NP-MRD: Showing NP-Card for 2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid (NP0184857)

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Record Information

Version

1.0

Created at

2022-09-04 00:05:34 UTC

Updated at

2022-09-04 00:05:34 UTC

NP-MRD ID

NP0184857

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid

Description

Torulosic acid, also known as torulosate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid is found in Fuscoporia torulosa. It was first documented in 2014 (PMID: 24853713). Based on a literature review a significant number of articles have been published on Torulosic acid (PMID: 36057450) (PMID: 36057449) (PMID: 36057448) (PMID: 36057447) (PMID: 36057446) (PMID: 36057433).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042202052D          

 28 31  0  0  1  0            999 V2000
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4220    0.0841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    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  2  0  0  0  0
  3  5  1  0  0  0  0
  6  2  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  6  0  0  0
 12 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 28  1  0  0  0  0
M  END

     RDKit          3D

 66 69  0  0  0  0  0  0  0  0999 V2000
    4.7978   -1.8289    0.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7327   -0.3137    0.5431 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2145   -0.1008   -0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5550   -1.1074   -1.5109 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3547    1.1059   -1.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4250    0.2525    0.9285 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3606    1.7290    0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0606    1.8996   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2318    0.8384    0.5072 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9432    1.1985    1.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1649   -1.7539    0.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5856   -1.4655    1.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1916   -0.3593    0.3696 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.6681   -2.0006    0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394   -2.1472   -0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5816   -0.8815   -0.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3961   -0.8894   -1.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1236    0.3902   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6455    0.3935    1.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7832    1.5639   -0.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6476    0.4382   -0.1394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0975    1.4287   -1.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5929    1.4298   -1.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4380   -2.4432    0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3966   -2.0407    1.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9095   -2.0326    0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4916    0.1285    1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0907    1.3297   -2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3527    0.1319    2.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255    2.1694    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2510    2.3219    1.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2346    1.7338   -1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6320    2.8973   -0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1977    0.5457    2.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4508    2.2160    1.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7877    1.3038    2.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4158   -1.9193    1.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0210   -2.7140    0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8052   -1.2876    2.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816   -2.3973    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2603   -0.6457   -1.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9467   -0.1996   -1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4239   -1.8767   -1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9653   -1.0681   -2.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0828   -2.4029   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7519   -0.8284   -2.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7070   -1.8514    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1205   -2.9477    0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7611   -2.6226    0.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0090   -2.8648   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6336    0.8930    1.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9423    0.9562    1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8012   -0.6531    1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3045    1.8622   -1.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9554    2.4014   -0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8193    1.2105   -1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
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  5 33  1  0
M  END


  Mrv1652309042202052D          

 28 31  0  0  1  0            999 V2000
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4220    0.0841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2463    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  3  4  2  0  0  0  0
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  6  2  1  6  0  0  0
  6  7  1  0  0  0  0
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  8  9  1  0  0  0  0
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  6 15  1  0  0  0  0
  9 15  1  0  0  0  0
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 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
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 11 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184857

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC([C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)C1CC3)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H38O3/c1-15(21(27)28)16-9-13-25(6)18-7-8-19-22(2,3)20(26)11-12-23(19,4)17(18)10-14-24(16,25)5/h15-16,19H,7-14H2,1-6H3,(H,27,28)/t15?,16-,19?,23-,24-,25+/m1/s1

> <INCHI_KEY>
UECXJQGVBNBOBM-LNJNUCEDSA-N

> <FORMULA>
C25H38O3

> <MOLECULAR_WEIGHT>
386.576

> <EXACT_MASS>
386.282095084

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.631326900686815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2S,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]propanoic acid

> <JCHEM_LOGP>
5.546211368666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.692856217772043

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.745495305371287

> <JCHEM_PKA_STRONGEST_BASIC>
-7.47129015134535

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
111.61109999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2S,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       9.302  -2.907   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.882  -1.480   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.407  -1.269   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.353  -2.485   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.988   0.157   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.505   2.629   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.069  -1.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.373  -0.949   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.521   2.992   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.341   3.664   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   15                                             
CONECT   10    9                                                            
CONECT   11    9   12   28                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    6    9   16                                             
CONECT   16   15                                                            
CONECT   17   12   18   19   26                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23   17   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   11                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
Torulosate	Generator

