NP-MRD: Showing NP-Card for (-)-9,10-epoxymuqubilin A (NP0043743)

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Record Information

Version

2.0

Created at

2021-06-21 01:04:03 UTC

Updated at

2021-06-30 00:19:36 UTC

NP-MRD ID

NP0043743

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-9,10-epoxymuqubilin A

Provided By

JEOL Database JEOL Logo

Description

CHEMBL2419353 belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (-)-9,10-epoxymuqubilin A is found in Diacarnus erythraeanus. (-)-9,10-epoxymuqubilin A was first documented in 2013 (Lefranc, F., et al.). Based on a literature review very few articles have been published on CHEMBL2419353.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212103043D          

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     RDKit          3D

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M  END


  Mrv1652306212103043D          

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    0.8145   -0.1173    1.3857 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1981    0.3995    1.0519 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3552   -0.4765    1.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923    1.7730    1.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3312    1.5147    0.0162 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5962    1.8668   -0.7125 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5170    1.5947   -2.2246 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5752    0.1057   -2.6510 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9627   -0.4831   -2.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8385   -1.4324   -4.5815 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8982   -2.0488   -3.5418 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4822   -3.4958   -3.8327 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.5683   -0.5869   -1.9020 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3705   -1.4193   -5.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7629   -2.0149   -4.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984   -1.4232   -3.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9727   -3.5464   -4.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2918   -5.5038   -4.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3441   -4.2506   -4.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2139   -4.4766   -2.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1384   -3.4766   -1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7464   -2.7235    3.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512   -1.8274    3.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5095   -4.2964    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0512   -4.5738    0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7406   -5.1999    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9105   -2.4466    2.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5593   -3.4154    1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2817   -4.0825    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0192   -1.1724    0.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9052   -2.0617   -0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3  2  2  0  0  0  0
  2 29  1  0  0  0  0
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  2  1  1  0  0  0  0
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  6  7  1  0  0  0  0
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 18 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043743

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])(C([H])([H])[H])[C@@]1([H])OO[C@](C([H])([H])[H])(C([H])([H])C([H])([H])[C@]2([H])O[C@@]2(C([H])([H])[H])C([H])([H])C([H])([H])C2=C(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C2(C([H])([H])[H])C([H])([H])[H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O5/c1-16-8-7-12-22(3,4)18(16)9-15-24(6)20(27-24)11-14-23(5)13-10-19(28-29-23)17(2)21(25)26/h17,19-20H,7-15H2,1-6H3,(H,25,26)/t17-,19+,20+,23+,24+/m1/s1

> <INCHI_KEY>
QVVWUQNRKZFZHV-XMPUZHHRSA-N

> <FORMULA>
C24H40O5

> <MOLECULAR_WEIGHT>
408.579

> <EXACT_MASS>
408.287574388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
45.95435369770826

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-[(3S,6R)-6-methyl-6-{2-[(2S,3S)-3-methyl-3-[2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethyl]oxiran-2-yl]ethyl}-1,2-dioxan-3-yl]propanoic acid

> <ALOGPS_LOGP>
5.38

> <JCHEM_LOGP>
5.481857270999999

> <ALOGPS_LOGS>
-4.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.1964382022966635

