NP-MRD: Showing NP-Card for (1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate (NP0267614)

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Record Information

Version

2.0

Created at

2022-09-08 12:27:06 UTC

Updated at

2022-09-08 12:27:07 UTC

NP-MRD ID

NP0267614

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate

Description

Reissantin C 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,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate is found in Reissantia buchananii. Based on a literature review very few articles have been published on Reissantin C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082214272D          

 48 53  0  0  1  0            999 V2000
    1.3829    2.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1186    1.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684    1.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3295    0.4798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239   -0.2540    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3646    0.0846    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7712    0.8510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1727    0.9497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9369    1.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528    0.8532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454    2.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5226    3.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139    3.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6279    3.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9192    4.6958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1508    3.2857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9649    3.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6255    0.8903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9464    1.8033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506    2.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378    3.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2102    3.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0717    4.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024    4.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925    3.8404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0265    3.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7465    0.6006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2300    1.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9217   -1.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713   -0.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353   -1.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -0.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  2  4  1  0  0  0  0
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  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
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  7 19  1  0  0  0  0
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 41 43  1  6  0  0  0
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 28 44  1  0  0  0  0
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  6 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309082214272D          

 48 53  0  0  1  0            999 V2000
    1.3829    2.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3646    0.0846    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7712    0.8510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1727    0.9497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9369    1.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528    0.8532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454    2.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5226    3.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139    3.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6279    3.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9192    4.6958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1508    3.2857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9649    3.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595    2.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6255    0.8903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9464    1.8033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506    2.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378    3.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2102    3.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0717    4.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024    4.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925    3.8404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0265    3.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419    0.1273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6798    0.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728    0.2005    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7465    0.6006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6574    0.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2300    1.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9960   -0.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8195   -0.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0274   -0.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3322   -1.3353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6948   -0.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470   -0.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032   -1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1725   -1.3095    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2106   -2.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7925   -2.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6291   -0.6520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9217   -1.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713   -0.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353   -1.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -0.7358    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
  5  4  1  1  0  0  0
  6  5  1  1  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  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 11 18  2  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 27  2  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 38  2  0  0  0  0
 30 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  1  0  0  0
 41 43  1  6  0  0  0
 41 44  1  0  0  0  0
  5 44  1  0  0  0  0
 28 44  1  0  0  0  0
 44 45  1  6  0  0  0
 45 46  1  0  0  0  0
  6 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0267614

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C=C(C=CC1=O)C(=O)O[C@H]1[C@@H]2[C@@H](OC(C)=O)[C@]3(OC2(C)C)[C@@](C)(O)CC[C@H](OC(=O)C2=COC=C2)[C@@]3(C)[C@H]1OC(=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H37NO13/c1-18(36)44-26-24-25(46-28(38)19-7-8-23(37)35(6)15-19)27(47-30(40)21-11-14-43-17-21)33(5)22(45-29(39)20-10-13-42-16-20)9-12-32(4,41)34(26,33)48-31(24,2)3/h7-8,10-11,13-17,22,24-27,41H,9,12H2,1-6H3/t22-,24+,25-,26+,27-,32-,33-,34-/m0/s1

> <INCHI_KEY>
JRHJSZMJYORLNR-RAMPUJJFSA-N

> <FORMULA>
C34H37NO13

> <MOLECULAR_WEIGHT>
667.664

> <EXACT_MASS>
667.226490255

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
66.371749260292

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5S,6S,7R,8S,9R,12R)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-8-yl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

> <JCHEM_LOGP>
2.777250475333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.759189194614567

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6694322931806447

> <JCHEM_POLAR_SURFACE_AREA>
181.25

> <JCHEM_REFRACTIVITY>
162.61880000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,6S,7R,8S,9R,12R)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       2.581   3.973   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.088   2.583   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.874   3.504   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.482   0.896   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.911  -0.474   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.681   0.158   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.439   1.588   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.322   1.773   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.749   2.710   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.899   1.593   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.951   4.443   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.975   5.634   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.519   7.075   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.039   7.325   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.583   8.765   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      -4.015   6.133   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -5.534   6.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.471   4.693   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.034   1.662   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.633   3.366   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.894   5.090   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.311   6.567   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.126   6.012   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.867   7.530   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.231   8.245   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.333   7.169   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.649   5.789   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.812   0.238   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.002   1.400   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.363   0.374   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.993   1.121   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.694   1.419   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.763   2.655   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.326  -0.081   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.863  -0.173   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.251  -1.663   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.954  -2.492   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       8.764  -1.515   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.248  -0.893   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.606  -2.302   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.055  -2.444   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.126  -4.078   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       3.346  -3.926   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       3.041  -1.217   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       1.721  -2.253   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       0.320  -1.417   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -0.999  -2.352   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -1.308  -1.373   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   44                                                  
CONECT    6    5    7   46                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   11                                                       
CONECT   19    7   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   23                                                       
CONECT   28   19   29   30   44                                             
CONECT   29   28                                                            
CONECT   30   28   31   39                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   38                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   34                                                       
CONECT   39   30   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43   44                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   41    5   28   45                                             
CONECT   45   44   46                                                       
CONECT   46   45    6   47   48                                             
CONECT   47   46                                                            
CONECT   48   46                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  106    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₃₇NO₁₃

Average Mass

667.6640 Da

Monoisotopic Mass

667.22649 Da

IUPAC Name

(1S,2S,5S,6S,7R,8S,9R,12R)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-8-yl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

Traditional Name

(1S,2S,5S,6S,7R,8S,9R,12R)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate

CAS Registry Number

Not Available

SMILES

CN1C=C(C=CC1=O)C(=O)O[C@H]1[C@@H]2[C@@H](OC(C)=O)[C@]3(OC2(C)C)[C@@](C)(O)CC[C@H](OC(=O)C2=COC=C2)[C@@]3(C)[C@H]1OC(=O)C1=COC=C1

InChI Identifier

InChI=1S/C34H37NO13/c1-18(36)44-26-24-25(46-28(38)19-7-8-23(37)35(6)15-19)27(47-30(40)21-11-14-43-17-21)33(5)22(45-29(39)20-10-13-42-16-20)9-12-32(4,41)34(26,33)48-31(24,2)3/h7-8,10-11,13-17,22,24-27,41H,9,12H2,1-6H3/t22-,24+,25-,26+,27-,32-,33-,34-/m0/s1

InChI Key

JRHJSZMJYORLNR-RAMPUJJFSA-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
Reissantia buchananii	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
Dihydropyridinecarboxylic acid derivative
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Furoic acid or derivatives
Furan-3-carboxylic acid ester
Furan-3-carboxylic acid or derivatives
Dihydropyridine
Oxepane
Pyridinone
Hydropyridine
Pyridine
Vinylogous amide
Cyclic alcohol
Furan
Heteroaromatic compound
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Lactam
Azacycle
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Alcohol
Organonitrogen compound
Organooxygen compound
Organic oxide
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	2.78	ChemAxon
pKa (Strongest Acidic)	13.76	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	181.25 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	162.62 m³·mol⁻¹	ChemAxon
Polarizability	66.37 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

C00045040

Chemspider ID

9665628

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11490819

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,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate (NP0267614)

MOL for NP0267614 ((1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate)

3D MOL for NP0267614 ((1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate)

3D SDF for NP0267614 ((1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate)

3D-SDF for NP0267614 ((1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate)

PDB for NP0267614 ((1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate)

3D PDB for NP0267614 ((1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate)

SMILES for NP0267614 ((1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate)

INCHI for NP0267614 ((1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate)

Structure for NP0267614 ((1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate)

3D Structure for NP0267614 ((1s,2s,5s,6s,7r,8s,9r,12r)-12-(acetyloxy)-5,7-bis(furan-3-carbonyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl 1-methyl-6-oxopyridine-3-carboxylate)