NP-MRD: Showing NP-Card for Inonotusol H (NP0043908)

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Record Information

Version

1.0

Created at

2021-06-22 17:28:35 UTC

Updated at

2021-06-22 17:28:36 UTC

NP-MRD ID

NP0043908

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Inonotusol H

Description

(4AR,10aS)-1,1-dimethyl-9-oxo-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Inonotusol H is found in Inonotus obliquus. It was first documented in 2014 (PMID: 24359303). Based on a literature review very few articles have been published on (4aR,10aS)-1,1-dimethyl-9-oxo-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

NP0043908
     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    4.8881    1.7943   -0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624    0.3222   -0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978   -0.4160    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1453    0.0907   -0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7377    0.4466    0.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4144    0.2510    1.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5166   -0.3031    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -0.6732   -0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2079   -0.4583   -1.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0597   -1.2615   -1.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3778   -1.9181   -2.8827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5210   -1.0568   -1.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -0.0486   -0.5788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0519    0.4091   -0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0994   -0.6888   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4184    1.2973   -1.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2359    1.2806    0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0327    1.3500    1.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076   -0.0175    1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9118   -0.5697    0.6235 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0288   -2.0668    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372   -2.8134    0.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225   -2.7072    1.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6681    2.0882    0.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0062    1.8755   -0.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3476    2.4285   -1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7284   -0.0117   -1.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3642    0.2194    0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8908   -1.3036   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9799   -0.7050    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4087    0.8773    1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369    0.5441    2.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5281   -0.7431   -2.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742   -0.7654   -2.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191   -2.0618   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0987    0.8657   -0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3442   -1.0063    0.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0836   -0.2842   -0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8263   -1.5748   -0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8455    0.7028   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5235    1.8741   -1.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1994    2.0360   -1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806    0.8970    1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206    2.3311    0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3541    2.1106    1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803    1.6559    2.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918   -0.0445    2.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2654   -0.6679    2.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -3.5808    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 21 22  2  0
 21 23  1  0
  9  4  1  0
 20 13  1  0
 20  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  9 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  6
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 23 49  1  0
M  END


  Mrv1652306222119282D          

 24 26  0  0  1  0            999 V2000
    4.3772   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2845    1.6119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 16 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043908

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC(=O)C3=C(C=CC(=C3)C(C)C)[C@]1(CCCC2(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O3/c1-12(2)13-6-7-15-14(10-13)16(21)11-17-19(3,4)8-5-9-20(15,17)18(22)23/h6-7,10,12,17H,5,8-9,11H2,1-4H3,(H,22,23)/t17-,20-/m0/s1

> <INCHI_KEY>
UCAKHMJFSXWWOP-PXNSSMCTSA-N

> <FORMULA>
C20H26O3

> <MOLECULAR_WEIGHT>
314.425

> <EXACT_MASS>
314.188194697

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
35.798819114004075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aR,10aS)-1,1-dimethyl-9-oxo-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid

> <ALOGPS_LOGP>
4.45

> <JCHEM_LOGP>
4.6043893743333335

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.958873166332275

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.358409325586018

> <JCHEM_PKA_STRONGEST_BASIC>
-7.482347602847161

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
90.23049999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.99e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aR,10aS)-7-isopropyl-1,1-dimethyl-9-oxo-3,4,10,10a-tetrahydro-2H-phenanthrene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043908
     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    4.8881    1.7943   -0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624    0.3222   -0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978   -0.4160    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1453    0.0907   -0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7377    0.4466    0.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4144    0.2510    1.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5166   -0.3031    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -0.6732   -0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2079   -0.4583   -1.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0597   -1.2615   -1.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3778   -1.9181   -2.8827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5210   -1.0568   -1.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -0.0486   -0.5788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0519    0.4091   -0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0994   -0.6888   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4184    1.2973   -1.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2359    1.2806    0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0327    1.3500    1.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076   -0.0175    1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9118   -0.5697    0.6235 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0288   -2.0668    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372   -2.8134    0.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225   -2.7072    1.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6681    2.0882    0.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0062    1.8755   -0.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3476    2.4285   -1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7284   -0.0117   -1.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3642    0.2194    0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8908   -1.3036   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9799   -0.7050    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4087    0.8773    1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369    0.5441    2.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5281   -0.7431   -2.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742   -0.7654   -2.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191   -2.0618   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0987    0.8657   -0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3442   -1.0063    0.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0836   -0.2842   -0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8263   -1.5748   -0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8455    0.7028   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5235    1.8741   -1.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1994    2.0360   -1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806    0.8970    1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206    2.3311    0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3541    2.1106    1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803    1.6559    2.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918   -0.0445    2.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2654   -0.6679    2.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -3.5808    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 21 22  2  0
 21 23  1  0
  9  4  1  0
 20 13  1  0
 20  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  9 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  6
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 23 49  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0       8.171  -1.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0       5.954  -1.897   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.104  -3.231   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.456  -2.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.398   3.009   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.414   3.437   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.746   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.516  -0.564   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.516   2.104   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8    9                                             
CONECT    3    2    4    5   12                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6                                                            
CONECT    8    2                                                            
CONECT    9    2   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    3   13   16                                             
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12   17   24                                                  
CONECT   17   16    6   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   19   24                                                       
CONECT   24   23   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    NP0043908
HETATM    1  C1  UNL     1       4.888   1.794  -0.745  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.562   0.322  -0.869  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.498  -0.416   0.093  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.145   0.091  -0.488  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.738   0.447   0.780  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.414   0.251   1.193  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.517  -0.303   0.318  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.905  -0.673  -0.976  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.208  -0.458  -1.321  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.060  -1.261  -1.909  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.378  -1.918  -2.883  1.00  0.00           O  
HETATM   12  C11 UNL     1      -1.521  -1.057  -1.665  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.668  -0.049  -0.579  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.052   0.409  -0.336  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.099  -0.689  -0.321  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.418   1.297  -1.546  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.236   1.281   0.859  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.033   1.350   1.766  1.00  0.00           C  
HETATM   19  C18 UNL     1      -1.408  -0.018   1.910  1.00  0.00           C  
HETATM   20  C19 UNL     1      -0.912  -0.570   0.624  1.00  0.00           C  
HETATM   21  C20 UNL     1      -1.029  -2.067   0.719  1.00  0.00           C  
HETATM   22  O2  UNL     1      -0.037  -2.813   0.531  1.00  0.00           O  
HETATM   23  O3  UNL     1      -2.222  -2.707   1.018  1.00  0.00           O  
HETATM   24  H1  UNL     1       4.668   2.088   0.311  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.006   1.876  -0.866  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.348   2.429  -1.449  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.728  -0.012  -1.908  1.00  0.00           H  
HETATM   28  H5  UNL     1       6.364   0.219   0.372  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.891  -1.304  -0.465  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.980  -0.705   1.019  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.409   0.877   1.480  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.137   0.544   2.193  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.528  -0.743  -2.332  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.974  -0.765  -2.622  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.919  -2.062  -1.409  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.099   0.866  -0.938  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.344  -1.006   0.715  1.00  0.00           H  
HETATM   38  H15 UNL     1      -5.084  -0.284  -0.711  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.826  -1.575  -0.889  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.845   0.703  -2.361  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.524   1.874  -1.814  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.199   2.036  -1.238  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.081   0.897   1.504  1.00  0.00           H  
HETATM   44  H21 UNL     1      -3.521   2.331   0.632  1.00  0.00           H  
HETATM   45  H22 UNL     1      -1.354   2.111   1.378  1.00  0.00           H  
HETATM   46  H23 UNL     1      -2.380   1.656   2.774  1.00  0.00           H  
HETATM   47  H24 UNL     1      -0.692  -0.045   2.725  1.00  0.00           H  
HETATM   48  H25 UNL     1      -2.265  -0.668   2.275  1.00  0.00           H  
HETATM   49  H26 UNL     1      -2.510  -3.581   0.639  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   27
CONECT    3   28   29   30
CONECT    4    5    5    9
CONECT    5    6   31
CONECT    6    7    7   32
CONECT    7    8   20
CONECT    8    9    9   10
CONECT    9   33
CONECT   10   11   11   12
CONECT   12   13   34   35
CONECT   13   14   20   36
CONECT   14   15   16   17
CONECT   15   37   38   39
CONECT   16   40   41   42
CONECT   17   18   43   44
CONECT   18   19   45   46
CONECT   19   20   47   48
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   49
END