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1299632638429

> <JCHEM_POLAR_SURFACE_AREA>
68.29

> <JCHEM_REFRACTIVITY>
112.7147

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(3S,6R)-6-methyl-6-{2-[(2S,3S)-3-methyl-3-[2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethyl]oxiran-2-yl]ethyl}-1,2-dioxan-3-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 71  0  0  0  0  0  0  0  0999 V2000
   -1.9610   -0.2743   -0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0252   -1.4024    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9606   -1.8913    0.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4557   -1.3784    0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8145   -0.1173    1.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1981    0.3995    1.0519 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3552   -0.4765    1.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923    1.7730    1.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3312    1.5147    0.0162 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5962    1.8668   -0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5170    1.5947   -2.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752    0.1057   -2.6510 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9627   -0.4831   -2.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2150   -0.0041   -4.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8385   -1.4324   -4.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982   -2.0488   -3.5418 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4822   -3.4958   -3.8327 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6521   -4.4809   -3.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4765   -3.9293   -2.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -4.8800   -2.0260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6269   -3.1535   -2.7698 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034   -1.9898   -2.2977 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5683   -0.5869   -1.9020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1103   -3.0395    1.8630 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3358   -2.7699    3.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693   -4.3469    1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5942   -3.2472    2.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5265   -3.2527    1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4338   -1.9311    0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6765    0.5089   -0.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0695    0.6658    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1706   -0.9642    2.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2887    0.0857    1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066   -1.2570    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.8595   -0.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4748    1.3831   -0.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7525    2.9453   -0.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3307    2.1384   -2.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5801    2.0370   -2.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0564   -1.5109   -2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7545    0.1095   -2.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1532   -0.5322   -1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0282    0.3787   -4.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3367    0.6234   -4.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3705   -1.4193   -5.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7629   -2.0149   -4.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984   -1.4232   -3.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9727   -3.5464   -4.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2918   -5.5038   -4.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3441   -4.2506   -4.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2139   -4.4766   -2.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1384   -3.4766   -1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -3.5681    3.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464   -2.7235    3.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512   -1.8274    3.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5095   -4.2964    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0512   -4.5738    0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7406   -5.1999    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9105   -2.4466    2.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7113   -4.1869    2.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5593   -3.4154    1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2817   -4.0825    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0192   -1.1724    0.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9052   -2.0617   -0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
 24  3  1  0
  3  2  2  0
  2 29  1  0
 23 12  1  0
  3  4  1  0
  4  5  1  0
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M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.961  -0.274  -0.855  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.025  -1.402   0.149  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.961  -1.891   0.837  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.456  -1.378   0.585  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.815  -0.117   1.386  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.198   0.400   1.052  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.355  -0.477   1.430  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.392   1.773   1.428  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.331   1.515   0.016  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.596   1.867  -0.713  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.517   1.595  -2.225  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.575   0.106  -2.651  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.963  -0.483  -2.356  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.215  -0.004  -4.155  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.838  -1.432  -4.582  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.898  -2.049  -3.542  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.482  -3.496  -3.833  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.652  -4.481  -3.865  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.477  -3.929  -2.785  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.567  -4.880  -2.026  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.627  -3.154  -2.770  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.603  -1.990  -2.298  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.568  -0.587  -1.902  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.110  -3.039   1.863  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.336  -2.770   3.171  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.569  -4.347   1.242  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.594  -3.247   2.270  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.527  -3.253   1.070  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.434  -1.931   0.323  0.00  0.00           C+0
HETATM   30  H   UNK     0      -2.222  -0.646  -1.852  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.676   0.509  -0.582  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.984   0.206  -0.929  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.185  -2.169   0.790  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.579  -1.183  -0.484  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.771  -0.319   2.461  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.070   0.666   1.197  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.171  -0.964   2.393  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.289   0.086   1.530  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.507  -1.257   0.678  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.442   1.859  -0.498  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.475   1.383  -0.279  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.753   2.945  -0.582  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.331   2.138  -2.722  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.580   2.037  -2.589  0.00  0.00           H+0
HETATM   45  H   UNK     0       5.056  -1.511  -2.722  0.00  0.00           H+0
HETATM   46  H   UNK     0       5.755   0.110  -2.825  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.153  -0.532  -1.279  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.028   0.379  -4.783  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.337   0.623  -4.359  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.370  -1.419  -5.572  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.763  -2.015  -4.660  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.998  -1.423  -3.464  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.973  -3.546  -4.803  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.292  -5.504  -4.025  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.344  -4.251  -4.681  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.214  -4.477  -2.925  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.138  -3.477  -1.996  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.512  -3.568   3.902  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.746  -2.724   3.010  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.651  -1.827   3.632  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.509  -4.296   1.059  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.051  -4.574   0.286  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.741  -5.200   1.909  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.910  -2.447   2.953  0.00  0.00           H+0
HETATM   65  H   UNK     0      -2.711  -4.187   2.824  0.00  0.00           H+0
HETATM   66  H   UNK     0      -4.559  -3.415   1.400  0.00  0.00           H+0
HETATM   67  H   UNK     0      -3.282  -4.082   0.398  0.00  0.00           H+0
HETATM   68  H   UNK     0      -4.019  -1.172   0.858  0.00  0.00           H+0
HETATM   69  H   UNK     0      -3.905  -2.062  -0.659  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    3   29    1                                                  
CONECT    3   24    2    4                                                  
CONECT    4    3    5   33   34                                             
CONECT    5    4    6   35   36                                             
CONECT    6    5    9    7    8                                             
CONECT    7    6   37   38   39                                             
CONECT    8    6    9                                                       
CONECT    9    6   10    8   40                                             
CONECT   10    9   11   41   42                                             
CONECT   11   10   12   43   44                                             
CONECT   12   23   14   13   11                                             
CONECT   13   12   45   46   47                                             
CONECT   14   12   15   48   49                                             
CONECT   15   14   16   50   51                                             
CONECT   16   52   17   15   22                                             
CONECT   17   16   19   18   53                                             
CONECT   18   17   54   55   56                                             
CONECT   19   17   21   20                                                  
CONECT   20   19                                                            
CONECT   21   19   57                                                       
CONECT   22   16   23                                                       
CONECT   23   12   22                                                       
CONECT   24    3   25   26   27                                             
CONECT   25   24   58   59   60                                             
CONECT   26   24   61   62   63                                             
CONECT   27   28   24   64   65                                             
CONECT   28   27   29   66   67                                             
CONECT   29    2   28   68   69                                             
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    4                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    5                                                            
CONECT   37    7                                                            
CONECT   38    7                                                            
CONECT   39    7                                                            
CONECT   40    9                                                            
CONECT   41   10                                                            
CONECT   42   10                                                            
CONECT   43   11                                                            
CONECT   44   11                                                            
CONECT   45   13                                                            
CONECT   46   13                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   14                                                            
CONECT   50   15                                                            
CONECT   51   15                                                            
CONECT   52   16                                                            
CONECT   53   17                                                            
CONECT   54   18                                                            
CONECT   55   18                                                            
CONECT   56   18                                                            
CONECT   57   21                                                            
CONECT   58   25                                                            
CONECT   59   25                                                            
CONECT   60   25                                                            
CONECT   61   26                                                            
CONECT   62   26                                                            
CONECT   63   26                                                            
CONECT   64   27                                                            
CONECT   65   27                                                            
CONECT   66   28                                                            
CONECT   67   28                                                            
CONECT   68   29                                                            
CONECT   69   29                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  142    0
END

