NP-MRD: Showing NP-Card for methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate (NP0208887)

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Record Information

Version

2.0

Created at

2022-09-05 06:05:18 UTC

Updated at

2022-09-05 06:05:18 UTC

NP-MRD ID

NP0208887

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate

Description

Methyl 10,16-dihydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,17,18-pentaoxo-4-oxatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]Octadecane-5-carboxylate belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate is found in Mallotus nudiflorus. Methyl 10,16-dihydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,17,18-pentaoxo-4-oxatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]Octadecane-5-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231523422D          

 36 39  0  0  0  0            999 V2000
    6.7211    1.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7340    0.5907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0260    0.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0389   -0.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8256    1.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    2.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -1.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -1.6143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386   -1.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2635   -0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2849    1.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.9716    0.0000 O   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
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 16 33  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  0  0  0  0
 11 35  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  2  0  0  0  0
M  END

     RDKit          3D

 68 71  0  0  0  0  0  0  0  0999 V2000
    1.5347   -0.9823    2.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1202   -1.1629    0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2780   -1.5718    0.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6420    1.8011   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8647    2.9883    0.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4292    0.6951    0.5994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8735    0.5934    1.8464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8327    1.1881    0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7334    0.3223    1.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9562    2.5862    1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5335    1.2521   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0609    2.2238   -1.0409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5272   -0.0279   -1.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0466   -0.3456   -1.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2828   -0.5172   -0.2750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8673   -1.6935    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3948    0.2361   -0.9794 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.1263    0.5214   -0.1309 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8091    0.5106   -1.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1571    0.7124    0.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0722    1.6944    1.6805 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8637   -1.1290    2.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5470   -0.6848    2.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8520   -1.4648    1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721   -2.6939    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6866   -2.5345   -1.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6912    0.8489   -3.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8932    0.1415   -3.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4510   -0.9716   -3.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    0.1394    2.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6530    0.9768    1.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1494   -0.5521    1.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3669    0.1739    2.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9661    2.6227    1.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0880    3.3691    0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    2.8210    2.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0904   -0.8385   -0.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9037    0.1780   -2.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6721    0.6059   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0073   -1.1945   -2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1842   -2.5967    0.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7628   -2.1096   -0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0170   -1.5024    1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0304    0.3333   -1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8471    1.5457   -1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0240   -2.5633   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 31  1  0
 31 29  1  0
 29 30  2  0
 27 29  1  1
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 35 36  1  6
 35  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  6
  4 21  1  0
 21 22  1  1
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 20 19  1  0
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 17 14  1  0
 14 15  1  0
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  6  7  1  6
 35 33  1  0
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  6 23  1  0
  6  4  1  0
 12 21  1  0
 32 63  1  0
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 28 60  1  0
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 23 59  1  6
 36 66  1  0
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  1 37  1  0
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  3 40  1  0
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 22 56  1  0
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 16 50  1  0
 16 51  1  0
 13 45  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
M  END


  Mrv1533004231523422D          

 36 39  0  0  0  0            999 V2000
    6.7211    1.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7340    0.5907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8256    1.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9550   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2251    1.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6850    2.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 16 33  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  0  0  0  0
 11 35  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0208887

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(C)OC(=O)C2C(C)(C(=C)CC3(O)C4(C)CCC(=O)C(C)(C)C4(O)C(=O)C(=O)C23C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O10/c1-12-11-25(33)21(4)10-9-13(27)20(2,3)26(21,34)16(29)15(28)23(25,6)14-17(30)36-24(7,19(32)35-8)18(31)22(12,14)5/h14,33-34H,1,9-11H2,2-8H3

> <INCHI_KEY>
UXTSGZSCMMEVEW-UHFFFAOYSA-N

> <FORMULA>
C26H32O10

> <MOLECULAR_WEIGHT>
504.532

> <EXACT_MASS>
504.19954723

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
49.54393695728801

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 10,16-dihydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,17,18-pentaoxo-4-oxatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadecane-5-carboxylate

> <ALOGPS_LOGP>
1.50

> <JCHEM_LOGP>
2.715316369000001

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.734950720161248

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.97049705220415

> <JCHEM_PKA_STRONGEST_BASIC>
-3.397916421559608

> <JCHEM_POLAR_SURFACE_AREA>
161.34

> <JCHEM_REFRACTIVITY>
121.88179999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 10,16-dihydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,17,18-pentaoxo-4-oxatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadecane-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      12.546   2.642   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.570   1.103   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.249   0.312   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      11.273  -1.228   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.903   1.061   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.874   2.256   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.399  -0.394   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.887  -0.685   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.383  -2.140   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.879   0.479   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.383   1.934   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.887   3.389   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.375   3.098   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.879   4.553   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.862   2.807   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.358   1.352   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.350   2.516   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.366   0.188   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.375  -0.976   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.870  -2.431   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.350  -1.558   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.846  -3.013   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.342  -0.394   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.838  -1.849   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.830  -0.685   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.379  -2.124   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.492  -1.476   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.179   0.479   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.691   0.188   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.326   1.934   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.838   2.225   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.846   1.061   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.398   2.535   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.895   2.225   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       9.399   3.680   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   35                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   18                                                  
CONECT   11   10   12   13   35                                             
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18   33                                             
CONECT   17   16                                                            
CONECT   18   16   10   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   33                                             
CONECT   25   24                                                            
CONECT   26   24   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   16   24   34                                             
CONECT   34   33                                                            
CONECT   35   11    5   36                                                  
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Value	Source
Methyl 10,16-dihydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,17,18-pentaoxo-4-oxatetracyclo[8.8.0.0,.0,]octadecane-5-carboxylic acid	Generator
Methyl 10,16-dihydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,17,18-pentaoxo-4-oxatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadecane-5-carboxylic acid	Generator

Chemical Formula

C₂₆H₃₂O₁₀

Average Mass

504.5320 Da

Monoisotopic Mass

504.19955 Da

IUPAC Name

methyl 10,16-dihydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,17,18-pentaoxo-4-oxatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadecane-5-carboxylate

Traditional Name

methyl 10,16-dihydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,17,18-pentaoxo-4-oxatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadecane-5-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1(C)OC(=O)C2C(C)(C(=C)CC3(O)C4(C)CCC(=O)C(C)(C)C4(O)C(=O)C(=O)C23C)C1=O

InChI Identifier

InChI=1S/C26H32O10/c1-12-11-25(33)21(4)10-9-13(27)20(2,3)26(21,34)16(29)15(28)23(25,6)14-17(30)36-24(7,19(32)35-8)18(31)22(12,14)5/h14,33-34H,1,9-11H2,2-8H3

InChI Key

UXTSGZSCMMEVEW-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
Trewia nudiflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Steroid lactone
Abscisic acid
18-oxosteroid
5-hydroxysteroid
Hydroxysteroid
Oxosteroid
17-oxosteroid
Naphthopyran
Naphthalene
Delta valerolactone
Alpha-acyloxy ketone
Delta_valerolactone
Dicarboxylic acid or derivatives
Pyran
Oxane
Cyclic alcohol
Methyl ester
Tertiary alcohol
Lactone
Cyclic ketone
Ketone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
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	1.5	ALOGPS
logP	2.72	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	11.97	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	161.34 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	121.88 m³·mol⁻¹	ChemAxon
Polarizability	49.54 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate (NP0208887)

MOL for NP0208887 (methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate)

3D MOL for NP0208887 (methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate)

3D SDF for NP0208887 (methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate)

3D-SDF for NP0208887 (methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate)

PDB for NP0208887 (methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate)

3D PDB for NP0208887 (methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate)

SMILES for NP0208887 (methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate)

INCHI for NP0208887 (methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate)

Structure for NP0208887 (methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate)

3D Structure for NP0208887 (methyl 6a,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,6,8-pentaoxo-tetrahydrophenanthro[1,2-c]pyran-2-carboxylate)