NP0043908
     RDKit          3D

49 51  0  0  0  0  0  0  0  0999 V2000
    4.8881    1.7943   -0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624    0.3222   -0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978   -0.4160    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1453    0.0907   -0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7377    0.4466    0.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4144    0.2510    1.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5166   -0.3031    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -0.6732   -0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2079   -0.4583   -1.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0597   -1.2615   -1.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3778   -1.9181   -2.8827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5210   -1.0568   -1.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -0.0486   -0.5788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0519    0.4091   -0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0994   -0.6888   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4184    1.2973   -1.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2359    1.2806    0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0327    1.3500    1.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076   -0.0175    1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9118   -0.5697    0.6235 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0288   -2.0668    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372   -2.8134    0.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225   -2.7072    1.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6681    2.0882    0.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0062    1.8755   -0.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3476    2.4285   -1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7284   -0.0117   -1.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3642    0.2194    0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8908   -1.3036   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9799   -0.7050    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4087    0.8773    1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369    0.5441    2.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5281   -0.7431   -2.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742   -0.7654   -2.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191   -2.0618   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0987    0.8657   -0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3442   -1.0063    0.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0836   -0.2842   -0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8263   -1.5748   -0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8455    0.7028   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5235    1.8741   -1.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1994    2.0360   -1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806    0.8970    1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206    2.3311    0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3541    2.1106    1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803    1.6559    2.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918   -0.0445    2.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2654   -0.6679    2.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -3.5808    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 21 22  2  0
 21 23  1  0
  9  4  1  0
 20 13  1  0
 20  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  9 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  6
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 23 49  1  0
M  END

View in JSmol

Synonyms

Value	Source
(4AR,10as)-1,1-dimethyl-9-oxo-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylate	Generator

Chemical Formula

C₂₀H₂₆O₃

Average Mass

314.4250 Da

Monoisotopic Mass

314.18819 Da

IUPAC Name

(4aR,10aS)-1,1-dimethyl-9-oxo-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid

Traditional Name

(4aR,10aS)-7-isopropyl-1,1-dimethyl-9-oxo-3,4,10,10a-tetrahydro-2H-phenanthrene-4a-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC(=O)C3=C(C=CC(=C3)C(C)C)[C@]1(CCCC2(C)C)C(O)=O

InChI Identifier

InChI=1S/C20H26O3/c1-12(2)13-6-7-15-14(10-13)16(21)11-17-19(3,4)8-5-9-20(15,17)18(22)23/h6-7,10,12,17H,5,8-9,11H2,1-4H3,(H,22,23)/t17-,20-/m0/s1

InChI Key

UCAKHMJFSXWWOP-PXNSSMCTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Pyridine-d5, 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
Inonotus obliquus	Linigton's dataset	24359303

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Abietane diterpenoid
Diterpenoid
Hydrophenanthrene
Phenanthrene
1-naphthalenecarboxylic acid
1-naphthalenecarboxylic acid or derivatives
Tetralin
Cumene
Aryl alkyl ketone
Aryl ketone
Benzenoid
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	4.45	ALOGPS
logP	4.6	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.23 m³·mol⁻¹	ChemAxon
Polarizability	35.8 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

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DrugBank ID

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Phenol Explorer Compound ID

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FoodDB ID

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KNApSAcK ID

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Chemspider ID

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KEGG Compound ID

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BioCyc ID

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BiGG ID

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Wikipedia Link

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METLIN ID

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PubChem Compound

73890964

PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

Liu C, Zhao C, Pan HH, Kang J, Yu XT, Wang HQ, Li BM, Xie YZ, Chen RY: Chemical constituents from Inonotus obliquus and their biological activities. J Nat Prod. 2014 Jan 24;77(1):35-41. doi: 10.1021/np400552w. Epub 2013 Dec 20. [PubMed:24359303 ]

Showing NP-Card for Inonotusol H (NP0043908)

MOL for NP0043908 (Inonotusol H)

3D MOL for NP0043908 (Inonotusol H)

3D SDF for NP0043908 (Inonotusol H)

3D-SDF for NP0043908 (Inonotusol H)

PDB for NP0043908 (Inonotusol H)

3D PDB for NP0043908 (Inonotusol H)

SMILES for NP0043908 (Inonotusol H)

INCHI for NP0043908 (Inonotusol H)

Structure for NP0043908 (Inonotusol H)

3D Structure for NP0043908 (Inonotusol H)