NP-MRD: Showing NP-Card for illioliganone A (NP0034455)

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Record Information

Version

2.0

Created at

2021-06-20 18:10:49 UTC

Updated at

2021-06-30 00:04:51 UTC

NP-MRD ID

NP0034455

Secondary Accession Numbers

None

Natural Product Identification

Common Name

illioliganone A

Provided By

JEOL Database JEOL Logo

Description

Illioliganone A belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. illioliganone A is found in Illicium oligandrum. illioliganone A was first documented in 2009 (Tang, W. -Z., et al.). Based on a literature review very few articles have been published on illioliganone A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120103D          

 36 37  0  0  0  0            999 V2000
   -4.3698   -0.3390   -2.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5082    0.6048   -1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0763    0.6992   -2.1154 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1213    0.4039   -0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5306   -0.7957   -0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4268   -1.1307    0.2918 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3575   -2.0695   -0.2140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2689   -1.6966    1.5308 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2318   -0.6896    2.1847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6938   -1.2328    3.4185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971    0.7201    2.4258 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4295    0.6693    3.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    1.7053    2.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210    1.2328    1.1403 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8317    1.5131   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3879    2.6025   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011    0.1742    0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3209    0.3225    0.6967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3964   -0.3380   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0798   -1.1250   -2.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    1.3798   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8955    0.0063   -2.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8889    1.6993   -2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -1.6064   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2477   -1.7324    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -2.0238    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8137   -2.6171    1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1182   -0.5799    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1701   -2.0605    3.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992    1.6488    3.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0462    0.3931    4.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293   -0.0542    3.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332    1.4198    3.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073    2.7219    2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    1.7356    2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    2.1547    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  6  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
  6  5  1  0  0  0  0
 14 15  1  0  0  0  0
 18 17  2  0  0  0  0
 13 11  1  0  0  0  0
  6  7  1  6  0  0  0
  9 10  1  0  0  0  0
  5  4  2  0  0  0  0
 15  4  1  0  0  0  0
 15 16  2  0  0  0  0
  4  3  1  0  0  0  0
 11 14  1  0  0  0  0
  3  2  1  0  0  0  0
 14 17  1  0  0  0  0
  2  1  2  3  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
  5 24  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
  7 25  1  0  0  0  0
 10 29  1  0  0  0  0
  9 28  1  6  0  0  0
 14 36  1  1  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  2 21  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  END

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
   -4.3698   -0.3390   -2.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5082    0.6048   -1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0763    0.6992   -2.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213    0.4039   -0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5306   -0.7957   -0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4268   -1.1307    0.2918 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3575   -2.0695   -0.2140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2689   -1.6966    1.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2318   -0.6896    2.1847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6938   -1.2328    3.4185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971    0.7201    2.4258 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4295    0.6693    3.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    1.7053    2.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210    1.2328    1.1403 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8317    1.5131   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3879    2.6025   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011    0.1742    0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3209    0.3225    0.6967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3964   -0.3380   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0798   -1.1250   -2.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    1.3798   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8955    0.0063   -2.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8889    1.6993   -2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -1.6064   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2477   -1.7324    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -2.0238    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8137   -2.6171    1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1182   -0.5799    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1701   -2.0605    3.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992    1.6488    3.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0462    0.3931    4.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293   -0.0542    3.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332    1.4198    3.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073    2.7219    2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    1.7356    2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    2.1547    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  6  1  0
  6  8  1  0
  8  9  1  0
  9 11  1  0
 11 12  1  1
  6  5  1  0
 14 15  1  0
 18 17  2  0
 13 11  1  0
  6  7  1  6
  9 10  1  0
  5  4  2  0
 15  4  1  0
 15 16  2  0
  4  3  1  0
 11 14  1  0
  3  2  1  0
 14 17  1  0
  2  1  2  3
 12 30  1  0
 12 31  1  0
 12 32  1  0
  5 24  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
  7 25  1  0
 10 29  1  0
  9 28  1  6
 14 36  1  1
  8 26  1  0
  8 27  1  0
  3 22  1  0
  3 23  1  0
  2 21  1  0
  1 19  1  0
  1 20  1  0
M  END


  Mrv1652306202120103D          

 36 37  0  0  0  0            999 V2000
   -4.3698   -0.3390   -2.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5082    0.6048   -1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0763    0.6992   -2.1154 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1213    0.4039   -0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5306   -0.7957   -0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4268   -1.1307    0.2918 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3575   -2.0695   -0.2140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2689   -1.6966    1.5308 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2318   -0.6896    2.1847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6938   -1.2328    3.4185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971    0.7201    2.4258 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4295    0.6693    3.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    1.7053    2.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210    1.2328    1.1403 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8317    1.5131   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3879    2.6025   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011    0.1742    0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3209    0.3225    0.6967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3964   -0.3380   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0798   -1.1250   -2.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    1.3798   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8955    0.0063   -2.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8889    1.6993   -2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -1.6064   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2477   -1.7324    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -2.0238    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8137   -2.6171    1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1182   -0.5799    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1701   -2.0605    3.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992    1.6488    3.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0462    0.3931    4.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293   -0.0542    3.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332    1.4198    3.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073    2.7219    2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    1.7356    2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    2.1547    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  6  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
  6  5  1  0  0  0  0
 14 15  1  0  0  0  0
 18 17  2  0  0  0  0
 13 11  1  0  0  0  0
  6  7  1  6  0  0  0
  9 10  1  0  0  0  0
  5  4  2  0  0  0  0
 15  4  1  0  0  0  0
 15 16  2  0  0  0  0
  4  3  1  0  0  0  0
 11 14  1  0  0  0  0
  3  2  1  0  0  0  0
 14 17  1  0  0  0  0
  2  1  2  3  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
  5 24  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
  7 25  1  0  0  0  0
 10 29  1  0  0  0  0
  9 28  1  6  0  0  0
 14 36  1  1  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  2 21  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034455

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O4/c1-4-5-8-6-14(18)7-9(15)13(2,3)10(11(8)16)12(14)17/h4,6,9-10,15,18H,1,5,7H2,2-3H3/t9-,10-,14+/m1/s1

> <INCHI_KEY>
LIYISVHVFBWRLD-RULNRJAQSA-N

> <FORMULA>
C14H18O4

> <MOLECULAR_WEIGHT>
250.294

> <EXACT_MASS>
250.12050906

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.716457074109258

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,5R,7R)-5,7-dihydroxy-8,8-dimethyl-3-(prop-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
1.4022855653333324

> <ALOGPS_LOGS>
-1.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.18083359544902

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.262071861377782

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9925752796818363

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
67.48049999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.70e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5R,7R)-5,7-dihydroxy-8,8-dimethyl-3-(prop-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
   -4.3698   -0.3390   -2.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5082    0.6048   -1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0763    0.6992   -2.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213    0.4039   -0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5306   -0.7957   -0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4268   -1.1307    0.2918 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3575   -2.0695   -0.2140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2689   -1.6966    1.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2318   -0.6896    2.1847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6938   -1.2328    3.4185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971    0.7201    2.4258 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4295    0.6693    3.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    1.7053    2.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210    1.2328    1.1403 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8317    1.5131   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3879    2.6025   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011    0.1742    0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3209    0.3225    0.6967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3964   -0.3380   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0798   -1.1250   -2.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    1.3798   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8955    0.0063   -2.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8889    1.6993   -2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -1.6064   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2477   -1.7324    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -2.0238    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8137   -2.6171    1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1182   -0.5799    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1701   -2.0605    3.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992    1.6488    3.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0462    0.3931    4.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293   -0.0542    3.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332    1.4198    3.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073    2.7219    2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    1.7356    2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    2.1547    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  6  1  0
  6  8  1  0
  8  9  1  0
  9 11  1  0
 11 12  1  1
  6  5  1  0
 14 15  1  0
 18 17  2  0
 13 11  1  0
  6  7  1  6
  9 10  1  0
  5  4  2  0
 15  4  1  0
 15 16  2  0
  4  3  1  0
 11 14  1  0
  3  2  1  0
 14 17  1  0
  2  1  2  3
 12 30  1  0
 12 31  1  0
 12 32  1  0
  5 24  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
  7 25  1  0
 10 29  1  0
  9 28  1  6
 14 36  1  1
  8 26  1  0
  8 27  1  0
  3 22  1  0
  3 23  1  0
  2 21  1  0
  1 19  1  0
  1 20  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.370  -0.339  -2.068  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.508   0.605  -1.667  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.076   0.699  -2.115  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.121   0.404  -0.991  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.531  -0.796  -0.817  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.427  -1.131   0.292  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.357  -2.070  -0.214  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.269  -1.697   1.531  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.232  -0.690   2.185  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.694  -1.233   3.418  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.597   0.720   2.426  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.430   0.669   3.587  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.704   1.705   2.863  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.121   1.233   1.140  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.832   1.513  -0.017  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.388   2.603  -0.136  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.101   0.174   0.704  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.321   0.323   0.697  0.00  0.00           O+0
HETATM   19  H   UNK     0      -5.396  -0.338  -1.713  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.080  -1.125  -2.758  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.854   1.380  -0.983  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.896   0.006  -2.948  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.889   1.699  -2.524  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.758  -1.606  -1.507  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.248  -1.732   0.017  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.481  -2.024   2.264  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.814  -2.617   1.280  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.118  -0.580   1.548  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.170  -2.061   3.229  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.899   1.649   3.734  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.046   0.393   4.535  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.229  -0.054   3.401  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.133   1.420   3.830  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.307   2.722   2.965  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.528   1.736   2.143  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.683   2.155   1.335  0.00  0.00           H+0
CONECT    1    2   19   20                                                  
CONECT    2    3    1   21                                                  
CONECT    3    4    2   22   23                                             
CONECT    4    5   15    3                                                  
CONECT    5    6    4   24                                                  
CONECT    6   17    8    5    7                                             
CONECT    7    6   25                                                       
CONECT    8    6    9   26   27                                             
CONECT    9    8   11   10   28                                             
CONECT   10    9   29                                                       
CONECT   11    9   12   13   14                                             
CONECT   12   11   30   31   32                                             
CONECT   13   11   33   34   35                                             
CONECT   14   15   11   17   36                                             
CONECT   15   14    4   16                                                  
CONECT   16   15                                                            
CONECT   17    6   18   14                                                  
CONECT   18   17                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    2                                                            
CONECT   22    3                                                            
CONECT   23    3                                                            
CONECT   24    5                                                            
CONECT   25    7                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28    9                                                            
CONECT   29   10                                                            
CONECT   30   12                                                            
CONECT   31   12                                                            
CONECT   32   12                                                            
CONECT   33   13                                                            
CONECT   34   13                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   74    0
END

RDKit          3D

36 37  0  0  0  0  0  0  0  0999 V2000
   -4.3698   -0.3390   -2.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5082    0.6048   -1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0763    0.6992   -2.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213    0.4039   -0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5306   -0.7957   -0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4268   -1.1307    0.2918 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3575   -2.0695   -0.2140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2689   -1.6966    1.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2318   -0.6896    2.1847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6938   -1.2328    3.4185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971    0.7201    2.4258 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4295    0.6693    3.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    1.7053    2.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210    1.2328    1.1403 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8317    1.5131   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3879    2.6025   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011    0.1742    0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3209    0.3225    0.6967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3964   -0.3380   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0798   -1.1250   -2.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    1.3798   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8955    0.0063   -2.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8889    1.6993   -2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -1.6064   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2477   -1.7324    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -2.0238    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8137   -2.6171    1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1182   -0.5799    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1701   -2.0605    3.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992    1.6488    3.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0462    0.3931    4.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293   -0.0542    3.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332    1.4198    3.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073    2.7219    2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    1.7356    2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    2.1547    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  6  1  0
  6  8  1  0
  8  9  1  0
  9 11  1  0
 11 12  1  1
  6  5  1  0
 14 15  1  0
 18 17  2  0
 13 11  1  0
  6  7  1  6
  9 10  1  0
  5  4  2  0
 15  4  1  0
 15 16  2  0
  4  3  1  0
 11 14  1  0
  3  2  1  0
 14 17  1  0
  2  1  2  3
 12 30  1  0
 12 31  1  0
 12 32  1  0
  5 24  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
  7 25  1  0
 10 29  1  0
  9 28  1  6
 14 36  1  1
  8 26  1  0
  8 27  1  0
  3 22  1  0
  3 23  1  0
  2 21  1  0
  1 19  1  0
  1 20  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₈O₄

Average Mass

250.2940 Da

Monoisotopic Mass

250.12051 Da

IUPAC Name

(1R,5R,7R)-5,7-dihydroxy-8,8-dimethyl-3-(prop-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

Traditional Name

(1R,5R,7R)-5,7-dihydroxy-8,8-dimethyl-3-(prop-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C14H18O4/c1-4-5-8-6-14(18)7-9(15)13(2,3)10(11(8)16)12(14)17/h4,6,9-10,15,18H,1,5,7H2,2-3H3/t9-,10-,14+/m1/s1

InChI Key

LIYISVHVFBWRLD-RULNRJAQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, 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
Illicium oligandrum	JEOL database	Tang, W. -Z., et al, J. Nat. Prod. 72, 1017 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
1,3-diketone
1,3-dicarbonyl compound
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
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	0.8	ALOGPS
logP	1.4	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	11.26	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	67.48 m³·mol⁻¹	ChemAxon
Polarizability	25.72 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

24622190

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44179714

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tang, W. -Z., et al. (2009). Tang, W. -Z., et al, J. Nat. Prod. 72, 1017 (2009). J. Nat. Prod..

Showing NP-Card for illioliganone A (NP0034455)

MOL for NP0034455 (illioliganone A)

3D MOL for NP0034455 (illioliganone A)

3D SDF for NP0034455 (illioliganone A)

3D-SDF for NP0034455 (illioliganone A)

PDB for NP0034455 (illioliganone A)

3D PDB for NP0034455 (illioliganone A)

SMILES for NP0034455 (illioliganone A)

INCHI for NP0034455 (illioliganone A)

Structure for NP0034455 (illioliganone A)

3D Structure for NP0034455 (illioliganone A)