NP-MRD: Showing NP-Card for cygnocholic acid (NP0038280)

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Record Information

Version

2.0

Created at

2021-06-20 21:00:34 UTC

Updated at

2021-06-30 00:10:59 UTC

NP-MRD ID

NP0038280

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cygnocholic acid

Provided By

JEOL Database JEOL Logo

Description

Cygnocholic acid, also known as cygnocholate, belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. cygnocholic acid is found in Selenaretos thibetanus CUVIER. cygnocholic acid was first documented in 2009 (Bi, D., et al.). Based on a literature review very few articles have been published on Cygnocholic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123003D          

 69 72  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202123003D          

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   -2.5040   -0.7814   -0.2925 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4351    0.3825    0.7058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6167    1.1684    0.6562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2201    1.1826    0.2501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6353    2.2139    1.2339 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6420    2.8701    0.6310 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5971    1.8606   -0.0560 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8966    0.8369   -0.9594 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2219    0.0915   -0.2098 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3575   -0.7473    0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739    3.8204    1.6792 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4641    3.0626    2.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535    4.9661    0.8740 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5994    6.1041    1.7345 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5202    6.7017    2.6269 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5571    7.3606    1.8127 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8598    5.6314    3.4902 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3533    4.3920    2.7222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0073    4.6324    2.0697 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.6543    0.1476   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4870    1.3567   -1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4068   -1.3532    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8220   -0.1320    1.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1289   -1.4361    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8755    3.6677    3.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0570    2.1514    2.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3130    2.7821    1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358    5.3952    0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8733    4.5638    0.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972    6.8794    1.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4356    5.7462    2.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9685    7.4657    3.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1615    7.6716    2.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5904    5.2995    4.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0281    6.0719    4.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    3.6266    3.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6872    5.1478    2.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2508    2.9273    2.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1584    2.8461    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
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 22 21  1  0  0  0  0
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 23 25  1  0  0  0  0
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 17 12  1  0  0  0  0
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  9  8  1  0  0  0  0
  8 17  1  0  0  0  0
 27 28  1  0  0  0  0
  8  2  1  0  0  0  0
 28 13  1  0  0  0  0
  2  3  1  0  0  0  0
 14 13  1  0  0  0  0
  3  4  1  0  0  0  0
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  4  5  1  0  0  0  0
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  5  7  1  0  0  0  0
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  2  1  1  0  0  0  0
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  3 34  1  0  0  0  0
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 11 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038280

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O5/c1-13(4-5-20(28)29)17-12-19(27)22-21-16(7-9-24(17,22)3)23(2)8-6-15(25)10-14(23)11-18(21)26/h13-19,21-22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16+,17-,18-,19+,21+,22+,23+,24-/m1/s1

> <INCHI_KEY>
KAOKDEFHEADBNL-BLLLHDCFSA-N

> <FORMULA>
C24H40O5

> <MOLECULAR_WEIGHT>
408.579

> <EXACT_MASS>
408.287574388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
46.82922199264875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,12S,14R,15R)-5,9,12-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
2.4045407266666667

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.612120214731437

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.475001701023548

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569815634499198

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
110.86629999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,12S,14R,15R)-5,9,12-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 72  0  0  0  0  0  0  0  0999 V2000
    0.5988   -2.2208   -2.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7395   -2.2107   -1.5247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8465   -2.8634   -2.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6194   -4.3289   -2.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -5.2244   -1.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4945   -5.8859   -1.2870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5821   -5.2616   -0.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708   -0.7728   -1.1020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5040   -0.7814   -0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4351    0.3825    0.7058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6167    1.1684    0.6562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2201    1.1826    0.2501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6353    2.2139    1.2339 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6420    2.8701    0.6310 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5971    1.8606   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8966    0.8369   -0.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2219    0.0915   -0.2098 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3575   -0.7473    0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739    3.8204    1.6792 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4641    3.0626    2.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535    4.9661    0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5994    6.1041    1.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5202    6.7017    2.6269 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5571    7.3606    1.8127 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8598    5.6314    3.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533    4.3920    2.7222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0073    4.6324    2.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595    3.3107    1.6483 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5785    3.6314    0.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3362    1.6951    2.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710    3.5071   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3319    2.4092   -0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717    1.2999    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6543    0.1476   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4870    1.3567   -1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4068   -1.3532    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8220   -0.1320    1.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1289   -1.4361    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8755    3.6677    3.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0570    2.1514    2.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3130    2.7821    1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358    5.3952    0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8733    4.5638    0.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972    6.8794    1.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4356    5.7462    2.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9685    7.4657    3.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1615    7.6716    2.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5904    5.2995    4.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0281    6.0719    4.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    3.6266    3.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6872    5.1478    2.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9117    5.2994    1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2508    2.9273    2.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1584    2.8461    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 46  1  6
 22 21  1  0
 26 65  1  1
 23 25  1  0
 28 29  1  0
 17 12  1  0
 25 26  1  0
 19 21  1  0
 19 26  1  0
 19 14  1  0
 26 27  1  0
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 11 43  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.599  -2.221  -2.269  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.740  -2.211  -1.525  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.847  -2.863  -2.400  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.619  -4.329  -2.776  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.476  -5.224  -1.578  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.495  -5.886  -1.287  0.00  0.00           O+0
HETATM    7  O   UNK     0      -2.582  -5.262  -0.812  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.171  -0.773  -1.102  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.504  -0.781  -0.293  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.435   0.383   0.706  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.617   1.168   0.656  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.220   1.183   0.250  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.635   2.214   1.234  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.642   2.870   0.631  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.597   1.861  -0.056  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.897   0.837  -0.959  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.222   0.092  -0.210  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.358  -0.747   0.954  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.374   3.820   1.679  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.464   3.063   2.479  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.054   4.966   0.874  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.599   6.104   1.734  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.520   6.702   2.627  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.557   7.361   1.813  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.860   5.631   3.490  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.353   4.392   2.722  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.007   4.632   2.070  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.660   3.311   1.648  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.579   3.631   0.607  0.00  0.00           O+0
HETATM   30  H   UNK     0       0.858  -3.219  -2.631  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.579  -1.544  -3.130  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.421  -1.930  -1.614  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.623  -2.817  -0.618  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.960  -2.284  -3.325  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.810  -2.804  -1.882  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.735  -4.447  -3.410  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.465  -4.698  -3.369  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.351  -5.892  -0.097  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.362  -0.208  -2.027  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.624  -1.718   0.264  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.363  -0.690  -0.967  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.314   0.015   1.731  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.367   0.569   0.822  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.525   1.753  -0.643  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.336   1.695   2.154  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.271   3.507  -0.187  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.332   2.409  -0.657  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.172   1.300   0.687  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.654   0.148  -1.340  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.487   1.357  -1.835  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.407  -1.353   1.451  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.822  -0.132   1.729  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.129  -1.436   0.595  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.876   3.668   3.293  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.057   2.151   2.931  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.313   2.782   1.847  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.336   5.395   0.163  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.873   4.564   0.266  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.997   6.879   1.068  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.436   5.746   2.345  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.968   7.466   3.272  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.162   7.672   2.389  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.590   5.300   4.239  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.028   6.072   4.054  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.184   3.627   3.495  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.687   5.148   2.760  0.00  0.00           H+0
HETATM   67  H   UNK     0      -0.912   5.299   1.204  0.00  0.00           H+0
HETATM   68  H   UNK     0      -2.251   2.927   2.490  0.00  0.00           H+0
HETATM   69  H   UNK     0      -3.158   2.846   0.498  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    8    3    1   33                                             
CONECT    3    2    4   34   35                                             
CONECT    4    3    5   36   37                                             
CONECT    5    4    7    6                                                  
CONECT    6    5                                                            
CONECT    7    5   38                                                       
CONECT    8    9   17    2   39                                             
CONECT    9   10    8   40   41                                             
CONECT   10   12    9   11   42                                             
CONECT   11   10   43                                                       
CONECT   12   17   10   13   44                                             
CONECT   13   28   14   12   45                                             
CONECT   14   46   19   13   15                                             
CONECT   15   14   16   47   48                                             
CONECT   16   17   15   49   50                                             
CONECT   17   12    8   16   18                                             
CONECT   18   17   51   52   53                                             
CONECT   19   21   26   14   20                                             
CONECT   20   19   54   55   56                                             
CONECT   21   22   19   57   58                                             
CONECT   22   21   23   59   60                                             
CONECT   23   25   24   22   61                                             
CONECT   24   23   62                                                       
CONECT   25   23   26   63   64                                             
CONECT   26   65   25   19   27                                             
CONECT   27   26   28   66   67                                             
CONECT   28   29   27   13   68                                             
CONECT   29   28   69                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    2                                                            
CONECT   34    3                                                            
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    7                                                            
CONECT   39    8                                                            
CONECT   40    9                                                            
CONECT   41    9                                                            
CONECT   42   10                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   15                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   18                                                            
CONECT   52   18                                                            
CONECT   53   18                                                            
CONECT   54   20                                                            
CONECT   55   20                                                            
CONECT   56   20                                                            
CONECT   57   21                                                            
CONECT   58   21                                                            
CONECT   59   22                                                            
CONECT   60   22                                                            
CONECT   61   23                                                            
CONECT   62   24                                                            
CONECT   63   25                                                            
CONECT   64   25                                                            
CONECT   65   26                                                            
CONECT   66   27                                                            
CONECT   67   27                                                            
CONECT   68   28                                                            
CONECT   69   29                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  144    0
END

