NP-MRD: Showing NP-Card for methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate (NP0294602)

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Record Information

Version

2.0

Created at

2022-09-10 03:13:24 UTC

Updated at

2022-09-10 03:13:24 UTC

NP-MRD ID

NP0294602

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate

Description

Methyl 2-[(1S,4aS,5S,5'R,8aR)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,5,6,7,8,8a-hexahydro-4H-spiro[naphthalene-1,2'-oxolane]-5'-yl]acetate belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety. Based on a literature review very few articles have been published on methyl 2-[(1S,4aS,5S,5'R,8aR)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,5,6,7,8,8a-hexahydro-4H-spiro[naphthalene-1,2'-oxolane]-5'-yl]acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102205132D          

 25 27  0  0  1  0            999 V2000
    4.0502    3.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1522    2.9157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942    2.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7342    2.7390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963    1.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9383    1.1016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5121    1.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5020    0.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1034   -0.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932   -0.0670    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1912    0.7516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4803   -0.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2697   -1.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779   -1.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0886   -1.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4862   -1.7583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9015   -0.3910    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1121   -0.1512    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0131   -0.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117   -0.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749    0.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5274    1.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168    0.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5039    0.1727    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9025    0.8950    0.0000 C   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
  6  5  1  1  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
  6 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  1  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 24  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  1  6  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
    5.8041   -1.5385   -1.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964   -1.0122   -0.7917 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3585    0.0794    0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3691    0.5784    0.5670 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0366    0.6676    0.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9122   -0.0514   -0.4098 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2232    0.0376   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696   -1.4792   -0.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6878   -1.4348    1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0099   -0.1442    0.7916 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7440    0.5922   -0.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1518    0.6656    2.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4474    0.3257    3.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.7514    1.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5070    2.0922    0.6112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8544    3.2687    0.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    1.0708   -0.4218 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9711    1.0990   -1.1612 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8807    2.1464   -0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7624    1.5158   -2.4979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7336   -0.1889   -1.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9108   -1.4177   -1.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -1.2949   -0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3915   -0.2809    0.2241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3091   -0.6106    1.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2821   -1.0049   -1.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7078   -2.6099   -1.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3882   -1.3796   -0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601    0.7258    1.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559    1.7192   -0.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6567   -0.9233   -2.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9108    0.8735   -2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692    0.1826   -2.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7146   -1.9008    0.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107   -2.1439   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0501   -2.3217    1.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2205   -1.4116    2.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0161    0.9943    4.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5449    0.4606    3.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -0.7080    3.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554    2.3663    2.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462    1.2132   -1.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8925    2.1427    0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6927    3.1368   -1.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9373    1.8926   -0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4976    0.7598   -3.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892   -0.1556   -2.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4853   -0.2132   -0.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4252   -2.2128   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9057   -1.8667   -2.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1071   -2.2912   -0.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9039   -0.9700   -1.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0822    0.1337    1.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7460   -1.6331    1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554   -0.7496    2.3288 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
  6  5  1  1
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  6
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 11  6  1  0
 24 17  1  0
 24 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 17 42  1  6
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
M  END


  Mrv1652309102205132D          

 25 27  0  0  1  0            999 V2000
    4.0502    3.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1522    2.9157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942    2.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7342    2.7390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963    1.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9383    1.1016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5121    1.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5020    0.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1034   -0.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932   -0.0670    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1912    0.7516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4803   -0.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2697   -1.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779   -1.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0886   -1.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4862   -1.7583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9015   -0.3910    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1121   -0.1512    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0131   -0.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117   -0.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749    0.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5274    1.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168    0.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5039    0.1727    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9025    0.8950    0.0000 C   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
  6  5  1  1  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
  6 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  1  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 24  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0294602

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@@]1(C)CC[C@]2(O1)C(C)=CC(=O)[C@@H]1[C@@](C)(O)CCC[C@@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O5/c1-13-11-14(21)16-18(3,7-6-8-19(16,4)23)20(13)10-9-17(2,25-20)12-15(22)24-5/h11,16,23H,6-10,12H2,1-5H3/t16-,17+,18+,19-,20-/m0/s1

> <INCHI_KEY>
AEAWUZUAVVBDOI-MDMHHNQBSA-N

> <FORMULA>
C20H30O5

> <MOLECULAR_WEIGHT>
350.455

> <EXACT_MASS>
350.209324066

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.22725488362804

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[(1S,4aS,5S,5'R,8aR)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,5,6,7,8,8a-hexahydro-4H-spiro[naphthalene-1,2'-oxolane]-5'-yl]acetate

> <JCHEM_LOGP>
2.433631465333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.607417205871442

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.575527620210263

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9840574656428682

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
94.1792

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,4aS,5S,5'R,8aR)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolane]-5'-ylacetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       7.560   6.971   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.751   5.443   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.523   4.514   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.104   5.113   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.713   2.985   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.485   2.056   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.689   3.375   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.537   0.932   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.793  -0.416   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.281  -0.125   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.090   1.403   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.630  -1.625   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.103  -2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.505  -2.677   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.032  -2.230   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.908  -3.282   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.683  -0.730   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.209  -0.282   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.024  -1.811   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.328  -0.366   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.140   1.218   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.985   2.270   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.458   1.822   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.807   0.322   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.551   1.671   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                                                       
CONECT    6    5    7    8   11                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   24                                             
CONECT   11   10    6                                                       
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   24                                                  
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   17   10   25                                             
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(1S,4as,5S,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,5,6,7,8,8a-hexahydro-4H-spiro[naphthalene-1,2'-oxolane]-5'-yl]acetic acid	Generator

Chemical Formula

C₂₀H₃₀O₅

Average Mass

350.4550 Da

Monoisotopic Mass

350.20932 Da

IUPAC Name

methyl 2-[(1S,4aS,5S,5'R,8aR)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,5,6,7,8,8a-hexahydro-4H-spiro[naphthalene-1,2'-oxolane]-5'-yl]acetate

Traditional Name

methyl (1S,4aS,5S,5'R,8aR)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolane]-5'-ylacetate

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@@]1(C)CC[C@]2(O1)C(C)=CC(=O)[C@@H]1[C@@](C)(O)CCC[C@@]21C

InChI Identifier

InChI=1S/C20H30O5/c1-13-11-14(21)16-18(3,7-6-8-19(16,4)23)20(13)10-9-17(2,25-20)12-15(22)24-5/h11,16,23H,6-10,12H2,1-5H3/t16-,17+,18+,19-,20-/m0/s1

InChI Key

AEAWUZUAVVBDOI-MDMHHNQBSA-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 abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Abscisic acids and derivatives

Alternative Parents

Substituents

Abscisic acid
Cyclohexenone
Fatty acid ester
Fatty acyl
Cyclic alcohol
Methyl ester
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
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
logP	2.43	ChemAxon
pKa (Strongest Acidic)	14.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.18 m³·mol⁻¹	ChemAxon
Polarizability	38.23 Å³	ChemAxon
Number of Rings	3	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

162988129

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-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate (NP0294602)

MOL for NP0294602 (methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate)

3D MOL for NP0294602 (methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate)

3D SDF for NP0294602 (methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate)

3D-SDF for NP0294602 (methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate)

PDB for NP0294602 (methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate)

3D PDB for NP0294602 (methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate)

SMILES for NP0294602 (methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate)

INCHI for NP0294602 (methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate)

Structure for NP0294602 (methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate)

3D Structure for NP0294602 (methyl 2-[(1s,4as,5s,5'r,8ar)-5-hydroxy-2,5,5',8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydrospiro[naphthalene-1,2'-oxolan]-5'-yl]acetate)