NP-MRD: Showing NP-Card for (2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate (NP0141655)

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Record Information

Version

2.0

Created at

2022-09-01 20:01:28 UTC

Updated at

2022-09-01 20:01:28 UTC

NP-MRD ID

NP0141655

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate

Description

(2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,7S,9R,11S,12S,15R,16S)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]Octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid. (2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate is found in Lobophytum depressum. Based on a literature review very few articles have been published on (2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,7S,9R,11S,12S,15R,16S)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]Octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309012222012D          

 42 46  0  0  1  0            999 V2000
    4.7648    5.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0757    5.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5693    4.4966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8929    5.0351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2038    4.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0210    4.1580    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1787    4.3030    0.0000 O   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  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 13  1  1  0  0  0
 15 16  1  0  0  0  0
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  6 39  1  0  0  0  0
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 39 42  1  0  0  0  0
M  END

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 38 87  1  0
 38 88  1  0
 38 89  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
M  END


  Mrv1652309012222012D          

 42 46  0  0  1  0            999 V2000
    4.7648    5.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0757    5.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5693    4.4966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8929    5.0351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2038    4.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0210    4.1580    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1365    1.9784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537    1.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2646    1.1013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6805    0.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    1.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392    1.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4468    2.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    4.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8761    5.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0338    5.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1787    4.3030    0.0000 O   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  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 13  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 23 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  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 19 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 18 37  1  0  0  0  0
 15 37  1  0  0  0  0
 37 38  1  1  0  0  0
  6 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0141655

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]([C@@H](C[C@H](COC(C)=O)C(C)(C)O)OC(C)=O)[C@H]1CC[C@H]2[C@@H]3C[C@H]4O[C@]44C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H54O8/c1-19(29(41-22(4)37)15-23(31(5,6)38)18-39-20(2)35)26-9-10-27-25-16-30-34(42-30)17-24(40-21(3)36)11-14-33(34,8)28(25)12-13-32(26,27)7/h19,23-30,38H,9-18H2,1-8H3/t19-,23+,24-,25-,26+,27-,28-,29+,30+,32+,33+,34+/m0/s1

> <INCHI_KEY>
BVVXFOPMAHGKJH-JKVXTMDLSA-N

> <FORMULA>
C34H54O8

> <MOLECULAR_WEIGHT>
590.798

> <EXACT_MASS>
590.381868699

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
67.56114089030075

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,7S,9R,11S,12S,15R,16S)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate

> <ALOGPS_LOGP>
4.55

> <JCHEM_LOGP>
3.886522391999997

> <ALOGPS_LOGS>
-6.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.990609137799353

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8029075631265625

> <JCHEM_POLAR_SURFACE_AREA>
111.66000000000001

> <JCHEM_REFRACTIVITY>
156.28699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.75e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,7S,9R,11S,12S,15R,16S)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-22         0                                  
HETATM    1  C   UNK     0       8.894  11.036   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.475   9.609   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.529   8.394   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      11.000   9.399   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.580   7.972   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.106   7.762   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.686   6.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.741   5.119   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.321   3.693   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      14.847   3.482   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.792   4.698   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      15.427   2.056   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.216   5.330   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.635   6.757   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.270   4.114   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.424   1.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.169   0.996   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.137   0.454   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.365   2.538   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.357   3.715   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.873   3.444   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.834   5.164   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.707   4.799   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.222   5.071   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.403   5.550   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.051   8.977   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.835   9.923   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      14.996  10.193   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      15.267   8.032   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   39                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   37                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   37                                                  
CONECT   19   18   20   34                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   23                                                       
CONECT   23   22   21   24   32                                             
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   23   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   19   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   18   15   38                                             
CONECT   38   37                                                            
CONECT   39    6   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
(2R)-2-[(2R,3S)-2-(Acetyloxy)-3-[(1S,2R,5S,7S,9R,11S,12S,15R,16S)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0,.0,.0,]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetic acid	Generator

Chemical Formula

C₃₄H₅₄O₈

Average Mass

590.7980 Da

Monoisotopic Mass

590.38187 Da

IUPAC Name

(2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,7S,9R,11S,12S,15R,16S)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate

Traditional Name

(2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,7S,9R,11S,12S,15R,16S)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]([C@@H](C[C@H](COC(C)=O)C(C)(C)O)OC(C)=O)[C@H]1CC[C@H]2[C@@H]3C[C@H]4O[C@]44C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O

InChI Identifier

InChI=1S/C34H54O8/c1-19(29(41-22(4)37)15-23(31(5,6)38)18-39-20(2)35)26-9-10-27-25-16-30-34(42-30)17-24(40-21(3)36)11-14-33(34,8)28(25)12-13-32(26,27)7/h19,23-30,38H,9-18H2,1-8H3/t19-,23+,24-,25-,26+,27-,28-,29+,30+,32+,33+,34+/m0/s1

InChI Key

BVVXFOPMAHGKJH-JKVXTMDLSA-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
Lobophytum depressum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Bile acids, alcohols and derivatives

Alternative Parents

Substituents

Bile acid, alcohol, or derivatives
Steroid ester
5,6-epoxysteroid
Tricarboxylic acid or derivatives
Oxepane
Tertiary alcohol
Carboxylic acid ester
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Alcohol
Carbonyl group
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.55	ALOGPS
logP	3.89	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	14.99	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	111.66 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	156.29 m³·mol⁻¹	ChemAxon
Polarizability	67.56 Å³	ChemAxon
Number of Rings	5	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

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KNApSAcK ID

Not Available

Chemspider ID

Not Available

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

163185115

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate (NP0141655)

MOL for NP0141655 ((2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate)

3D MOL for NP0141655 ((2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate)

3D SDF for NP0141655 ((2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate)

3D-SDF for NP0141655 ((2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate)

PDB for NP0141655 ((2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate)

3D PDB for NP0141655 ((2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate)

SMILES for NP0141655 ((2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate)

INCHI for NP0141655 ((2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate)

Structure for NP0141655 ((2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate)

3D Structure for NP0141655 ((2r)-2-[(2r,3s)-2-(acetyloxy)-3-[(1s,2r,5s,7s,9r,11s,12s,15r,16s)-5-(acetyloxy)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-15-yl]butyl]-3-hydroxy-3-methylbutyl acetate)