RDKit          3D

69 72  0  0  0  0  0  0  0  0999 V2000
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    0.6420    2.8701    0.6310 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5971    1.8606   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
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 14 46  1  6
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 11 43  1  0
M  END

View in JSmol

Synonyms

Value	Source
Cygnocholate	Generator

Chemical Formula

C₂₄H₄₀O₅

Average Mass

408.5790 Da

Monoisotopic Mass

408.28757 Da

IUPAC Name

(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,12S,14R,15R)-5,9,12-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,12S,14R,15R)-5,9,12-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@@]1([H])C([H])([H])[C@]([H])(O[H])[C@@]2([H])[C@]3([H])[C@]([H])(O[H])C([H])([H])[C@]4([H])C([H])([H])[C@]([H])(O[H])C([H])([H])C([H])([H])[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C24H40O5/c1-13(4-5-20(28)29)17-12-19(27)22-21-16(7-9-24(17,22)3)23(2)8-6-15(25)10-14(23)11-18(21)26/h13-19,21-22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16+,17-,18-,19+,21+,22+,23+,24-/m1/s1

InChI Key

KAOKDEFHEADBNL-BLLLHDCFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Selenaretos thibetanus CUVIER	JEOL database	Bi, D., et al, Chem. Pharm. Bull. 57, 528 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three 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

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Trihydroxy bile acid, alcohol, or derivatives
3-hydroxysteroid
15-hydroxysteroid
7-hydroxysteroid
3-alpha-hydroxysteroid
Hydroxysteroid
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Polyol
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C24 bile acids, alcohols, and derivatives (LMST04010411 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.06	ALOGPS
logP	2.4	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.48	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.87 m³·mol⁻¹	ChemAxon
Polarizability	46.83 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4447242

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

Bi, D., et al. (2009). Bi, D., et al, Chem. Pharm. Bull. 57, 528 (2009). Chem. Pharm. Bull..

Showing NP-Card for cygnocholic acid (NP0038280)

MOL for NP0038280 (cygnocholic acid)

3D MOL for NP0038280 (cygnocholic acid)

3D SDF for NP0038280 (cygnocholic acid)

3D-SDF for NP0038280 (cygnocholic acid)

PDB for NP0038280 (cygnocholic acid)

3D PDB for NP0038280 (cygnocholic acid)

SMILES for NP0038280 (cygnocholic acid)

INCHI for NP0038280 (cygnocholic acid)

Structure for NP0038280 (cygnocholic acid)

3D Structure for NP0038280 (cygnocholic acid)