NP-MRD: Showing NP-Card for (3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate (NP0216707)

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Record Information

Version

1.0

Created at

2022-09-05 16:46:54 UTC

Updated at

2022-09-05 16:46:54 UTC

NP-MRD ID

NP0216707

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate

Description

Ecdysone-22-oleate belongs to the class of organic compounds known as pentahydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or derivatives bearing five hydroxyl groups. (3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate is found in Rhipicephalus microplus. Based on a literature review very few articles have been published on ecdysone-22-oleate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052218462D          

 53 56  0  0  1  0            999 V2000
    7.2457    0.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9601   -0.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9601   -0.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6746   -1.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6746   -2.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3891   -2.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3891   -3.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1036   -3.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1036   -4.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8180   -5.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5325   -4.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2470   -5.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9614   -4.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6759   -5.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3904   -4.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1049   -5.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.5338   -5.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.5502   -5.7374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3752   -4.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9627   -3.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3752   -2.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7877   -2.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0897   -3.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6608   -2.4671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6772   -5.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6772   -6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3917   -5.0230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.4779   -4.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2849   -4.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6974   -4.7454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.1823   -4.0780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5044   -4.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0564   -4.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8634   -4.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4154   -3.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1183   -5.2600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.9253   -5.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1802   -6.2162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.9872   -6.3877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6282   -6.8293    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.8831   -7.6139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8212   -6.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5663   -5.8731    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.0142   -6.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7593   -5.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2073   -6.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4003   -6.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1454   -5.3585    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.5323   -5.9106    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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 29  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 40 38  1  6  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 44 45  1  1  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 40 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  0  0  0  0
 36 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 31 52  1  0  0  0  0
 34 52  1  0  0  0  0
 52 53  1  1  0  0  0
M  END

     RDKit          3D

129132  0  0  0  0  0  0  0  0999 V2000
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   15.1411   -2.5944   -0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6655   -1.6185    0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4076   -1.2454   -0.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2416   -0.0768   -1.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1245    1.2070   -0.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6751    1.2527   -0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
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 53129  1  0
M  END


  Mrv1652309052218462D          

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  1  2  1  0  0  0  0
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  3  4  1  0  0  0  0
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 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 31 52  1  0  0  0  0
 34 52  1  0  0  0  0
 52 53  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0216707

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC\C=C/CCCCCCCC(=O)O[C@](O)(CCC(C)(C)O)C(C)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)C3CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C45H76O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-40(49)53-45(52,28-27-41(3,4)50)32(2)33-24-26-44(51)35-29-37(46)36-30-38(47)39(48)31-42(36,5)34(35)23-25-43(33,44)6/h14-15,29,32-34,36,38-39,47-48,50-52H,7-13,16-28,30-31H2,1-6H3/b15-14-/t32?,33-,34?,36+,38-,39+,42-,43-,44-,45-/m1/s1

> <INCHI_KEY>
KLVBYLXANJKZPQ-FMDHDUGGSA-N

> <FORMULA>
C45H76O8

> <MOLECULAR_WEIGHT>
745.095

> <EXACT_MASS>
744.554019407

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
89.62544324515102

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3,6-dihydroxy-6-methyl-2-[(2R,4S,5R,7R,11S,14R,15R)-4,5,11-trihydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-14-yl]heptan-3-yl (9Z)-octadec-9-enoate

