NP-MRD: Showing NP-Card for [(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate (NP0153333)

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Record Information

Version

2.0

Created at

2022-09-02 09:58:08 UTC

Updated at

2022-09-02 09:58:08 UTC

NP-MRD ID

NP0153333

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate

Description

2Alpha,7beta,15beta,18-tetraacetoxy-cholest-5-en-3alpha-ol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 2alpha,7beta,15beta,18-tetraacetoxy-cholest-5-en-3alpha-ol is considered to be a sterol. [(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate is found in Eudendrium glomeratum. Based on a literature review very few articles have been published on 2alpha,7beta,15beta,18-tetraacetoxy-cholest-5-en-3alpha-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022211582D          

 44 47  0  0  1  0            999 V2000
    4.4074    1.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5789    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3636   -0.0388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658   -0.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1374   -1.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5243   -1.6949    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2693   -0.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624   -0.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9103   -1.3519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1653   -2.1365    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9722   -2.3080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.5341   -4.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
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  9 10  1  0  0  0  0
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M  END

     RDKit          3D

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 37 90  1  1
 42 94  1  0
 42 95  1  0
 44 96  1  0
 44 97  1  0
 44 98  1  0
  9 54  1  6
  8 52  1  0
  8 53  1  0
  7 50  1  0
  7 51  1  0
  5 48  1  0
  5 49  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
 40 91  1  0
 40 92  1  0
 40 93  1  0
M  END


  Mrv1652309022211582D          

 44 47  0  0  1  0            999 V2000
    4.4074    1.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5789    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3636   -0.0388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658   -0.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1374   -1.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5243   -1.6949    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2693   -0.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624   -0.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9103   -1.3519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1653   -2.1365    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9722   -2.3080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3847   -3.0225    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0492   -3.7762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5341   -4.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3546   -4.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985   -5.1973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917   -2.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2780   -2.0305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9924   -1.6180    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9924   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7069   -2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1358   -2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8503   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5648   -2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8503   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6132   -2.7496    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8682   -3.5342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3161   -4.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711   -4.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5092   -3.9758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8063   -2.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5513   -1.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2556   -1.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5106   -0.8373    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3176   -0.6658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414   -0.2242    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2135    0.5604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0205    0.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754    1.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5725    0.1188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8484   -0.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1034   -1.1804    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6554   -0.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11  6  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 37 42  1  0  0  0  0
 42 43  1  0  0  0  0
 33 43  1  0  0  0  0
  9 43  1  0  0  0  0
 43 44  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0153333

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCC[C@@H](C)[C@H]1C[C@@H](OC(C)=O)[C@H]2[C@@H]3[C@@H](OC(C)=O)C=C4C[C@H](O)[C@@H](C[C@]4(C)[C@H]3CC[C@]12COC(C)=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H54O9/c1-19(2)10-9-11-20(3)27-16-30(43-23(6)38)33-32-26(12-13-35(27,33)18-41-21(4)36)34(8)17-31(44-24(7)39)28(40)14-25(34)15-29(32)42-22(5)37/h15,19-20,26-33,40H,9-14,16-18H2,1-8H3/t20-,26+,27-,28+,29+,30-,31-,32+,33+,34+,35+/m1/s1

> <INCHI_KEY>
UMYUPHFXQKVRIH-OVNCJEGASA-N

> <FORMULA>
C35H54O9

> <MOLECULAR_WEIGHT>
618.808

> <EXACT_MASS>
618.376783319

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
70.38326627185445

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S,2R,4R,5S,9R,10R,11S,12R,14R,15S)-4,9,12-tris(acetyloxy)-5-hydroxy-2-methyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-15-yl]methyl acetate

> <ALOGPS_LOGP>
4.85

> <JCHEM_LOGP>
4.060093774333332

> <ALOGPS_LOGS>
-5.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.106109588938395

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1897876657983453

> <JCHEM_POLAR_SURFACE_AREA>
125.43

> <JCHEM_REFRACTIVITY>
163.3897

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.61e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,4R,5S,9R,10R,11S,12R,14R,15S)-4,9,12-tris(acetyloxy)-5-hydroxy-2-methyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-15-yl]methyl 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       8.227   1.910   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.547   0.403   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.012  -0.073   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.403  -0.627   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.723  -2.133   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.579  -3.164   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.103  -1.699   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.596  -1.379   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.566  -2.524   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.042  -3.988   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.548  -4.308   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.318  -5.642   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.692  -7.049   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.597  -8.295   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.129  -8.134   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.971  -9.702   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.825  -5.322   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.986  -3.790   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.319  -3.020   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.319  -1.480   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.653  -3.790   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.987  -3.020   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.320  -3.790   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.654  -3.020   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.988  -3.790   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.654  -1.480   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.011  -5.133   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.487  -6.597   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.457  -7.742   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.933  -9.206   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.950  -7.421   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.505  -4.812   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.029  -3.348   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.477  -3.028   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.953  -1.563   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -2.459  -1.243   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       0.077  -0.419   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -0.399   1.046   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.905   1.366   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.381   2.831   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -2.935   0.222   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       1.584  -0.739   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.060  -2.203   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.090  -1.059   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11   18                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   43                                                  
CONECT   10    9   11   27                                                  
CONECT   11   10    6   12                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12   18                                                       
CONECT   18   17    6   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   10   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27   33                                                       
CONECT   33   32   34   43                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   37   43                                                       
CONECT   43   42   33    9   44                                             
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Value	Source
2a,7b,15b,18-Tetraacetoxy-cholest-5-en-3a-ol	Generator
2Α,7β,15β,18-tetraacetoxy-cholest-5-en-3α-ol	Generator

Chemical Formula

C₃₅H₅₄O₉

Average Mass

618.8080 Da

Monoisotopic Mass

618.37678 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)CCC[C@@H](C)[C@H]1C[C@@H](OC(C)=O)[C@H]2[C@@H]3[C@@H](OC(C)=O)C=C4C[C@H](O)[C@@H](C[C@]4(C)[C@H]3CC[C@]12COC(C)=O)OC(C)=O

InChI Identifier

InChI=1S/C35H54O9/c1-19(2)10-9-11-20(3)27-16-30(43-23(6)38)33-32-26(12-13-35(27,33)18-41-21(4)36)34(8)17-31(44-24(7)39)28(40)14-25(34)15-29(32)42-22(5)37/h15,19-20,26-33,40H,9-14,16-18H2,1-8H3/t20-,26+,27-,28+,29+,30-,31-,32+,33+,34+,35+/m1/s1

InChI Key

UMYUPHFXQKVRIH-OVNCJEGASA-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
Eudendrium glomeratum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol
Cholesterol-skeleton
Steroid ester
3-hydroxy-delta-5-steroid
3-hydroxysteroid
3-alpha-hydroxysteroid
Hydroxysteroid
Delta-5-steroid
Tetracarboxylic acid or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Cholesterol and derivatives (LMST01010312 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.85	ALOGPS
logS	-5.9	ALOGPS

External Links

HMDB ID

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DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

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KNApSAcK ID

Not Available

Chemspider ID

10275267

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

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Wikipedia Link

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METLIN ID

Not Available

PubChem Compound

21668295

PDB ID

Not Available

ChEBI ID

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Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate (NP0153333)

MOL for NP0153333 ([(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate)

3D MOL for NP0153333 ([(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate)

3D SDF for NP0153333 ([(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate)

3D-SDF for NP0153333 ([(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate)

PDB for NP0153333 ([(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate)

3D PDB for NP0153333 ([(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate)

SMILES for NP0153333 ([(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate)

INCHI for NP0153333 ([(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate)

Structure for NP0153333 ([(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate)

3D Structure for NP0153333 ([(1r,3r,3as,3br,4r,7s,8r,9ar,9bs,11as)-3,4,8-tris(acetyloxy)-7-hydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methyl acetate)