NP-MRD: Showing NP-Card for 3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one (NP0028675)

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Record Information

Version

2.0

Created at

2021-06-19 20:30:17 UTC

Updated at

2021-06-29 23:55:36 UTC

NP-MRD ID

NP0028675

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Provided By

JEOL Database JEOL Logo

Description

3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one is found in Ligularia kanaitzensis, Ligularia lamarum, Ligularia virgaurea, Petasites japonicus and Petasites japonicus ssp. giganteus Kitam. 3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one was first documented in 2001 (Goto, Y., et al.). Based on a literature review very few articles have been published on 3-Acetyl-4abeta,5beta-dimethyl-1,2,4a,5,6,7,8,8abeta-octahydronaphthalene-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122303D          

 36 37  0  0  0  0            999 V2000
    0.5342   -3.2123    2.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040   -1.9111    1.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841   -1.4980    2.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -1.1180    0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5885    0.2022    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    1.1910   -0.3787 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0887    2.0580   -0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    2.0650    0.3850 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5202    2.9501    1.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369    2.9493   -0.5664 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5936    2.1479   -1.6825 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5791    1.3152   -2.4551 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7300    0.4097   -1.5481 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5600   -0.7715   -1.0308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7138   -1.7094   -0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -2.9204   -0.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7564   -4.0144    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5426   -3.1248    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9930   -3.4549    3.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384    0.6240    1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178    2.8398   -1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719    2.5513   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934    1.4451   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148    1.3847    0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3230    3.4618    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1425    3.7221    1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388    2.3628    2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203    3.4681    0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3058    3.7325   -1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.8319   -2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3692    1.4983   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1022    0.7106   -3.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9205    1.9882   -3.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622   -0.0202   -2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -0.4566   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9518   -1.3390   -1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  2  0  0  0  0
  4 15  1  0  0  0  0
 15 14  1  0  0  0  0
 13  6  1  0  0  0  0
 15 16  2  0  0  0  0
  4  2  1  0  0  0  0
 11 10  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  2  0  0  0  0
 10  8  1  0  0  0  0
  6  7  1  6  0  0  0
  8  6  1  0  0  0  0
  8  9  1  0  0  0  0
 13 12  1  0  0  0  0
 13 34  1  6  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
  8 24  1  1  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
  5 20  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  7 21  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
M  END

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
    0.5342   -3.2123    2.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040   -1.9111    1.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841   -1.4980    2.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -1.1180    0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5885    0.2022    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    1.1910   -0.3787 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0887    2.0580   -0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    2.0650    0.3850 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5202    2.9501    1.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369    2.9493   -0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5936    2.1479   -1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5791    1.3152   -2.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300    0.4097   -1.5481 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5600   -0.7715   -1.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138   -1.7094   -0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -2.9204   -0.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7564   -4.0144    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5426   -3.1248    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9930   -3.4549    3.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384    0.6240    1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178    2.8398   -1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719    2.5513   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934    1.4451   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148    1.3847    0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3230    3.4618    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1425    3.7221    1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388    2.3628    2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203    3.4681    0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3058    3.7325   -1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.8319   -2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3692    1.4983   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1022    0.7106   -3.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9205    1.9882   -3.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622   -0.0202   -2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -0.4566   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9518   -1.3390   -1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
  6  5  1  0
  5  4  2  0
  4 15  1  0
 15 14  1  0
 13  6  1  0
 15 16  2  0
  4  2  1  0
 11 10  1  0
  2  1  1  0
 11 12  1  0
  2  3  2  0
 10  8  1  0
  6  7  1  6
  8  6  1  0
  8  9  1  0
 13 12  1  0
 13 34  1  6
 11 30  1  0
 11 31  1  0
 10 28  1  0
 10 29  1  0
  8 24  1  1
 12 32  1  0
 12 33  1  0
  5 20  1  0
 14 35  1  0
 14 36  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
M  END


  Mrv1652306192122303D          

 36 37  0  0  0  0            999 V2000
    0.5342   -3.2123    2.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040   -1.9111    1.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841   -1.4980    2.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -1.1180    0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5885    0.2022    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    1.1910   -0.3787 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0887    2.0580   -0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    2.0650    0.3850 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5202    2.9501    1.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369    2.9493   -0.5664 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5936    2.1479   -1.6825 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5791    1.3152   -2.4551 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7300    0.4097   -1.5481 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5600   -0.7715   -1.0308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7138   -1.7094   -0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -2.9204   -0.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7564   -4.0144    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5426   -3.1248    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9930   -3.4549    3.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384    0.6240    1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178    2.8398   -1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719    2.5513   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934    1.4451   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148    1.3847    0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3230    3.4618    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1425    3.7221    1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388    2.3628    2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203    3.4681    0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3058    3.7325   -1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.8319   -2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3692    1.4983   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1022    0.7106   -3.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9205    1.9882   -3.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622   -0.0202   -2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -0.4566   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9518   -1.3390   -1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  2  0  0  0  0
  4 15  1  0  0  0  0
 15 14  1  0  0  0  0
 13  6  1  0  0  0  0
 15 16  2  0  0  0  0
  4  2  1  0  0  0  0
 11 10  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  2  0  0  0  0
 10  8  1  0  0  0  0
  6  7  1  6  0  0  0
  8  6  1  0  0  0  0
  8  9  1  0  0  0  0
 13 12  1  0  0  0  0
 13 34  1  6  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
  8 24  1  1  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
  5 20  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  7 21  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028675

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C(C(=O)C([H])([H])[H])C(=O)C([H])([H])[C@@]2([H])C([H])([H])C([H])([H])C([H])([H])[C@]([H])(C([H])([H])[H])[C@@]12C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O2/c1-9-5-4-6-11-7-13(16)12(10(2)15)8-14(9,11)3/h8-9,11H,4-7H2,1-3H3/t9-,11+,14+/m0/s1

> <INCHI_KEY>
XNORMQKITMTNGH-DRCTWCGVSA-N

> <FORMULA>
C14H20O2

> <MOLECULAR_WEIGHT>
220.312

> <EXACT_MASS>
220.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.103168415974807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aR,5S,8aR)-3-acetyl-4a,5-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-one

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
2.9894022016666666

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.42510089737361

> <JCHEM_PKA_STRONGEST_BASIC>
-6.923863902057177

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
64.4868

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aR,5S,8aR)-3-acetyl-4a,5-dimethyl-1,5,6,7,8,8a-hexahydronaphthalen-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
    0.5342   -3.2123    2.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040   -1.9111    1.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841   -1.4980    2.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -1.1180    0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5885    0.2022    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    1.1910   -0.3787 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0887    2.0580   -0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    2.0650    0.3850 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5202    2.9501    1.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369    2.9493   -0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5936    2.1479   -1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5791    1.3152   -2.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300    0.4097   -1.5481 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5600   -0.7715   -1.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138   -1.7094   -0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -2.9204   -0.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7564   -4.0144    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5426   -3.1248    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9930   -3.4549    3.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384    0.6240    1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178    2.8398   -1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719    2.5513   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934    1.4451   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148    1.3847    0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3230    3.4618    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1425    3.7221    1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388    2.3628    2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203    3.4681    0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3058    3.7325   -1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.8319   -2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3692    1.4983   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1022    0.7106   -3.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9205    1.9882   -3.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622   -0.0202   -2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -0.4566   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9518   -1.3390   -1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
  6  5  1  0
  5  4  2  0
  4 15  1  0
 15 14  1  0
 13  6  1  0
 15 16  2  0
  4  2  1  0
 11 10  1  0
  2  1  1  0
 11 12  1  0
  2  3  2  0
 10  8  1  0
  6  7  1  6
  8  6  1  0
  8  9  1  0
 13 12  1  0
 13 34  1  6
 11 30  1  0
 11 31  1  0
 10 28  1  0
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  8 24  1  1
 12 32  1  0
 12 33  1  0
  5 20  1  0
 14 35  1  0
 14 36  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       0.534  -3.212   2.184  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.104  -1.911   1.682  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.184  -1.498   2.112  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.333  -1.118   0.673  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.589   0.202   0.587  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.054   1.191  -0.379  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.089   2.058  -0.962  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.109   2.065   0.385  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.520   2.950   1.494  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.937   2.949  -0.566  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.594   2.148  -1.683  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.579   1.315  -2.455  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.730   0.410  -1.548  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.560  -0.772  -1.031  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.714  -1.709  -0.202  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.923  -2.920  -0.218  0.00  0.00           O+0
HETATM   17  H   UNK     0       0.756  -4.014   1.476  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.543  -3.125   2.350  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.993  -3.455   3.148  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.338   0.624   1.259  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.718   2.840  -1.631  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.672   2.551  -0.177  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.793   1.445  -1.538  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.815   1.385   0.884  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.323   3.462   2.038  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.143   3.722   1.091  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.039   2.363   2.229  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.720   3.468   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.306   3.732  -1.004  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.103   2.832  -2.371  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.369   1.498  -1.261  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.102   0.711  -3.206  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.921   1.988  -3.018  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.062  -0.020  -2.180  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.412  -0.457  -0.420  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.952  -1.339  -1.884  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5   15    2                                                  
CONECT    5    6    4   20                                                  
CONECT    6    5   13    7    8                                             
CONECT    7    6   21   22   23                                             
CONECT    8   10    6    9   24                                             
CONECT    9    8   25   26   27                                             
CONECT   10   11    8   28   29                                             
CONECT   11   10   12   30   31                                             
CONECT   12   11   13   32   33                                             
CONECT   13   14    6   12   34                                             
CONECT   14   13   15   35   36                                             
CONECT   15    4   14   16                                                  
CONECT   16   15                                                            
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    5                                                            
CONECT   21    7                                                            
CONECT   22    7                                                            
CONECT   23    7                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
CONECT   26    9                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   13                                                            
CONECT   35   14                                                            
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
    0.5342   -3.2123    2.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040   -1.9111    1.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841   -1.4980    2.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -1.1180    0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5885    0.2022    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    1.1910   -0.3787 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0887    2.0580   -0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    2.0650    0.3850 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5202    2.9501    1.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369    2.9493   -0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5936    2.1479   -1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5791    1.3152   -2.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300    0.4097   -1.5481 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5600   -0.7715   -1.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138   -1.7094   -0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -2.9204   -0.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7564   -4.0144    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5426   -3.1248    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9930   -3.4549    3.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384    0.6240    1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178    2.8398   -1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719    2.5513   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934    1.4451   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148    1.3847    0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3230    3.4618    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1425    3.7221    1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388    2.3628    2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7203    3.4681    0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3058    3.7325   -1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.8319   -2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3692    1.4983   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1022    0.7106   -3.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9205    1.9882   -3.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622   -0.0202   -2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -0.4566   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9518   -1.3390   -1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
  6  5  1  0
  5  4  2  0
  4 15  1  0
 15 14  1  0
 13  6  1  0
 15 16  2  0
  4  2  1  0
 11 10  1  0
  2  1  1  0
 11 12  1  0
  2  3  2  0
 10  8  1  0
  6  7  1  6
  8  6  1  0
  8  9  1  0
 13 12  1  0
 13 34  1  6
 11 30  1  0
 11 31  1  0
 10 28  1  0
 10 29  1  0
  8 24  1  1
 12 32  1  0
 12 33  1  0
  5 20  1  0
 14 35  1  0
 14 36  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
M  END

