NP-MRD: Showing NP-Card for methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate (NP0225338)

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Record Information

Version

2.0

Created at

2022-09-06 04:01:44 UTC

Updated at

2022-09-06 04:01:44 UTC

NP-MRD ID

NP0225338

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate

Description

21-Hydroxytoonacilide belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate was first documented in 2003 (PMID: 12648531). Based on a literature review very few articles have been published on 21-Hydroxytoonacilide.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062206012D          

 42 46  0  0  1  0            999 V2000
    1.5231    2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0147    1.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343    1.6432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1623    2.4002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8508    1.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599    2.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246    3.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    3.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4565    4.7724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942    3.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5435    4.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3138    3.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295    2.9993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5319    2.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0991    3.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8638    4.1975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9015    3.2152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4687    3.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258    0.9806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1454    1.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4734    1.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9819    2.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930    1.9264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977    0.2236    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4893   -0.4390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3089   -0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6369    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004   -1.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1782    0.1292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5977   -0.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6999   -0.5430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9626   -1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -1.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7580   -2.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4302   -2.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9759   -2.6599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594   -2.0055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9128   -0.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9046    0.5291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0681    1.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6866    0.7918    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  1  6  0  0  0
  4  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  6  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
  3 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  0  0  0  0
 31 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  1  0  0  0
 42 41  1  1  0  0  0
  2 42  1  0  0  0  0
 40 42  1  0  0  0  0
 29 42  1  0  0  0  0
M  END


  Mrv1652309062206012D          

 42 46  0  0  1  0            999 V2000
    1.5231    2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0147    1.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343    1.6432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1623    2.4002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8508    1.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599    2.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246    3.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    3.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4565    4.7724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942    3.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5435    4.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3138    3.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295    2.9993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5319    2.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0991    3.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8638    4.1975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9015    3.2152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4687    3.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258    0.9806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1454    1.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4734    1.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9819    2.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930    1.9264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977    0.2236    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4893   -0.4390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3089   -0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6369    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004   -1.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1782    0.1292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5977   -0.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6999   -0.5430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9626   -1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -1.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7580   -2.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4302   -2.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9759   -2.6599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594   -2.0055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9128   -0.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9046    0.5291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0681    1.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6866    0.7918    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  1  6  0  0  0
  4  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  6  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
  3 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  0  0  0  0
 31 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  1  0  0  0
 42 41  1  1  0  0  0
  2 42  1  0  0  0  0
 40 42  1  0  0  0  0
 29 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0225338

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1C(C)(C)C(=O)C=C[C@]1(C)[C@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@]2(C)[C@@H](C[C@H]3O[C@@]23C1=C)C1=CC(=O)OC1O

> <INCHI_IDENTIFIER>
InChI=1S/C31H38O11/c1-14-24(29(6)10-9-20(34)28(4,5)19(29)13-22(35)38-8)25(39-15(2)32)26(40-16(3)33)30(7)18(12-21-31(14,30)42-21)17-11-23(36)41-27(17)37/h9-11,18-19,21,24-27,37H,1,12-13H2,2-8H3/t18-,19-,21+,24+,25+,26-,27?,29-,30+,31+/m0/s1

> <INCHI_KEY>
XOWAOIDYRGQZSZ-KBLYHONDSA-N

> <FORMULA>
C31H38O11

> <MOLECULAR_WEIGHT>
586.634

> <EXACT_MASS>
586.241412044

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
58.377744382700286

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1R,2S)-2-[(R,1bR,2R,3R,4R,5aS,5bR)-2,3-bis(acetyloxy)--(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)-1b-methyl-5-methylidene-octahydroindeno[1,7a-b]oxiren-4-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate

> <JCHEM_LOGP>
2.2130001366666665

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.783083108036765

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.925414290445537

> <JCHEM_PKA_STRONGEST_BASIC>
-4.202106492549404

> <JCHEM_POLAR_SURFACE_AREA>
155.03000000000003

> <JCHEM_REFRACTIVITY>
145.30379999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1R,2S)-2-[(R,1bR,2R,3R,4R,5aS,5bR)-2,3-bis(acetyloxy)--(2-hydroxy-5-oxo-2H-furan-3-yl)-1b-methyl-5-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate

> <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       2.843   4.128   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.761   2.891   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.291   3.067   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.903   4.480   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.188   3.632   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.405   4.838   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.966   6.314   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.025   7.432   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.585   8.908   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.522   7.075   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.615   8.612   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.052   7.251   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.962   5.599   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.460   5.241   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.518   6.359   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.079   7.835   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      11.016   6.002   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.075   7.120   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.208   1.830   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.738   2.007   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.350   3.420   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.433   4.656   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.880   3.596   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.596   0.417   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.513  -0.819   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.043  -0.643   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.656   0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.961  -1.880   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.066   0.241   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.849  -1.085   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.173  -1.014   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.664  -2.473   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.133  -2.935   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.148  -4.475   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.403  -5.367   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       3.688  -4.965   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       2.771  -3.728   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       1.231  -3.744   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       1.704  -0.552   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.689   0.988   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.994   2.497   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       3.148   1.478   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   42                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5    6   13                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10    4   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19    3   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30   31   42                                             
CONECT   30   29                                                            
CONECT   31   29   32   39                                                  
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   32   38                                                  
CONECT   38   37                                                            
CONECT   39   31   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40   42                                                       
CONECT   42   41    2   40   29                                             
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₃₈O₁₁

Average Mass

586.6340 Da

Monoisotopic Mass

586.24141 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1C(C)(C)C(=O)C=C[C@]1(C)[C@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@]2(C)[C@@H](C[C@H]3O[C@@]23C1=C)C1=CC(=O)OC1O

InChI Identifier

InChI=1S/C31H38O11/c1-14-24(29(6)10-9-20(34)28(4,5)19(29)13-22(35)38-8)25(39-15(2)32)26(40-16(3)33)30(7)18(12-21-31(14,30)42-21)17-11-23(36)41-27(17)37/h9-11,18-19,21,24-27,37H,1,12-13H2,2-8H3/t18-,19-,21+,24+,25+,26-,27?,29-,30+,31+/m0/s1

InChI Key

XOWAOIDYRGQZSZ-KBLYHONDSA-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

Not Available

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
Cyclohexenone
2-furanone
Oxane
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Hemiacetal
Ketone
Cyclic ketone
Lactone
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
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

4476960

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318362

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cheplogoi PK, Mulholland DA: Tetranortriterpenoid derivatives from Turraea parvifolia (Meliaceae). Phytochemistry. 2003 Apr;62(8):1173-8. doi: 10.1016/s0031-9422(03)00028-1. [PubMed:12648531 ]
LOTUS database [Link]

Showing NP-Card for methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate (NP0225338)

MOL for NP0225338 (methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D MOL for NP0225338 (methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D SDF for NP0225338 (methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D-SDF for NP0225338 (methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

PDB for NP0225338 (methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D PDB for NP0225338 (methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

SMILES for NP0225338 (methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

INCHI for NP0225338 (methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

Structure for NP0225338 (methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D Structure for NP0225338 (methyl 2-[(1r,2s)-2-[(1ar,3r,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(2-hydroxy-5-oxo-2h-furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)