Chemical Formula

C₂₅H₃₈O₃

Average Mass

386.5760 Da

Monoisotopic Mass

386.28210 Da

IUPAC Name

2-[(2S,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]propanoic acid

Traditional Name

2-[(2S,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

CC([C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)C1CC3)C(O)=O

InChI Identifier

InChI=1S/C25H38O3/c1-15(21(27)28)16-9-13-25(6)18-7-8-19-22(2,3)20(26)11-12-23(19,4)17(18)10-14-24(16,25)5/h15-16,19H,7-14H2,1-6H3,(H,27,28)/t15?,16-,19?,23-,24-,25+/m1/s1

InChI Key

UECXJQGVBNBOBM-LNJNUCEDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phellinus torulosus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Polycyclic triterpenoid
Bile acid, alcohol, or derivatives
Steroid acid
3-oxosteroid
Oxosteroid
14-alpha-methylsteroid
Steroid
Ketone
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
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	5.55	ChemAxon
pKa (Strongest Acidic)	4.75	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	111.61 m³·mol⁻¹	ChemAxon
Polarizability	45.63 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

C00022721

Chemspider ID

78439757

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586597

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Micalizzi E, Vaudano AE, Ballerini A, Talami F, Giovannini G, Turchi G, Cioclu MC, Giunta L, Meletti S: Ictal Apnea: a prospective monocentric study in patients with epilepsy. Eur J Neurol. 2022 Sep 3. doi: 10.1111/ene.15547. [PubMed:36057450 ]
Jiang S, Guo P, Heo HY, Zhang Y, Wu J, Jin Y, Laterra J, Eberhart CG, Lim M, Blakeley JO: Radiomics analysis of amide proton transfer-weighted and structural MR images for treatment response assessment in malignant gliomas. NMR Biomed. 2022 Sep 3:e4824. doi: 10.1002/nbm.4824. [PubMed:36057449 ]
Agarwal K, Saikia P, Podder I: Metabolic syndrome and Dyslipidemia in xanthelasma palpebrarum and associated risk-factors- a case-control study. J Cosmet Dermatol. 2022 Sep 3. doi: 10.1111/jocd.15353. [PubMed:36057448 ]
Lebel V, Argiropoulos N, Robins S, Charbonneau L, Feeley N: Family-centred care and breastfeeding self-efficacy determined how ready mothers were for their infants to be discharged from a neonatal intensive care unit. Acta Paediatr. 2022 Sep 3. doi: 10.1111/apa.16538. [PubMed:36057447 ]
Park JI, Kim SJ, Kim YJ, Lee SJ: Protective role of Caesalpinia sappan extract and its main component brazilin against blue light-induced damage in human fibroblasts. J Cosmet Dermatol. 2022 Sep 3. doi: 10.1111/jocd.15354. [PubMed:36057446 ]
Olszewska DA, Fasano A, Munhoz RP, Gomez CCR, Lang AE: Initiating dopamine agonists rather than levodopa in early Parkinson's disease does not delay the need for deep brain stimulation. Eur J Neurol. 2022 Sep 3. doi: 10.1111/ene.15539. [PubMed:36057433 ]
Ortiz G, Bastidas A, Garay-Fernandez M, Lara A, Benavides M, Rocha E, Buitrago A, Diaz G, Ordonez J, Reyes LF: Correlation and validity of imputed PaO2/FiO2 and SpO2/FiO2 in patients with invasive mechanical ventilation at 2600m above sea level. Med Intensiva (Engl Ed). 2022 Sep;46(9):501-507. doi: 10.1016/j.medine.2021.05.010. [PubMed:36057441 ]
Saberi K, Hickok G: Confirming an antiphasic bicyclic pattern of forward entrainment in signal detection: A reanalysis of Sun et al. (2021). Eur J Neurosci. 2022 Sep 3. doi: 10.1111/ejn.15816. [PubMed:36057434 ]
Laccourreye O: Dog days.... Eur Ann Otorhinolaryngol Head Neck Dis. 2022 Aug;139(4):171-172. doi: 10.1016/j.anorl.2022.08.003. [PubMed:36057445 ]
Prissel MA, Solomon M: RE: Fellowships in Podiatric Medicine. J Foot Ankle Surg. 2022 Sep-Oct;61(5):1137. doi: 10.1053/j.jfas.2021.03.013. [PubMed:36057444 ]
Ishikawa T, Inoue S, Kawaguchi M: A pediatric case of severe systemic pneumatosis during airway pressure release ventilation. Med Intensiva (Engl Ed). 2022 Sep;46(9):544-545. doi: 10.1016/j.medine.2020.03.007. [PubMed:36057443 ]
Isidoro Duarte T, Amaral M, Pires C, Casimiro J, Germano N: Hemodynamic monitoring for liver transplantation: Agreement between invasive and non-invasive devices? Med Intensiva (Engl Ed). 2022 Sep;46(9):527-529. doi: 10.1016/j.medine.2021.06.006. [PubMed:36057442 ]
Castellanos-Ortega A, Broch MJ, Palacios-Castaneda D, Gomez-Tello V, Valdivia M, Vicent C, Madrid I, Martinez N, Parraga MJ, Sancho E, Fuentes-Dura MDC, Sancerni-Beitia MD, Garcia-Ros R: Competency assessment of residents of Intensive Care Medicine through a simulation-based objective structured clinical evaluation (OSCE). A multicenter observational study. Med Intensiva (Engl Ed). 2022 Sep;46(9):491-500. doi: 10.1016/j.medine.2022.01.001. [PubMed:36057440 ]
Caldeira da Rocha R, Fernandes R, Picarra B, Neves D, Trinca M: Troubled adolescence. Rev Port Cardiol. 2022 Sep;41(9):803-804. doi: 10.1016/j.repc.2022.07.012. Epub 2022 Aug 10. [PubMed:36057439 ]
Galrinho A: When a misfortune does not come alone. Rev Port Cardiol. 2022 Sep;41(9):801-802. doi: 10.1016/j.repc.2022.07.011. Epub 2022 Aug 18. [PubMed:36057438 ]
Toscano M, Alves AR, Matias C, Carvalho M, Marques M: Hemangioma of the mitral valve: Following the murmur. Rev Port Cardiol. 2022 Sep;41(9):795-799. doi: 10.1016/j.repc.2022.07.003. Epub 2022 Aug 9. [PubMed:36057437 ]
Campos Fernandes A, Abreu A, Pinto F, Mota-Filipe H, Machado MDC, Carrageta M: Contributions to the improvement of healthcare management for cardiovascular patients in Portugal. Rev Port Cardiol. 2022 Sep;41(9):791-793. doi: 10.1016/j.repc.2021.09.014. Epub 2022 Aug 19. [PubMed:36057436 ]
Benitez PCA, Gentilini MV, Gondolesi GE: The translational approach to liver transplantation. Ann Hepatol. 2022 Sep-Oct;27(5):100747. doi: 10.1016/j.aohep.2022.100747. Epub 2022 Aug 31. [PubMed:36057435 ]
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Olate VR, Soto A, Schmeda-Hirschmann G: Seasonal variation and resin composition in the Andean tree Austrocedrus chilensis. Molecules. 2014 May 21;19(5):6489-503. doi: 10.3390/molecules19056489. [PubMed:24853713 ]
LOTUS database [Link]

Showing NP-Card for 2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid (NP0184857)

MOL for NP0184857 (2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid)

3D MOL for NP0184857 (2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid)

3D SDF for NP0184857 (2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid)

3D-SDF for NP0184857 (2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid)

PDB for NP0184857 (2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid)

3D PDB for NP0184857 (2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid)

SMILES for NP0184857 (2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid)

INCHI for NP0184857 (2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid)

Structure for NP0184857 (2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid)

3D Structure for NP0184857 (2-[(1r,3ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]propanoic acid)