> <JCHEM_LOGP>
8.606741574666671

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.527928216965297

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.68543766607128

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6295674881538043

> <JCHEM_POLAR_SURFACE_AREA>
144.52

> <JCHEM_REFRACTIVITY>
212.96760000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3,6-dihydroxy-6-methyl-2-[(2R,4S,5R,7R,11S,14R,15R)-4,5,11-trihydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-14-yl]heptan-3-yl (9Z)-octadec-9-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      13.525   0.634   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.859  -0.136   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.859  -1.676   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.193  -2.446   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.193  -3.986   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.526  -4.756   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.526  -6.296   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.860  -7.066   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.860  -8.606   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.194  -9.376   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.527  -8.606   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.861  -9.376   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.195  -8.606   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.528  -9.376   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.862  -8.606   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.196  -9.376   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.529  -8.606   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.863  -9.376   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      30.863 -10.916   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      32.197  -8.606   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      33.530  -9.376   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      32.760 -10.710   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      34.300  -8.043   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      33.530  -6.709   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      34.300  -5.375   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      35.070  -4.041   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      35.634  -6.145   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      32.967  -4.605   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      34.864 -10.146   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      34.864 -11.686   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      36.198  -9.376   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      36.359  -7.845   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      37.865  -7.524   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      38.635  -8.858   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      39.540  -7.612   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      40.141  -9.178   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      41.172  -8.034   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      42.678  -8.354   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      43.709  -7.210   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      43.154  -9.819   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      44.661 -10.139   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      45.136 -11.603   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      46.643 -11.924   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      44.106 -12.748   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      44.582 -14.213   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      42.600 -12.428   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      42.124 -10.963   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      41.093 -12.108   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      40.617 -10.643   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      39.587 -11.787   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      38.081 -11.467   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      37.605 -10.003   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      36.460 -11.033   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23   29                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   21   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   52                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36   52                                             
CONECT   35   34                                                            
CONECT   36   34   37   49                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   47                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   40   48   49                                             
CONECT   48   47                                                            
CONECT   49   47   36   50                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   31   34   53                                             
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  112    0
END

View in JSmol

Synonyms

Value	Source
Ecdysone-22-oleic acid	Generator

Chemical Formula

C₄₅H₇₆O₈

Average Mass

745.0950 Da

Monoisotopic Mass

744.55402 Da

IUPAC Name

(3R)-3,6-dihydroxy-6-methyl-2-[(2R,4S,5R,7R,11S,14R,15R)-4,5,11-trihydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-14-yl]heptan-3-yl (9Z)-octadec-9-enoate

Traditional Name

(3R)-3,6-dihydroxy-6-methyl-2-[(2R,4S,5R,7R,11S,14R,15R)-4,5,11-trihydroxy-2,15-dimethyl-8-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-14-yl]heptan-3-yl (9Z)-octadec-9-enoate

CAS Registry Number

Not Available

SMILES

CCCCCCCC\C=C/CCCCCCCC(=O)O[C@](O)(CCC(C)(C)O)C(C)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)C3CC[C@]12C

InChI Identifier

InChI=1S/C45H76O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-40(49)53-45(52,28-27-41(3,4)50)32(2)33-24-26-44(51)35-29-37(46)36-30-38(47)39(48)31-42(36,5)34(35)23-25-43(33,44)6/h14-15,29,32-34,36,38-39,47-48,50-52H,7-13,16-28,30-31H2,1-6H3/b15-14-/t32?,33-,34?,36+,38-,39+,42-,43-,44-,45-/m1/s1

InChI Key

KLVBYLXANJKZPQ-FMDHDUGGSA-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
Rhipicephalus microplus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentahydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or derivatives bearing five hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Pentahydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Pentahydroxy bile acid, alcohol, or derivatives
Cholesterol-skeleton
Cholesterol
Cholestane-skeleton
Ecdysteroid
25-hydroxysteroid
22-hydroxysteroid
Steroid ester
6-oxosteroid
3-beta-hydroxysteroid
Oxosteroid
Hydroxysteroid
14-hydroxysteroid
2-hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-7-steroid
Delta-7-steroid
Cyclohexenone
Hemiketal
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Hemiacetal
Carboxylic acid ester
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	8.61	ChemAxon
pKa (Strongest Acidic)	11.69	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.52 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	212.97 m³·mol⁻¹	ChemAxon
Polarizability	89.63 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

129776211

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate (NP0216707)

MOL for NP0216707 ((3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate)

3D MOL for NP0216707 ((3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate)

3D SDF for NP0216707 ((3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate)

3D-SDF for NP0216707 ((3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate)

PDB for NP0216707 ((3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate)

3D PDB for NP0216707 ((3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate)

SMILES for NP0216707 ((3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate)

INCHI for NP0216707 ((3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate)

Structure for NP0216707 ((3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate)

3D Structure for NP0216707 ((3r)-2-[(1r,3as,5ar,7r,8s,9ar,11ar)-3a,7,8-trihydroxy-9a,11a-dimethyl-5-oxo-1h,2h,3h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3,6-dihydroxy-6-methylheptan-3-yl (9z)-octadec-9-enoate)