NP-MRD: Showing NP-Card for 4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid (NP0224319)

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Record Information

Version

2.0

Created at

2022-09-06 02:38:51 UTC

Updated at

2022-09-06 02:38:51 UTC

NP-MRD ID

NP0224319

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid

Description

Cyclopassifloic acid A, also known as cyclopassifloate a, belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety. Cyclopassifloic acid A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, cyclopassifloic acid a has been detected, but not quantified in, fruits. 4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid is found in Passiflora edulis. This could make cyclopassifloic acid a a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241210232D          

 38 42  0  0  0  0            999 V2000
   -3.6011   -0.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6011   -1.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1753   -1.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1753   -0.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4615   -1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494   -1.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494   -0.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4615   -0.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0385   -0.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0385    0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494    1.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4615    0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410   -0.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2209    0.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410    0.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410    1.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0260    2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561    2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    1.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861    2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6011    1.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162    2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6011    0.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561    3.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4735    2.9453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987    2.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0385    1.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0385   -0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1753    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    0.7453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3162   -1.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3001   -2.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4751   -2.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -3.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0961    3.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 33  1  0  0  0  0
  3  4  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 31  1  0  0  0  0
  6 32  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 14  1  0  0  0  0
 10 31  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 30  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 29  1  0  0  0  0
 13 14  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  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 26  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 22 28  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 28 38  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
M  END


  Mrv0541 02241210232D          

 38 42  0  0  0  0            999 V2000
   -3.6011   -0.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6011   -1.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1753   -1.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1753   -0.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4615   -1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494   -1.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494   -0.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4615   -0.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0385   -0.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0385    0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494    1.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4615    0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410   -0.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2209    0.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410    0.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410    1.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0260    2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561    2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    1.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861    2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6011    1.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162    2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6011    0.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561    3.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4735    2.9453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987    2.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0385    1.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0385   -0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1753    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    0.7453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3162   -1.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3001   -2.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4751   -2.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -3.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0961    3.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 33  1  0  0  0  0
  3  4  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 31  1  0  0  0  0
  6 32  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 14  1  0  0  0  0
 10 31  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 30  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 29  1  0  0  0  0
 13 14  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  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 26  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 22 28  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 28 38  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224319

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(O)(CO)CC(O)C(C)C1CCC2(C)C3CCC4C5(CC35CCC12C)C(O)CC(O)C4(C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H52O7/c1-17(2)30(38,16-32)14-20(33)18(3)19-9-10-27(5)21-7-8-22-28(6,25(36)37)23(34)13-24(35)31(22)15-29(21,31)12-11-26(19,27)4/h17-24,32-35,38H,7-16H2,1-6H3,(H,36,37)

> <INCHI_KEY>
DHBRFQPOOWANLV-UHFFFAOYSA-N

> <FORMULA>
C31H52O7

> <MOLECULAR_WEIGHT>
536.7404

> <EXACT_MASS>
536.371304018

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
61.323478928705484

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,6-dihydroxy-7,12,16-trimethyl-15-[3,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid

> <ALOGPS_LOGP>
2.63

> <JCHEM_LOGP>
2.384672488333333

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.540150118157044

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.4603609233821455

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8634861717631175

> <JCHEM_POLAR_SURFACE_AREA>
138.45000000000002

> <JCHEM_REFRACTIVITY>
143.69560000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.722  -0.916   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.722  -2.456   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.390  -3.226   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.061  -2.456   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.061  -0.916   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.390  -0.149   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.728  -3.226   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.399  -2.456   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.399  -0.916   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.728  -0.149   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.072  -0.149   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.072   1.384   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.399   2.148   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.728   1.384   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.383  -0.621   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.279   0.618   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.383   1.853   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.383   3.393   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.049   4.163   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.718   4.163   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.053   3.393   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.387   4.163   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.722   3.393   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.057   4.163   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.722   1.853   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.718   5.703   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.617   5.498   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.158   5.498   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.072   2.924   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.072  -1.689   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.061   0.624   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -5.390   1.391   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -8.057  -3.226   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -6.160  -4.561   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.620  -4.561   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -3.080  -4.561   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -5.390  -5.896   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.646   5.896   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   33                                                  
CONECT    3    2    4   34   35                                             
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   31                                             
CONECT    6    1    5   32                                                  
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    5    9   14   31                                             
CONECT   11    9   12   15   30                                             
CONECT   12   11   13   17   29                                             
CONECT   13   12   14                                                       
CONECT   14   10   13                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   12   16   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27   28                                             
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   20                                                            
CONECT   27   22                                                            
CONECT   28   22   38                                                       
CONECT   29   12                                                            
CONECT   30   11                                                            
CONECT   31    5   10                                                       
CONECT   32    6                                                            
CONECT   33    2                                                            
CONECT   34    3                                                            
CONECT   35    3   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   28                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

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Synonyms

Value	Source
Cyclopassifloate a	Generator
4,6-Dihydroxy-7,12,16-trimethyl-15-[3,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylate	Generator

Chemical Formula

C₃₁H₅₂O₇

Average Mass

536.7404 Da

Monoisotopic Mass

536.37130 Da

IUPAC Name

4,6-dihydroxy-7,12,16-trimethyl-15-[3,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid

Traditional Name

4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(O)(CO)CC(O)C(C)C1CCC2(C)C3CCC4C5(CC35CCC12C)C(O)CC(O)C4(C)C(O)=O

InChI Identifier

InChI=1S/C31H52O7/c1-17(2)30(38,16-32)14-20(33)18(3)19-9-10-27(5)21-7-8-22-28(6,25(36)37)23(34)13-24(35)31(22)15-29(21,31)12-11-26(19,27)4/h17-24,32-35,38H,7-16H2,1-6H3,(H,36,37)

InChI Key

DHBRFQPOOWANLV-UHFFFAOYSA-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
Passiflora edulis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cycloartanols and derivatives

Direct Parent

Cycloartanols and derivatives

Alternative Parents

Not Available

Substituents

Not Available

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	2.63	ALOGPS
logP	2.38	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.46	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	138.45 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	143.7 m³·mol⁻¹	ChemAxon
Polarizability	61.32 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

HMDB0035943

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB014746

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

73800244

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid (NP0224319)

MOL for NP0224319 (4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

3D MOL for NP0224319 (4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

3D SDF for NP0224319 (4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

3D-SDF for NP0224319 (4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

PDB for NP0224319 (4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

3D PDB for NP0224319 (4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

SMILES for NP0224319 (4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

INCHI for NP0224319 (4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

Structure for NP0224319 (4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

3D Structure for NP0224319 (4,6-dihydroxy-7,12,16-trimethyl-15-(3,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)