NP-MRD: Showing NP-Card for (1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate (NP0235636)

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Record Information

Version

2.0

Created at

2022-09-06 18:20:12 UTC

Updated at

2022-09-06 18:20:12 UTC

NP-MRD ID

NP0235636

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate

Description

(1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2S)-2-{[(2R)-2-methylbutanoyl]oxy}-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-4-yl (2E)-2-methylbut-2-enoate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. (1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate is found in Ajuga decumbens. Based on a literature review very few articles have been published on (1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2S)-2-{[(2R)-2-methylbutanoyl]oxy}-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-4-yl (2E)-2-methylbut-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062220202D          

 45 48  0  0  1  0            999 V2000
   -0.4501   -1.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1408   -0.0739    0.0000 O   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
  3  4  1  0  0  0  0
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  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
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M  END

     RDKit          3D

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 12 59  1  0
  4 50  1  0
  4 51  1  0
  4 52  1  0
  2 49  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
 40 90  1  0
 44 91  1  0
 44 92  1  0
M  END


  Mrv1652309062220202D          

 45 48  0  0  1  0            999 V2000
   -0.4501   -1.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0802   -1.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2019   -0.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0144   -0.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3284    0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1408   -0.0739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0462    0.8446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7663    0.9879    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2966    0.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1090    0.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3912    1.2744    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1665    0.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0232    1.8047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8609    1.9064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4340    2.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345    2.3003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8076    2.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5802    3.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6081    2.6941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1431    2.6816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9555    2.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2377    3.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7074    4.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8108    4.1936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128    3.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8003    3.1704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2700    3.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181    2.3951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0122    1.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1963    2.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9108    2.3951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6253    2.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3397    2.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3397    1.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0542    2.8076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0542    3.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7687    2.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832    2.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9108    1.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2434    1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4983    0.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0134   -0.3669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3233    0.3006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5782    1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0484    1.7631    0.0000 C   0  0  1  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  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 13  1  1  0  0  0
 11 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 31 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 39 44  1  0  0  0  0
 45 28  1  1  0  0  0
  8 45  1  0  0  0  0
 14 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0235636

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)C(=O)O[C@@H](C[C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@@H]1[C@@H](CC[C@]21CO1)OC(=O)C(\C)=C\C)C1=CC(=O)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C34H48O11/c1-9-19(3)30(38)44-25-11-12-33(17-42-33)34(18-41-22(6)35)27(43-23(7)36)13-21(5)32(8,29(25)34)15-26(24-14-28(37)40-16-24)45-31(39)20(4)10-2/h9,14,20-21,25-27,29H,10-13,15-18H2,1-8H3/b19-9+/t20-,21-,25-,26+,27+,29-,32+,33+,34-/m1/s1

> <INCHI_KEY>
JTNPKPFJZRMAJE-XNTATDGDSA-N

> <FORMULA>
C34H48O11

> <MOLECULAR_WEIGHT>
632.747

> <EXACT_MASS>
632.319662366

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
66.7511712750471

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2S)-2-{[(2R)-2-methylbutanoyl]oxy}-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-4-yl (2E)-2-methylbut-2-enoate

> <JCHEM_LOGP>
4.495050375666665

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.593876878062546

> <JCHEM_PKA_STRONGEST_BASIC>
-4.204053640269234

> <JCHEM_POLAR_SURFACE_AREA>
144.03

> <JCHEM_REFRACTIVITY>
161.54980000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2S)-2-{[(2R)-2-methylbutanoyl]oxy}-2-(5-oxo-2H-furan-3-yl)ethyl]-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-4-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.840  -3.677   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.150  -2.497   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.377  -1.050   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.894  -0.783   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.613   0.129   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.130  -0.138   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.086   1.577   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.430   1.844   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.420   0.664   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.937   0.932   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.464   2.379   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.911   1.852   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.643   3.369   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.474   3.559   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.543   4.666   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.038   4.294   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -7.108   5.402   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.683   6.882   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.602   5.029   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.000   5.006   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.517   5.273   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -6.044   6.720   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.054   7.900   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -7.113   7.828   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -3.011   6.185   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.494   5.918   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.504   7.098   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.967   4.471   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.023   3.291   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.366   5.241   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.700   4.471   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.034   5.241   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.368   4.471   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.368   2.931   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.701   5.241   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.701   6.781   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.035   4.471   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.369   5.241   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.700   2.931   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.454   2.026   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.930   0.561   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       0.025  -0.685   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       2.470   0.561   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       2.946   2.026   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -1.957   3.291   0.000  0.00  0.00           C+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   45                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11   13                                                       
CONECT   13   12   11                                                       
CONECT   14   11   15   20   45                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   14   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30   45                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   39                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37                                                            
CONECT   39   31   40   44                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   39                                                       
CONECT   45   28    8   14                                                  
MASTER        0    0    0    0    0    0    0    0   45    0   96    0
END

View in JSmol

Synonyms

Value	Source
(1R,4R,4AR,5S,6R,8S,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2S)-2-{[(2R)-2-methylbutanoyl]oxy}-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-4-yl (2E)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₃₄H₄₈O₁₁

Average Mass

632.7470 Da

Monoisotopic Mass

632.31966 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)C(=O)O[C@@H](C[C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@@H]1[C@@H](CC[C@]21CO1)OC(=O)C(\C)=C\C)C1=CC(=O)OC1

InChI Identifier

InChI=1S/C34H48O11/c1-9-19(3)30(38)44-25-11-12-33(17-42-33)34(18-41-22(6)35)27(43-23(7)36)13-21(5)32(8,29(25)34)15-26(24-14-28(37)40-16-24)45-31(39)20(4)10-2/h9,14,20-21,25-27,29H,10-13,15-18H2,1-8H3/b19-9+/t20-,21-,25-,26+,27+,29-,32+,33+,34-/m1/s1

InChI Key

JTNPKPFJZRMAJE-XNTATDGDSA-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
Ajuga decumbens	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Fatty acid ester
2-furanone
Fatty acyl
Dihydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Ether
Oxirane
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

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

163057603

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate (NP0235636)

MOL for NP0235636 ((1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate)

3D MOL for NP0235636 ((1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate)

3D SDF for NP0235636 ((1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate)

3D-SDF for NP0235636 ((1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate)

PDB for NP0235636 ((1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate)

3D PDB for NP0235636 ((1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate)

SMILES for NP0235636 ((1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate)

INCHI for NP0235636 ((1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate)

Structure for NP0235636 ((1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate)

3D Structure for NP0235636 ((1r,4r,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2s)-2-{[(2r)-2-methylbutanoyl]oxy}-2-(5-oxo-2h-furan-3-yl)ethyl]-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-4-yl (2e)-2-methylbut-2-enoate)