797    1.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302    0.3680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5046   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3064    0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320    1.1465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8569   -0.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331   -0.2371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6599    0.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8351    0.5561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0412    1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900    0.9101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -0.1234    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6531    0.4578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8934    0.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5700    0.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1047   -0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0588   -0.8122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4269   -1.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2845   -1.6626    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6599   -2.3973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114   -3.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3874   -3.0475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -3.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2131   -4.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -5.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -4.7671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -3.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7420   -0.9114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1352   -1.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599   -1.6588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3531   -2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215   -3.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778   -2.4062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5838   -0.9369    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3239   -1.3013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0096   -0.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2123   -0.0429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7498   -1.2071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8042   -2.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4355   -0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1756   -1.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7368   -0.5133    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1297   -1.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  1  0  0  0
 10 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  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  1  0  0  0  0
 24 28  2  0  0  0  0
 20 29  1  0  0  0  0
 13 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 29 35  1  0  0  0  0
  8 35  1  0  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 18 43  1  0  0  0  0
 13 43  1  0  0  0  0
 43 44  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0213383

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)C(=O)O[C@H]1C[C@](C)(O)[C@]23OC(C)(C)[C@H](C[C@H](OC(=O)C4=COC=C4)[C@]2(COC(C)=O)[C@H]1OC(=O)[C@H](C)CC)[C@H]3O

> <INCHI_IDENTIFIER>
InChI=1S/C32H46O12/c1-9-17(3)26(35)41-22-14-30(8,38)32-24(34)21(29(6,7)44-32)13-23(42-28(37)20-11-12-39-15-20)31(32,16-40-19(5)33)25(22)43-27(36)18(4)10-2/h11-12,15,17-18,21-25,34,38H,9-10,13-14,16H2,1-8H3/t17-,18-,21-,22+,23+,24-,25+,30+,31-,32+/m1/s1

> <INCHI_KEY>
BLWAQKPMNRLBHN-LCFBVVHDSA-N

> <FORMULA>
C32H46O12

> <MOLECULAR_WEIGHT>
622.708

> <EXACT_MASS>
622.298926921

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
63.782560617962034

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4S,5R,6R,7S,9R,12R)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2R)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl furan-3-carboxylate

> <JCHEM_LOGP>
3.2120968983333347

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.020725527277467

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.317202230320785

> <JCHEM_PKA_STRONGEST_BASIC>
-3.05219061776818

> <JCHEM_POLAR_SURFACE_AREA>
168.02999999999997

> <JCHEM_REFRACTIVITY>
152.8341

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,5R,6R,7S,9R,12R)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2R)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl furan-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      13.820   1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.282   1.978   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.443   0.687   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.142  -0.685   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.905   0.768   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       9.206   2.140   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       9.066  -0.523   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.528  -0.443   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.832   0.943   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.292   1.038   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.677   2.529   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.901   1.699   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.358  -0.230   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.086   0.855   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.668   0.065   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.064   1.482   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.195  -0.387   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.976  -1.516   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.664  -2.977   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.264  -3.104   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.965  -4.475   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.128  -5.767   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.590  -5.689   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.829  -7.139   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.131  -8.512   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.221  -9.599   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.593  -8.899   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.350  -7.378   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.118  -1.701   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.852  -3.055   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.392  -3.096   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.126  -4.450   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.320  -5.763   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       9.665  -4.492   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       6.690  -1.749   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       8.071  -2.429   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       9.351  -1.573   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       9.730  -0.080   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      10.733  -2.253   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.834  -3.790   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      12.013  -1.397   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      13.394  -2.077   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.242  -0.958   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       3.976  -2.312   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   35                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14   29   43                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   19   43                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   24                                                       
CONECT   29   20   13   30   35                                             
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   29    8   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41                                                            
CONECT   43   18   13   44                                                  
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Value	Source
(1S,2S,4S,5R,6R,7S,9R,12R)-6-[(Acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2R)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0,]dodecan-7-yl furan-3-carboxylic acid	Generator

Chemical Formula

C₃₂H₄₆O₁₂

Average Mass

622.7080 Da

Monoisotopic Mass

622.29893 Da

IUPAC Name

(1S,2S,4S,5R,6R,7S,9R,12R)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2R)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl furan-3-carboxylate

Traditional Name

(1S,2S,4S,5R,6R,7S,9R,12R)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2R)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl furan-3-carboxylate

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)C(=O)O[C@H]1C[C@](C)(O)[C@]23OC(C)(C)[C@H](C[C@H](OC(=O)C4=COC=C4)[C@]2(COC(C)=O)[C@H]1OC(=O)[C@H](C)CC)[C@H]3O

InChI Identifier

InChI=1S/C32H46O12/c1-9-17(3)26(35)41-22-14-30(8,38)32-24(34)21(29(6,7)44-32)13-23(42-28(37)20-11-12-39-15-20)31(32,16-40-19(5)33)25(22)43-27(36)18(4)10-2/h11-12,15,17-18,21-25,34,38H,9-10,13-14,16H2,1-8H3/t17-,18-,21-,22+,23+,24-,25+,30+,31-,32+/m1/s1

InChI Key

BLWAQKPMNRLBHN-LCFBVVHDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Euonymus hamiltonianus	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
Furoic acid ester
Furoic acid or derivatives
Furan-3-carboxylic acid ester
Furan-3-carboxylic acid or derivatives
Fatty acid ester
Oxepane
Cyclitol or derivatives
Fatty acyl
Cyclic alcohol
Furan
Heteroaromatic compound
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
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	3.21	ChemAxon
pKa (Strongest Acidic)	13.32	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	168.03 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	152.83 m³·mol⁻¹	ChemAxon
Polarizability	63.78 Å³	ChemAxon
Number of Rings	4	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

162992703

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate (NP0213383)

MOL for NP0213383 ((1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate)

3D MOL for NP0213383 ((1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate)

3D SDF for NP0213383 ((1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate)

3D-SDF for NP0213383 ((1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate)

PDB for NP0213383 ((1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate)

3D PDB for NP0213383 ((1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate)

SMILES for NP0213383 ((1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate)

INCHI for NP0213383 ((1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate)

Structure for NP0213383 ((1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate)

3D Structure for NP0213383 ((1s,2s,4s,5r,6r,7s,9r,12r)-6-[(acetyloxy)methyl]-2,12-dihydroxy-2,10,10-trimethyl-4,5-bis({[(2r)-2-methylbutanoyl]oxy})-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate)