NP-MRD: Showing NP-Card for (1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate (NP0192432)

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Record Information

Version

2.0

Created at

2022-09-04 09:39:08 UTC

Updated at

2022-09-04 09:39:08 UTC

NP-MRD ID

NP0192432

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate

Description

Xylogranatin A belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. (1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate is found in Xylocarpus granatum. (1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate was first documented in 2006 (PMID: 17020340). Based on a literature review very few articles have been published on Xylogranatin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042211392D          

 46 50  0  0  1  0            999 V2000
   -2.8579    3.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279    2.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    2.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7777    2.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    1.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178    0.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878   -0.0454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0477   -0.6691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3178   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3980   -2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680   -0.9809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4782   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7482   -1.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2081   -2.5400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5583   -2.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1676    0.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5821    0.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2376   -2.6959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5077    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2547    1.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2376    1.6696    0.0000 O   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
  3  4  1  0  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  6  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
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  8 19  1  0  0  0  0
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 31 33  1  0  0  0  0
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 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
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 29 40  1  0  0  0  0
 23 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
  9 42  1  0  0  0  0
 42 43  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
M  END

     RDKit          3D

 88 92  0  0  0  0  0  0  0  0999 V2000
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 36 81  1  0
M  END


  Mrv1652309042211392D          

 46 50  0  0  1  0            999 V2000
   -2.8579    3.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279    2.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    2.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7777    2.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    1.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178    0.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878   -0.0454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0477   -0.6691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3178   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3980   -2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680   -0.9809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4782   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7482   -1.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2081   -2.5400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5583   -2.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8284   -2.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3980   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1676    0.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5821    0.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7777   -2.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9676   -1.9164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2376   -2.6959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275   -2.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3827   -2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6527   -1.6046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1928   -2.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1126   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3827   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1928   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4628    0.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -0.6691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4628   -1.4486    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0029   -2.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8249   -2.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459   -2.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5222   -3.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158   -2.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975   -1.1368    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4275   -0.3573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2376   -0.5132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9676    0.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5077    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2547    1.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2376    1.6696    0.0000 O   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
  3  4  1  0  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  6  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 35 39  2  0  0  0  0
 29 40  1  0  0  0  0
 23 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
  9 42  1  0  0  0  0
 42 43  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0192432

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@@H]1C(C)=C2O[C@]3(O)CC[C@@]4(C)[C@@H](OC(=O)C=C4[C@@]3(O)[C@H](OC(C)=O)[C@H]2[C@@H](OC(=O)C(\C)=C\C)C1(C)C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H42O12/c1-9-17(2)30(38)45-28-25-26(18(3)21(31(28,5)6)14-23(36)41-8)46-33(39)12-11-32(7)22(34(33,40)29(25)43-19(4)35)15-24(37)44-27(32)20-10-13-42-16-20/h9-10,13,15-16,21,25,27-29,39-40H,11-12,14H2,1-8H3/b17-9+/t21-,25-,27+,28-,29-,32-,33-,34-/m1/s1

> <INCHI_KEY>
PERCWOXLOHUPKZ-CLMWQHSRSA-N

> <FORMULA>
C34H42O12

> <MOLECULAR_WEIGHT>
642.698

> <EXACT_MASS>
642.267626792

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
66.57296257670859

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4bR,5R,5aR,6R,8S,10aR,12aR)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-1,3,4b,5,5a,6,7,8,10a,11,12,12a-dodecahydro-2,10-dioxatetraphen-6-yl (2E)-2-methylbut-2-enoate

> <JCHEM_LOGP>
3.401409173666665

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.287140299941308

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.67551100022127

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8850893757132274

> <JCHEM_POLAR_SURFACE_AREA>
168.03

> <JCHEM_REFRACTIVITY>
161.98169999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4bR,5R,5aR,6R,8S,10aR,12aR)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1H-2,10-dioxatetraphen-6-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.335   6.609   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.839   5.154   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.831   3.990   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.318   4.281   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   2.534   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -6.847   2.243   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -4.327   1.370   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.831  -0.085   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.822  -1.249   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.327  -2.704   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.839  -2.995   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.343  -4.450   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.847  -1.831   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.359  -2.122   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.863  -3.577   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -7.855  -4.741   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0     -10.376  -3.868   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0     -10.880  -5.323   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.343  -0.376   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.780   0.179   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.687   1.125   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.318  -3.868   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.806  -3.577   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.310  -5.032   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.798  -4.741   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.714  -4.450   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.218  -2.995   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.227  -4.159   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.210  -1.831   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.714  -0.376   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.227  -0.085   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.731   1.370   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.235  -1.249   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.731  -2.704   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.739  -3.868   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.273  -3.737   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.872  -5.156   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.708  -6.164   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       3.390  -5.368   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.302  -2.122   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -0.798  -0.667   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -2.310  -0.958   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -1.806   0.497   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -2.814   1.661   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -4.209   2.315   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -2.310   3.117   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   19                                                  
CONECT    9    8   10   42                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   13    8   20   21                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   10   23                                                       
CONECT   23   22   24   25   40                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29   34                                             
CONECT   28   27                                                            
CONECT   29   27   30   40                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   27   35                                                  
CONECT   35   34   36   39                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   35                                                       
CONECT   40   29   23   41   42                                             
CONECT   41   40                                                            
CONECT   42   40    9   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₄₂O₁₂

Average Mass

642.6980 Da

Monoisotopic Mass

642.26763 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@@H]1C(C)=C2O[C@]3(O)CC[C@@]4(C)[C@@H](OC(=O)C=C4[C@@]3(O)[C@H](OC(C)=O)[C@H]2[C@@H](OC(=O)C(\C)=C\C)C1(C)C)C1=COC=C1

InChI Identifier

InChI=1S/C34H42O12/c1-9-17(2)30(38)45-28-25-26(18(3)21(31(28,5)6)14-23(36)41-8)46-33(39)12-11-32(7)22(34(33,40)29(25)43-19(4)35)15-24(37)44-27(32)20-10-13-42-16-20/h9-10,13,15-16,21,25,27-29,39-40H,11-12,14H2,1-8H3/b17-9+/t21-,25-,27+,28-,29-,32-,33-,34-/m1/s1

InChI Key

PERCWOXLOHUPKZ-CLMWQHSRSA-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
Xylocarpus granatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Dihydropyranone
Fatty acid ester
Monosaccharide
Oxane
Pyran
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Heteroaromatic compound
Tertiary alcohol
Cyclic alcohol
Furan
Carboxylic acid ester
Hemiacetal
Lactone
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00032532

Chemspider ID

10481486

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16091090

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yin S, Fan CQ, Wang XN, Lin LP, Ding J, Yue JM: Xylogranatins A-D: novel tetranortriterpenoids with an unusual 9,10-seco scaffold from marine mangrove Xylocarpus granatum. Org Lett. 2006 Oct 12;8(21):4935-8. doi: 10.1021/ol062101t. [PubMed:17020340 ]
LOTUS database [Link]

Showing NP-Card for (1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate (NP0192432)

MOL for NP0192432 ((1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate)

3D MOL for NP0192432 ((1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate)

3D SDF for NP0192432 ((1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate)

3D-SDF for NP0192432 ((1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate)

PDB for NP0192432 ((1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate)

3D PDB for NP0192432 ((1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate)

SMILES for NP0192432 ((1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate)

INCHI for NP0192432 ((1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate)

Structure for NP0192432 ((1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate)

3D Structure for NP0192432 ((1r,4br,5r,5ar,6r,8s,10ar,12ar)-5-(acetyloxy)-1-(furan-3-yl)-4b,10a-dihydroxy-8-(2-methoxy-2-oxoethyl)-7,7,9,12a-tetramethyl-3-oxo-5,5a,6,8,11,12-hexahydro-1h-2,10-dioxatetraphen-6-yl (2e)-2-methylbut-2-enoate)