RDKit          3D

69 71  0  0  0  0  0  0  0  0999 V2000
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M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₄₀O₅

Average Mass

408.5790 Da

Monoisotopic Mass

408.28757 Da

IUPAC Name

(2R)-2-[(3S,6R)-6-methyl-6-{2-[(2S,3S)-3-methyl-3-[2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethyl]oxiran-2-yl]ethyl}-1,2-dioxan-3-yl]propanoic acid

Traditional Name

(2R)-2-[(3S,6R)-6-methyl-6-{2-[(2S,3S)-3-methyl-3-[2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethyl]oxiran-2-yl]ethyl}-1,2-dioxan-3-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@]([H])(C([H])([H])[H])[C@@]1([H])OO[C@](C([H])([H])[H])(C([H])([H])C([H])([H])[C@]2([H])O[C@@]2(C([H])([H])[H])C([H])([H])C([H])([H])C2=C(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C2(C([H])([H])[H])C([H])([H])[H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C24H40O5/c1-16-8-7-12-22(3,4)18(16)9-15-24(6)20(27-24)11-14-23(5)13-10-19(28-29-23)17(2)21(25)26/h17,19-20H,7-15H2,1-6H3,(H,25,26)/t17-,19+,20+,23+,24+/m1/s1

InChI Key

QVVWUQNRKZFZHV-XMPUZHHRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Diacarnus erythraeanus	JEOL database	Lefranc, F., et al, J. Nat. Prod. 76, 1541 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Megastigmane sesquiterpenoid
Cyclofarsesane sesquiterpenoid
Ortho-dioxane
Dialkyl peroxide
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Carbonyl group
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.38	ALOGPS
logP	5.48	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.2	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.29 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	112.71 m³·mol⁻¹	ChemAxon
Polarizability	45.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30771239

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73349169

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lefranc, F., et al. (2013). Lefranc, F., et al, J. Nat. Prod. 76, 1541 (2013). J. Nat. Prod..

Showing NP-Card for (-)-9,10-epoxymuqubilin A (NP0043743)

MOL for NP0043743 ((-)-9,10-epoxymuqubilin A)

3D MOL for NP0043743 ((-)-9,10-epoxymuqubilin A)

3D SDF for NP0043743 ((-)-9,10-epoxymuqubilin A)

3D-SDF for NP0043743 ((-)-9,10-epoxymuqubilin A)

PDB for NP0043743 ((-)-9,10-epoxymuqubilin A)

3D PDB for NP0043743 ((-)-9,10-epoxymuqubilin A)

SMILES for NP0043743 ((-)-9,10-epoxymuqubilin A)

INCHI for NP0043743 ((-)-9,10-epoxymuqubilin A)

Structure for NP0043743 ((-)-9,10-epoxymuqubilin A)

3D Structure for NP0043743 ((-)-9,10-epoxymuqubilin A)