NP-MRD: Showing NP-Card for methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate (NP0154263)

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Record Information

Version

2.0

Created at

2022-09-02 11:03:00 UTC

Updated at

2022-09-02 11:03:00 UTC

NP-MRD ID

NP0154263

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate

Description

CHEMBL3235608 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 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate is found in Clausena emarginata. Based on a literature review very few articles have been published on CHEMBL3235608.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022213032D          

 38 43  0  0  1  0            999 V2000
    5.6817   -2.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9811   -2.3735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0079   -1.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7354   -1.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -1.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996    1.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280    1.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872    2.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2792    1.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1220   -1.3344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9660   -0.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1539   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -1.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6654   -2.1932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0976    0.2673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069    1.3336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850   -0.5835    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  5  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
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  2  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 36 35  1  1  0  0  0
 34 36  1  0  0  0  0
 21 36  1  0  0  0  0
 15 36  1  0  0  0  0
 17 37  1  1  0  0  0
  6 37  1  0  0  0  0
 11 37  1  0  0  0  0
 37 38  1  1  0  0  0
M  END

     RDKit          3D

 72 77  0  0  0  0  0  0  0  0999 V2000
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   -3.7905    1.5960    0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2788    2.9990   -0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7687    0.8262    0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386    1.3218    0.4917 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8398    2.1804    1.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942    1.9483    1.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2087    2.3848    2.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4224    1.2141    0.5722 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3637    2.2125   -0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4209    0.4432   -0.4181 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.1167   -1.7928    4.1276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    0.0301    2.6863 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2086    1.0435    2.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2423    0.2160    1.3597 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6226    1.1905   -0.8162 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3310    2.6546   -1.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3788   -3.5682    0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6200   -3.7189    0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4093   -4.6160   -0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9353   -0.9627   -2.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6361   -0.6906   -2.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5947    1.2925   -2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5929    3.7800    0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2099    3.1701    0.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6346    3.2725   -1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2608   -0.0856    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6693    0.5271    0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4274    0.2617    0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  3  4  2  0
  3  5  1  0
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 36 21  1  0
 36 34  1  0
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 27 68  1  0
 38 70  1  0
 38 71  1  0
 38 72  1  0
M  END


  Mrv1652309022213032D          

 38 43  0  0  1  0            999 V2000
    5.6817   -2.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3492    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8069    1.3336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850   -0.5835    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  5  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
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  2  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 36 35  1  1  0  0  0
 34 36  1  0  0  0  0
 21 36  1  0  0  0  0
 15 36  1  0  0  0  0
 17 37  1  1  0  0  0
  6 37  1  0  0  0  0
 11 37  1  0  0  0  0
 37 38  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0154263

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1OC(C)(C)[C@@H]2CC(=O)[C@]3(C)[C@H]([C@@H](O)C[C@@]4(C)[C@@H](OC(=O)[C@H]5O[C@@]345)C3=CC(O)OC3=O)[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O11/c1-23(2)13-8-14(29)26(5)18(25(13,4)15(37-23)9-16(30)34-6)12(28)10-24(3)19(11-7-17(31)35-21(11)32)36-22(33)20-27(24,26)38-20/h7,12-13,15,17-20,28,31H,8-10H2,1-6H3/t12-,13-,15+,17?,18+,19-,20+,24-,25+,26+,27+/m0/s1

> <INCHI_KEY>
QRBGVLKWHATJSX-UDKDEQCYSA-N

> <FORMULA>
C27H34O11

> <MOLECULAR_WEIGHT>
534.558

> <EXACT_MASS>
534.210111915

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
53.12981554594063

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1R,2R,4S,7R,8S,10S,11R,12R,13R,16R)-10-hydroxy-7-(5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0^{2,4}.0^{2,8}.0^{12,16}]octadecan-13-yl]acetate