View in JSmol

Synonyms

Value	Source
3-Acetyl-4abeta,5b-dimethyl-1,2,4a,5,6,7,8,8abeta-octahydronaphthalene-2-one	Generator
3-Acetyl-4abeta,5β-dimethyl-1,2,4a,5,6,7,8,8abeta-octahydronaphthalene-2-one	Generator

Chemical Formula

C₁₄H₂₀O₂

Average Mass

220.3120 Da

Monoisotopic Mass

220.14633 Da

IUPAC Name

(4aR,5S,8aR)-3-acetyl-4a,5-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-one

Traditional Name

(4aR,5S,8aR)-3-acetyl-4a,5-dimethyl-1,5,6,7,8,8a-hexahydronaphthalen-2-one

CAS Registry Number

Not Available

SMILES

[H]C1=C(C(=O)C([H])([H])[H])C(=O)C([H])([H])[C@@]2([H])C([H])([H])C([H])([H])C([H])([H])[C@]([H])(C([H])([H])[H])[C@@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C14H20O2/c1-9-5-4-6-11-7-13(16)12(10(2)15)8-14(9,11)3/h8-9,11H,4-7H2,1-3H3/t9-,11+,14+/m0/s1

InChI Key

XNORMQKITMTNGH-DRCTWCGVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Ligularia kanaitzensis	LOTUS Database	35616633
Ligularia lamarum	LOTUS Database	35616633
Ligularia virgaurea	LOTUS Database	35616633
Petasites japonicus	LOTUS Database	35616633
Petasites japonicus ssp. giganteus Kitam	JEOL database	Goto, Y., et al, Phytochemistry 57, 109 (2001)

Chemical Taxonomy

Classification

Not classified

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	2.75	ALOGPS
logP	2.99	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	18.43	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	64.49 m³·mol⁻¹	ChemAxon
Polarizability	25.1 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

9021879

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10846585

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Goto, Y., et al. (2001). Goto, Y., et al, Phytochemistry 57, 109 (2001). Phytochem..

Showing NP-Card for 3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one (NP0028675)

MOL for NP0028675 (3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one)

3D MOL for NP0028675 (3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one)

3D SDF for NP0028675 (3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one)

3D-SDF for NP0028675 (3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one)

PDB for NP0028675 (3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one)

3D PDB for NP0028675 (3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one)

SMILES for NP0028675 (3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one)

INCHI for NP0028675 (3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one)

Structure for NP0028675 (3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one)

3D Structure for NP0028675 (3-Acetyl-4a,5-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one)