NP-MRD: Showing NP-Card for (1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate (NP0313282)

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Record Information

Version

2.0

Created at

2022-09-11 10:43:10 UTC

Updated at

2022-09-11 10:43:11 UTC

NP-MRD ID

NP0313282

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate

Description

Scutalpin L belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. (1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate is found in Scutellaria alpina. Based on a literature review very few articles have been published on Scutalpin L.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112212432D          

 46 51  0  0  1  0            999 V2000
    0.7015    0.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570    0.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0486   -0.4684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1217    0.7370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8773    0.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9681   -0.4142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2186    0.3718    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6632    0.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9137    1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7197    1.9439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582    2.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5522    2.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9967    2.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2472    3.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0532    3.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087    3.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0246    0.5479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2751    1.3339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3316    2.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0266    3.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3881    3.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
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  6 44  1  0  0  0  0
 44 45  1  0  0  0  0
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 44 46  1  1  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309112212432D          

 46 51  0  0  1  0            999 V2000
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    3.7197    1.9439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582    2.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5522    2.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9967    2.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2472    3.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0532    3.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087    3.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0246    0.5479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2751    1.3339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0811    1.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6366    0.9001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3316    2.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7761    2.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0266    3.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8326    3.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3881    3.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1376    2.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5801   -0.0621    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0844    0.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3107   -0.4453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3296   -0.8481    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1472   -0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631   -1.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0937   -2.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1271   -2.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137   -3.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5908   -4.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1023   -4.7790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7664   -4.1652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4799   -3.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236   -1.0242    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2731   -1.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4671   -1.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9116   -1.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622   -0.5903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3761   -0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9861    0.2157    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  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  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  6  0  0  0
 27 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 34 39  1  0  0  0  0
 30 40  1  0  0  0  0
  6 40  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
  6 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 44 46  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0313282

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@@]12[C@@H](OC(=O)C3=CC=CC=C3)[C@H](OC(=O)C3=CC=CC=C3)[C@](C)(O)[C@@](C)(CCC3=CC(=O)OC3)[C@H]1CCC[C@]21CO1

> <INCHI_IDENTIFIER>
InChI=1S/C36H40O10/c1-23(37)43-22-36-27(15-10-17-35(36)21-44-35)33(2,18-16-24-19-28(38)42-20-24)34(3,41)29(45-31(39)25-11-6-4-7-12-25)30(36)46-32(40)26-13-8-5-9-14-26/h4-9,11-14,19,27,29-30,41H,10,15-18,20-22H2,1-3H3/t27-,29+,30+,33+,34+,35+,36+/m1/s1

> <INCHI_KEY>
NHHUZOTVKCPULF-XGGUDLTPSA-N

> <FORMULA>
C36H40O10

> <MOLECULAR_WEIGHT>
632.706

> <EXACT_MASS>
632.262147488

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
65.66548401704

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4aR,5S,6R,7S,8R,8aR)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-8-yl benzoate

> <JCHEM_LOGP>
5.241604909333332

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.53708635209043

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.470339745580225

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4387262462153565

> <JCHEM_POLAR_SURFACE_AREA>
137.96

> <JCHEM_REFRACTIVITY>
164.80920000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4aR,5S,6R,7S,8R,8aR)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxirane]-8-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       1.309   1.082   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.720   0.464   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.957  -0.874   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.961   1.376   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.371   0.757   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.541  -0.773   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.008   0.694   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.971   1.833   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.439   3.300   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.943   3.629   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.402   4.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.897   4.110   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.861   5.248   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.328   6.716   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.833   7.044   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.870   5.906   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.513   1.023   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.980   2.490   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.485   2.819   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.522   1.680   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.952   4.286   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.915   5.425   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.383   6.892   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.888   7.221   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.925   6.082   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.457   4.615   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.550  -0.116   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.491   1.103   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.913  -0.831   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.082  -1.583   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.608  -1.789   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.144  -3.122   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.508  -3.837   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.571  -5.376   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.852  -6.230   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.436  -7.713   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      11.391  -8.921   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       8.897  -7.775   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       8.362  -6.331   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.577  -1.912   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.110  -3.379   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.605  -3.708   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.568  -2.569   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.036  -1.102   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.569  -0.634   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       3.707   0.403   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   40   44                                             
CONECT    7    6    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    7   18   27                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   17   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31   32   40                                             
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   34                                                       
CONECT   40   30    6   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43    6   45   46                                             
CONECT   45   44   46                                                       
CONECT   46   45   44                                                       
MASTER        0    0    0    0    0    0    0    0   46    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₄₀O₁₀

Average Mass

632.7060 Da

Monoisotopic Mass

632.26215 Da

IUPAC Name

(1R,4aR,5S,6R,7S,8R,8aR)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-8-yl benzoate

Traditional Name

(1R,4aR,5S,6R,7S,8R,8aR)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxirane]-8-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@@]12[C@@H](OC(=O)C3=CC=CC=C3)[C@H](OC(=O)C3=CC=CC=C3)[C@](C)(O)[C@@](C)(CCC3=CC(=O)OC3)[C@H]1CCC[C@]21CO1

InChI Identifier

InChI=1S/C36H40O10/c1-23(37)43-22-36-27(15-10-17-35(36)21-44-35)33(2,18-16-24-19-28(38)42-20-24)34(3,41)29(45-31(39)25-11-6-4-7-12-25)30(36)46-32(40)26-13-8-5-9-14-26/h4-9,11-14,19,27,29-30,41H,10,15-18,20-22H2,1-3H3/t27-,29+,30+,33+,34+,35+,36+/m1/s1

InChI Key

NHHUZOTVKCPULF-XGGUDLTPSA-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
Scutellaria alpina	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
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Benzenoid
2-furanone
Monocyclic benzene moiety
Cyclitol or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Dihydrofuran
Cyclic alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	5.24	ChemAxon
pKa (Strongest Acidic)	7.47	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	137.96 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	164.81 m³·mol⁻¹	ChemAxon
Polarizability	65.67 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

C00041119

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

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BiGG ID

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Wikipedia Link

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METLIN ID

Not Available

PubChem Compound

101681762

PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for (1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate (NP0313282)

MOL for NP0313282 ((1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate)

3D MOL for NP0313282 ((1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate)

3D SDF for NP0313282 ((1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate)

3D-SDF for NP0313282 ((1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate)

PDB for NP0313282 ((1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate)

3D PDB for NP0313282 ((1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate)

SMILES for NP0313282 ((1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate)

INCHI for NP0313282 ((1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate)

Structure for NP0313282 ((1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate)

3D Structure for NP0313282 ((1r,4ar,5s,6r,7s,8r,8ar)-8a-[(acetyloxy)methyl]-7-(benzoyloxy)-6-hydroxy-5,6-dimethyl-5-[2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydrospiro[naphthalene-1,2'-oxiran]-8-yl benzoate)