> <ALOGPS_LOGP>
1.57

> <JCHEM_LOGP>
0.8516498426666641

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.740438056041892

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.779331295481553

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8593384496028627

> <JCHEM_POLAR_SURFACE_AREA>
158.19

> <JCHEM_REFRACTIVITY>
125.82009999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.52e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1R,2R,4S,7R,8S,10S,11R,12R,13R,16R)-10-hydroxy-7-(5-hydroxy-2-oxo-5H-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0^{2,4}.0^{2,8}.0^{12,16}]octadecan-13-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      10.606  -5.244   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.298  -4.431   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.348  -2.891   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.706  -2.165   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.040  -2.078   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.090  -0.539   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.365   0.325   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.937   1.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.453   2.075   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.826   3.340   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.398   1.854   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.405   3.032   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.889   2.761   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.896   3.938   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.366   1.312   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.254   2.848   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.358   0.135   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.835  -1.314   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.828  -2.491   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.319  -1.585   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.326  -0.407   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.803  -1.856   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.810  -0.678   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.287  -2.127   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.151  -3.401   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.206  -4.617   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.634  -6.097   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.242  -4.094   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.192  -2.555   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.408  -1.610   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.182   0.499   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.341   1.947   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.652   3.125   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.857   2.218   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.373   2.489   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.850   1.041   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.874   0.406   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.505  -1.089   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   37                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12   37                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17   36                                             
CONECT   16   15                                                            
CONECT   17   15   18   37                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23   36                                             
CONECT   22   21                                                            
CONECT   23   21   24   31                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   24   30                                                  
CONECT   30   29                                                            
CONECT   31   23   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34   36                                                       
CONECT   36   35   34   21   15                                             
CONECT   37   17    6   11   38                                             
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₄O₁₁

Average Mass

534.5580 Da

Monoisotopic Mass

534.21011 Da

IUPAC Name

methyl 2-[(1R,2R,4S,7R,8S,10S,11R,12R,13R,16R)-10-hydroxy-7-(5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0^{2,4}.0^{2,8}.0^{12,16}]octadecan-13-yl]acetate

Traditional Name

methyl [(1R,2R,4S,7R,8S,10S,11R,12R,13R,16R)-10-hydroxy-7-(5-hydroxy-2-oxo-5H-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0^{2,4}.0^{2,8}.0^{12,16}]octadecan-13-yl]acetate

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1OC(C)(C)[C@@H]2CC(=O)[C@]3(C)[C@H]([C@@H](O)C[C@@]4(C)[C@@H](OC(=O)[C@H]5O[C@@]345)C3=CC(O)OC3=O)[C@@]12C

InChI Identifier

InChI=1S/C27H34O11/c1-23(2)13-8-14(29)26(5)18(25(13,4)15(37-23)9-16(30)34-6)12(28)10-24(3)19(11-7-17(31)35-21(11)32)36-22(33)20-27(24,26)38-20/h7,12-13,15,17-20,28,31H,8-10H2,1-6H3/t12-,13-,15+,17?,18+,19-,20+,24-,25+,26+,27+/m0/s1

InChI Key

QRBGVLKWHATJSX-UDKDEQCYSA-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
Clausena emarginata	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
Hydroxysteroid
11-oxosteroid
Oxosteroid
2-oxosteroid
7-alpha-hydroxysteroid
7-hydroxysteroid
Naphthopyran
Naphthalene
Tricarboxylic acid or derivatives
1,4-dioxepane
Delta valerolactone
Dioxepane
Delta_valerolactone
2-furanone
Pyran
Oxane
Methyl ester
Tetrahydrofuran
Cyclic alcohol
Enoate ester
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Lactone
Ketone
Carboxylic acid ester
Hemiacetal
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Dialkyl ether
Ether
Oxirane
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
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	1.57	ALOGPS
logP	0.85	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	11.78	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	158.19 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	125.82 m³·mol⁻¹	ChemAxon
Polarizability	53.13 Å³	ChemAxon
Number of Rings	6	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

34237205

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90670769

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate (NP0154263)

MOL for NP0154263 (methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

3D MOL for NP0154263 (methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

3D SDF for NP0154263 (methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

3D-SDF for NP0154263 (methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

PDB for NP0154263 (methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

3D PDB for NP0154263 (methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

SMILES for NP0154263 (methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

INCHI for NP0154263 (methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

Structure for NP0154263 (methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)

3D Structure for NP0154263 (methyl 2-[(1r,2r,4s,7r,8s,10s,11r,12r,13r,16r)-10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-13-yl]acetate)