NP-MRD: Showing NP-Card for 4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one (NP0181824)

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Record Information

Version

2.0

Created at

2022-09-03 20:24:32 UTC

Updated at

2022-09-03 20:24:32 UTC

NP-MRD ID

NP0181824

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one

Description

AC1MXYWK belongs to the class of organic compounds known as cardenolides and derivatives. These are steroid lactones containing a furan-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. 4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one is found in Calotropis procera. AC1MXYWK is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171502232D          

 27 31  0  0  0  0            999 V2000
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685    1.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889   -1.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061   -2.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5793   -2.8729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -1.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351   -0.7661    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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  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
  2 12  1  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
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 11 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
M  END

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
   -2.7879   -1.2175   -1.5659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5530   -0.1122   -0.5766 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1862    1.1397   -1.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6737    1.2062   -0.8760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7902    1.4329    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7133    2.1058    0.9876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7522    0.8076    1.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -0.4438    0.6728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6498   -1.4357    1.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2657   -1.8456    1.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5055   -0.5706    0.8248 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1204    0.1969   -0.3156 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2796    0.1527   -1.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1053    0.7041   -1.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990    0.2601   -0.0252 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7686    1.3865    0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292   -0.4470   -0.1688 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1392    0.3943   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1355    1.6632   -0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4837    2.0755   -1.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8719    3.2318   -1.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3010    0.9660   -1.1884 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5173   -0.1166   -0.7847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1790   -1.0407    1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7472   -1.2712    1.7236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8996   -0.9289    0.5331 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0292   -1.9783   -0.3782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246   -1.8313   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5965   -1.9153   -1.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1729   -0.8337   -2.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9664    1.2347   -2.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279    2.0134   -0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0829    2.0579   -1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1401    0.2329   -1.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8985    1.4875    1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2292    0.4401    2.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2831   -0.9075    0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5590   -1.0526    2.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2378   -2.3963    1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2247   -2.5972    0.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7638   -2.2816    2.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5262    0.0144    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0916    1.2815    0.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695   -0.8241   -2.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7662    0.8200   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7708    0.3838   -2.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561    1.8270   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7872    1.5851    1.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1563    1.1452    1.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3395    2.2829    0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8427   -1.2823   -0.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193    2.3943   -0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8842   -0.4504    0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5559   -0.9733   -1.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7185   -2.0058    1.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6620   -0.2979    1.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5272   -0.7021    2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5830   -2.3474    1.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8385   -2.8170    0.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  1
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  6
 11 26  1  0
 26 27  1  6
 26 25  1  0
 25 24  1  0
 24 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 26 15  1  0
 23 18  1  0
 17 15  1  0
  2 12  1  0
  2  8  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 14 46  1  0
 14 47  1  0
 13 44  1  0
 13 45  1  0
 12 43  1  1
 11 42  1  1
 10 40  1  0
 10 41  1  0
  9 38  1  0
  9 39  1  0
  8 37  1  6
  7 35  1  0
  7 36  1  0
  4 33  1  0
  4 34  1  0
  3 31  1  0
  3 32  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 27 59  1  0
 25 57  1  0
 25 58  1  0
 24 55  1  0
 24 56  1  0
 17 51  1  6
 19 52  1  0
 23 53  1  0
 23 54  1  0
M  END


  Mrv1533004171502232D          

 27 31  0  0  0  0            999 V2000
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685    1.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889   -1.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061   -2.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5793   -2.8729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -1.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351   -0.7661    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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  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
  2 12  1  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
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 11 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0181824

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCC3C(CCC4CC(=O)CCC34C)C1(O)CCC2C1=CC(=O)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15,17-19,26H,3-10,12-13H2,1-2H3

> <INCHI_KEY>
REJBTXQSIQFRRE-UHFFFAOYSA-N

> <FORMULA>
C23H32O4

> <MOLECULAR_WEIGHT>
372.505

> <EXACT_MASS>
372.23005951

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
41.4956872231171

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{11-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
3.274855388666668

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.182636223106193

> <JCHEM_PKA_STRONGEST_BASIC>
0.2422068820236477

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
102.61249999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{11-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      13.558   1.312   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.791  -1.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.355   2.629   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.978  -1.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.406  -2.959   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.131  -3.824   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.081  -5.363   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.084  -2.878   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.439  -1.430   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8   12                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    2    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11    2   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   20                                             
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   11   15   21                                             
CONECT   21   20                                                            
CONECT   22   17   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   22                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₂O₄

Average Mass

372.5050 Da

Monoisotopic Mass

372.23006 Da

IUPAC Name

4-{11-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}-2,5-dihydrofuran-2-one

Traditional Name

4-{11-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

CC12CCC3C(CCC4CC(=O)CCC34C)C1(O)CCC2C1=CC(=O)OC1

InChI Identifier

InChI=1S/C23H32O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15,17-19,26H,3-10,12-13H2,1-2H3

InChI Key

REJBTXQSIQFRRE-UHFFFAOYSA-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
Calotropis procera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardenolides and derivatives. These are steroid lactones containing a furan-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolides and derivatives

Alternative Parents

Substituents

Cardanolide-skeleton
3-oxosteroid
14-hydroxysteroid
Oxosteroid
Hydroxysteroid
2-furanone
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Cyclic ketone
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	2.9	ALOGPS
logP	3.27	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	0.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	102.61 m³·mol⁻¹	ChemAxon
Polarizability	41.5 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3823590

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one (NP0181824)

MOL for NP0181824 (4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one)

3D MOL for NP0181824 (4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one)

3D SDF for NP0181824 (4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one)

3D-SDF for NP0181824 (4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one)

PDB for NP0181824 (4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one)

3D PDB for NP0181824 (4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one)

SMILES for NP0181824 (4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one)

INCHI for NP0181824 (4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one)

Structure for NP0181824 (4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one)

3D Structure for NP0181824 (4-{3a-hydroxy-9a,11a-dimethyl-7-oxo-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}-5h-furan-2-one)