NP-MRD: Showing NP-Card for (1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione (NP0328815)

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Record Information

Version

2.0

Created at

2022-09-12 12:37:43 UTC

Updated at

2022-09-12 12:37:43 UTC

NP-MRD ID

NP0328815

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

Description

CHEMBL518881 belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups. (1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione is found in Penicillium chrysogenum. Based on a literature review very few articles have been published on CHEMBL518881.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122214372D          

 25 26  0  0  1  0            999 V2000
    0.0991    6.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5020    6.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3132    5.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9143    4.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255    3.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3577    3.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8767    3.9512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6780    2.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708    1.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2658    2.0575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5139    0.8682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1260    0.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334    0.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5847   -0.0629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253    1.4358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6967    1.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4361    2.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4976    2.1929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2801    1.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9522    1.2278    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3339    1.9409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4608    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3954    1.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2299    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8660    1.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  1  0  0  0
 15 18  1  0  0  0  0
 18  8  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 53 54  0  0  0  0  0  0  0  0999 V2000
    7.8745    2.0365   -0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9467    0.9014   -0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6593    1.0420   -0.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7349   -0.0793   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4359    0.0446   -0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4990   -1.0441   -0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9991   -2.2950   -0.7930 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2284   -0.8807   -0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5567    0.3300    0.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294    1.5030    0.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590    0.0203    1.0080 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2738    1.1753    1.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4758   -1.1978    1.8008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4276   -1.1630    2.9911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2566   -2.4551    1.0459 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7528   -3.3562    1.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364   -3.1651    0.8313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369   -2.0155   -0.3533 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9574   -1.3593   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7343   -0.4803   -0.0731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3835    0.5549   -0.6879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500    0.5426   -0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4519    1.6942   -1.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9384    1.6109   -0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7104    2.7143   -1.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8649    2.3511    0.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9030    1.7807   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5695    2.9285   -0.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3232   -0.0584   -0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2723    1.9883    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1088   -1.0269   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0928    0.9940    0.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7091   -2.2615   -1.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226    1.8509    1.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4082    1.7605    2.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9322    0.8173    2.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2456   -4.0259    2.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4384   -2.6957    2.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -3.9698    0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3051   -4.1434    0.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -2.8332   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242   -2.1177   -1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -0.6869   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4817   -1.0945    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2258   -0.4296   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818    0.6896    0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3333    1.5513   -2.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0675    2.6698   -0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1289    1.6136    0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3313    0.6319   -1.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2468    2.9649   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6862    3.6377   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7691    2.4349   -1.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18  8  1  0
  8  6  2  0
  6  7  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  6
 11 20  1  0
 15 18  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 24 49  1  0
 24 50  1  0
 23 47  1  0
 23 48  1  0
 22 45  1  0
 22 46  1  0
 20 44  1  1
 19 42  1  0
 19 43  1  0
 18 41  1  6
  7 33  1  0
  5 32  1  0
  4 31  1  0
  3 30  1  0
  2 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
M  END


  Mrv1652309122214372D          

 25 26  0  0  1  0            999 V2000
    0.0991    6.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5020    6.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3132    5.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9143    4.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255    3.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3577    3.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8767    3.9512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6780    2.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708    1.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2658    2.0575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5139    0.8682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1260    0.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334    0.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5847   -0.0629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253    1.4358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6967    1.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4361    2.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4976    2.1929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2801    1.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9522    1.2278    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3339    1.9409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4608    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3954    1.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2299    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8660    1.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  1  0  0  0
 15 18  1  0  0  0  0
 18  8  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328815

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCO[C@H]1C[C@H]2\C(=C(/O)\C=C\C=C\C)C(=O)[C@]1(C)C(=O)[C@@]2(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O5/c1-5-7-9-10-14(21)16-13-12-15(25-11-8-6-2)19(3,17(16)22)18(23)20(13,4)24/h5,7,9-10,13,15,21,24H,6,8,11-12H2,1-4H3/b7-5+,10-9+,16-14+/t13-,15-,19+,20-/m0/s1

> <INCHI_KEY>
SSIULBZZANASKU-JMHWJZGWSA-N

> <FORMULA>
C20H28O5

> <MOLECULAR_WEIGHT>
348.439

> <EXACT_MASS>
348.193674002

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
38.58697206235142

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,4S,5E,7S)-7-butoxy-3-hydroxy-5-[(2E,4E)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

> <JCHEM_LOGP>
3.3405999156666653

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.037128521383206

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.454097117007173

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7092186100886346

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
99.61219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,4S,5E,7S)-7-butoxy-3-hydroxy-5-[(2E,4E)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       0.185  12.283   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.937  11.228   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.585   9.729   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.707   8.674   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.354   7.175   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.534   6.066   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.503   7.376   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.132   4.270   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.999   3.002   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.496   3.841   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.826   1.621   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.102   0.114   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.356   1.444   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.825  -0.117   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -5.274   2.680   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.901   2.095   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.414   3.868   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.662   4.093   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.256   3.116   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.644   2.292   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.490   3.623   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.860   2.653   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.738   3.234   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.296   2.653   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.483   3.634   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   18                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   20                                             
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15    8   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   11   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₅

Average Mass

348.4390 Da

Monoisotopic Mass

348.19367 Da

IUPAC Name

(1R,3S,4S,5E,7S)-7-butoxy-3-hydroxy-5-[(2E,4E)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

Traditional Name

(1R,3S,4S,5E,7S)-7-butoxy-3-hydroxy-5-[(2E,4E)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

CAS Registry Number

Not Available

SMILES

CCCCO[C@H]1C[C@H]2\C(=C(/O)\C=C\C=C\C)C(=O)[C@]1(C)C(=O)[C@@]2(C)O

InChI Identifier

InChI=1S/C20H28O5/c1-5-7-9-10-14(21)16-13-12-15(25-11-8-6-2)19(3,17(16)22)18(23)20(13,4)24/h5,7,9-10,13,15,21,24H,6,8,11-12H2,1-4H3/b7-5+,10-9+,16-14+/t13-,15-,19+,20-/m0/s1

InChI Key

SSIULBZZANASKU-JMHWJZGWSA-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
Penicillium chrysogenum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Acyloins

Alternative Parents

Substituents

Acyloin
Vinylogous acid
Tertiary alcohol
Cyclic alcohol
Ketone
Ether
Enol
Dialkyl ether
Organic oxide
Hydrocarbon derivative
Alcohol
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	3.34	ChemAxon
pKa (Strongest Acidic)	9.45	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	99.61 m³·mol⁻¹	ChemAxon
Polarizability	38.59 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

24717906

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44584010

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione (NP0328815)

MOL for NP0328815 ((1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione)

3D MOL for NP0328815 ((1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione)

3D SDF for NP0328815 ((1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione)

3D-SDF for NP0328815 ((1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione)

PDB for NP0328815 ((1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione)

3D PDB for NP0328815 ((1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione)

SMILES for NP0328815 ((1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione)

INCHI for NP0328815 ((1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione)

Structure for NP0328815 ((1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione)

3D Structure for NP0328815 ((1r,3s,4s,5e,7s)-7-butoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione)