NP-MRD: Showing NP-Card for methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate (NP0189976)

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Record Information

Version

2.0

Created at

2022-09-04 06:34:05 UTC

Updated at

2022-09-04 06:34:05 UTC

NP-MRD ID

NP0189976

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate

Description

Methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylate belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate is found in Daldinia concentrica. Based on a literature review very few articles have been published on methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042208342D          

 25 26  0  0  0  0            999 V2000
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    1.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4782    1.6455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  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
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 20 24  1  0  0  0  0
  5 24  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
   -4.0950    2.7397    0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2732    1.5937    0.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440    1.1165   -0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8517    1.7542   -1.6347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692   -0.0584   -0.6170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6320   -1.2551   -0.2981 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6034   -1.0806    0.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -2.5353   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180   -2.3514   -0.7122 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2191   -3.5311   -0.6048 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1863   -1.3161    0.1254 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5168   -1.0535   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6160   -1.8486    0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325   -1.4387   -1.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7749    0.3899   -0.2695 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7557    0.5934    0.7119 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9758    1.1909    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9890    1.3887    1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2145    1.5739   -0.7030 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4310    1.0158    0.0814 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6711    1.7359    1.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    2.1079   -0.9156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1685    1.6615   -2.2377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710   -0.0177    0.2601 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0568   -0.0067    1.5946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133    3.0779   -0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1424    2.5230    0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6710    3.6081    1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4128   -0.1980   -1.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2503   -1.4092   -1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8894   -2.0791    1.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3229   -0.4622    1.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5901   -0.6765    0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4097   -3.4181   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582   -2.7308    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6285   -2.0843   -1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3097   -4.2625   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3652   -1.8152    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3248   -1.8896    1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6997   -2.8248   -0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5412   -1.2433    0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6182   -1.0080   -2.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -2.5268   -2.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8723   -0.9710   -2.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2005    0.8032   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7638    0.6971    2.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9729    1.1554    1.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0217    2.4524    1.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554    2.6488    1.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229    1.9185    1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1767    0.9769    2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5566    2.8387   -0.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1694    2.7134   -0.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2072    2.3721   -2.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4764   -0.5548    2.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  1
 24  5  1  0
 24 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  6
  6 30  1  6
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  6
 10 37  1  0
 11 38  1  1
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  6
 18 46  1  0
 18 47  1  0
 18 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
M  END


  Mrv1652309042208342D          

 25 26  0  0  0  0            999 V2000
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    1.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4782    1.6455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  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
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 20 24  1  0  0  0  0
  5 24  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0189976

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1C(C)CC(O)C2C(C)(C)C(OC(C)=O)C(C)(CO)C12O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O7/c1-9-7-11(21)13-16(3,4)15(25-10(2)20)17(5,8-19)18(13,23)12(9)14(22)24-6/h9,11-13,15,19,21,23H,7-8H2,1-6H3

> <INCHI_KEY>
LKOUBWVSURQBDA-UHFFFAOYSA-N

> <FORMULA>
C18H30O7

> <MOLECULAR_WEIGHT>
358.431

> <EXACT_MASS>
358.199153306

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
37.62815926445681

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylate

> <JCHEM_LOGP>
-0.13306668500000046

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.702498422833013

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.468229614218593

> <JCHEM_PKA_STRONGEST_BASIC>
-2.821711031127924

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
88.26249999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate

> <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       7.454   6.160   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.454   4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.787   4.620   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.949  -1.883   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.989  -1.246   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.877   0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.107  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.877  -1.897   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.433  -0.564   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.949   3.423   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.989   2.786   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.989   4.326   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.626   3.072   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   24                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   24                                                  
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   21   22   24                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   20    5   11   25                                             
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylic acid	Generator

Chemical Formula

C₁₈H₃₀O₇

Average Mass

358.4310 Da

Monoisotopic Mass

358.19915 Da

IUPAC Name

methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylate

Traditional Name

methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1C(C)CC(O)C2C(C)(C)C(OC(C)=O)C(C)(CO)C12O

InChI Identifier

InChI=1S/C18H30O7/c1-9-7-11(21)13-16(3,4)15(25-10(2)20)17(5,8-19)18(13,23)12(9)14(22)24-6/h9,11-13,15,19,21,23H,7-8H2,1-6H3

InChI Key

LKOUBWVSURQBDA-UHFFFAOYSA-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
Daldinia concentrica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

Bicyclic monoterpenoid
11-noriridane monoterpenoid
Dicarboxylic acid or derivatives
Cyclic alcohol
Tertiary alcohol
Methyl ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	-0.13	ChemAxon
pKa (Strongest Acidic)	13.47	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.26 m³·mol⁻¹	ChemAxon
Polarizability	37.63 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

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

163064446

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate (NP0189976)

MOL for NP0189976 (methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate)

3D MOL for NP0189976 (methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate)

3D SDF for NP0189976 (methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate)

3D-SDF for NP0189976 (methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate)

PDB for NP0189976 (methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate)

3D PDB for NP0189976 (methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate)

SMILES for NP0189976 (methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate)

INCHI for NP0189976 (methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate)

Structure for NP0189976 (methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate)

3D Structure for NP0189976 (methyl 2-(acetyloxy)-3a,7-dihydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate)