NP-MRD: Showing NP-Card for [(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid (NP0224427)

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Record Information

Version

2.0

Created at

2022-09-06 02:46:57 UTC

Updated at

2022-09-06 02:46:57 UTC

NP-MRD ID

NP0224427

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid

Description

Halistanol sulfonic acid c, also known as halistanol sulphonate c, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. [(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid is found in Cymbastela coralliophila. Based on a literature review very few articles have been published on Halistanol sulfonic acid c.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062204462D          

 42 45  0  0  1  0            999 V2000
    6.9960   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7104   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7104   -3.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4249   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1394   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8538   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5683   -2.5011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5683   -3.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2828   -2.0886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3690   -1.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1760   -1.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5885   -1.8111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3955   -1.9826    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9475   -1.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7545   -1.5411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3065   -0.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1135   -1.0995    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2850   -0.2925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9204   -1.2710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0434   -3.3923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8172   -2.2882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2914   -3.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4234   -2.9762    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
  2  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  6  0  0  0
  9  7  1  1  0  0  0
  9 10  1  0  0  0  0
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 12 41  1  0  0  0  0
  9 41  1  0  0  0  0
 41 42  1  1  0  0  0
M  END

     RDKit          3D

 90 93  0  0  0  0  0  0  0  0999 V2000
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 34 77  1  0
M  END


  Mrv1652309062204462D          

 42 45  0  0  1  0            999 V2000
    6.9960   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7104   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4249   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8538   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5683   -2.5011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   11.3690   -1.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1760   -1.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5885   -1.8111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3955   -1.9826    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9475   -1.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7545   -1.5411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3065   -0.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1135   -1.0995    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.9419   -1.9065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2850   -0.2925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9204   -1.2710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0094   -2.3257    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8164   -2.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0713   -3.2818    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8783   -3.4534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4303   -2.8403    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.9824   -2.2272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0434   -3.3923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8172   -2.2882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5193   -3.8949    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7742   -4.6795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2222   -5.2926    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.6091   -4.7406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8353   -5.8447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6702   -5.9057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7123   -3.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4574   -2.9388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9053   -3.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6504   -2.7673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0984   -3.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2914   -3.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0365   -2.4242    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4234   -2.9762    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
  2  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  6  0  0  0
  9  7  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  2  0  0  0  0
 25 28  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  2  0  0  0  0
 31 34  1  0  0  0  0
 29 35  1  0  0  0  0
 35 36  1  0  0  0  0
 21 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 13 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 12 41  1  0  0  0  0
  9 41  1  0  0  0  0
 41 42  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0224427

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H48O12S3/c1-16(2)7-6-8-17(3)19-9-10-20-18-13-23(37-40(28,29)30)22-14-24(38-41(31,32)33)25(39-42(34,35)36)15-27(22,5)21(18)11-12-26(19,20)4/h16-25H,6-15H2,1-5H3,(H,28,29,30)(H,31,32,33)(H,34,35,36)/t17-,18+,19-,20+,21+,22-,23+,24+,25+,26-,27-/m1/s1

> <INCHI_KEY>
NIMOISWPIXQOQT-CLZXISQTSA-N

> <FORMULA>
C27H48O12S3

> <MOLECULAR_WEIGHT>
660.85

> <EXACT_MASS>
660.230790508

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
69.12487900311854

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S,2R,4S,5S,7S,8S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]-4,5-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-8-yl]oxidanesulfonic acid

> <JCHEM_LOGP>
5.299757412

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
-1.9062403558991585

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.428464999485896

> <JCHEM_POLAR_SURFACE_AREA>
190.79999999999998

> <JCHEM_REFRACTIVITY>
152.6959

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,4S,5S,7S,8S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]-4,5-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-8-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      13.059  -3.899   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.393  -4.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.393  -6.209   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.726  -3.899   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.060  -4.669   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.394  -3.899   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.728  -4.669   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.728  -6.209   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.061  -3.899   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.222  -2.367   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.729  -2.047   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.499  -3.381   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.005  -3.701   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.035  -2.556   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.542  -2.877   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      28.572  -1.732   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0      30.078  -2.052   0.000  0.00  0.00           S+0
HETATM   18  O   UNK     0      29.758  -3.559   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      30.399  -0.546   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      31.585  -2.373   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      28.018  -4.341   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      29.524  -4.661   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      30.000  -6.126   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      31.506  -6.446   0.000  0.00  0.00           O+0
HETATM   25  S   UNK     0      32.537  -5.302   0.000  0.00  0.00           S+0
HETATM   26  O   UNK     0      33.567  -4.157   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      33.681  -6.332   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      31.392  -4.271   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      28.969  -7.271   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      29.445  -8.735   0.000  0.00  0.00           O+0
HETATM   31  S   UNK     0      28.415  -9.880   0.000  0.00  0.00           S+0
HETATM   32  O   UNK     0      27.270  -8.849   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      29.559 -10.910   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      27.384 -11.024   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      27.463  -6.950   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      26.987  -5.486   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      25.957  -6.630   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      25.481  -5.166   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      24.450  -6.310   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      22.944  -5.990   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      22.468  -4.525   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      21.324  -5.556   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                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   41                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   41                                                  
CONECT   13   12   14   38                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21   15   22   36                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   23   30   35                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31                                                            
CONECT   35   29   36                                                       
CONECT   36   35   21   37   38                                             
CONECT   37   36                                                            
CONECT   38   36   13   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   12    9   42                                             
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
Halistanol sulfonate c	Generator
Halistanol sulphonate c	Generator
Halistanol sulphonic acid c	Generator

Chemical Formula

C₂₇H₄₈O₁₂S₃

Average Mass

660.8500 Da

Monoisotopic Mass

660.23079 Da

IUPAC Name

[(1S,2R,4S,5S,7S,8S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]-4,5-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-8-yl]oxidanesulfonic acid

Traditional Name

[(1S,2R,4S,5S,7S,8S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]-4,5-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-8-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C27H48O12S3/c1-16(2)7-6-8-17(3)19-9-10-20-18-13-23(37-40(28,29)30)22-14-24(38-41(31,32)33)25(39-42(34,35)36)15-27(22,5)21(18)11-12-26(19,20)4/h16-25H,6-15H2,1-5H3,(H,28,29,30)(H,31,32,33)(H,34,35,36)/t17-,18+,19-,20+,21+,22-,23+,24+,25+,26-,27-/m1/s1

InChI Key

NIMOISWPIXQOQT-CLZXISQTSA-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
Cymbastela coralliophila	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
Sulfated steroid skeleton
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	5.3	ChemAxon
pKa (Strongest Acidic)	-2.4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	190.8 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	152.7 m³·mol⁻¹	ChemAxon
Polarizability	69.12 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

113385574

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20056023

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid (NP0224427)

MOL for NP0224427 ([(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid)

3D MOL for NP0224427 ([(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid)

3D SDF for NP0224427 ([(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid)

3D-SDF for NP0224427 ([(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid)

PDB for NP0224427 ([(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid)

3D PDB for NP0224427 ([(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid)

SMILES for NP0224427 ([(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid)

INCHI for NP0224427 ([(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid)

Structure for NP0224427 ([(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid)

3D Structure for NP0224427 ([(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-7,8-bis(sulfooxy)-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid)