NP-MRD: Showing NP-Card for (22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid (NP0335519)

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Record Information

Version

2.0

Created at

2024-09-11 01:58:52 UTC

Updated at

2024-09-11 01:58:52 UTC

NP-MRD ID

NP0335519

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262304312D          

 38 41  0  0  0  0            999 V2000
   -0.2061    1.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4532    1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656    0.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2054   -1.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0924    0.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3394   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8445   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199   -0.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -1.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728   -1.9380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5359   -0.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1127   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8554    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8554    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1127    1.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1953    2.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8554    2.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5975    2.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5975    1.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8445    0.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    1.6902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3394    0.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0815    1.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9996    2.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7416    2.5149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7518    3.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2568    2.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7619    3.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4220   -2.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5149   -2.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199   -3.2568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7416    0.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1641   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4112   -1.0309    0.0000 O   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 15  1  0  0  0  0
  2 19  1  0  0  0  0
  3  4  1  0  0  0  0
  3 25  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 15  1  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 37  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 34  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 31  1  0  0  0  0
 23 24  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 31  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
M  END


  Mrv2104 05262304312D          

 38 41  0  0  0  0            999 V2000
   -0.2061    1.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4532    1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656    0.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2054   -1.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0924    0.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3394   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8445   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199   -0.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -1.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728   -1.9380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5359   -0.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1127   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8554    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8554    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1127    1.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1953    2.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8554    2.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5975    2.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5975    1.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8445    0.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    1.6902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3394    0.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0815    1.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9996    2.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7416    2.5149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7518    3.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2568    2.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7619    3.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4220   -2.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5149   -2.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199   -3.2568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7416    0.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1641   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4112   -1.0309    0.0000 O   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 15  1  0  0  0  0
  2 19  1  0  0  0  0
  3  4  1  0  0  0  0
  3 25  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 15  1  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 37  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 34  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 31  1  0  0  0  0
 23 24  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 31  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335519

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C(C\C=C(/C)C(O)=O)OC(C)=O)C1CC(O)C2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C

> <INCHI_IDENTIFIER>
InChI=1/C32H48O6/c1-18(28(36)37)9-11-24(38-20(3)33)19(2)23-17-27(35)32(8)22-10-12-25-29(4,5)26(34)14-15-30(25,6)21(22)13-16-31(23,32)7/h9-10,13,19,23-27,34-35H,11-12,14-17H2,1-8H3,(H,36,37)/b18-9+

> <INCHI_KEY>
PXBRGMAJKPPNOG-GIJQJNRQNA-N

> <FORMULA>
C32H48O6

> <MOLECULAR_WEIGHT>
528.73

> <EXACT_MASS>
528.345089266

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
61.07222171792793

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-5-(acetyloxy)-6-{3,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-1H,2H,3H,3aH,5H,5aH,6H,7H,8H,9H,9aH,11H,11aH-cyclopenta[a]phenanthren-1-yl}-2-methylhept-2-enoic acid

> <JCHEM_LOGP>
4.437993009666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.618794118226784

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.254172005321758

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2728800391166951

> <JCHEM_POLAR_SURFACE_AREA>
104.05999999999999

> <JCHEM_REFRACTIVITY>
149.63800000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-5-(acetyloxy)-6-{3,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-1H,2H,3H,5H,5aH,7H,8H,9H,11H-cyclopenta[a]phenanthren-1-yl}-2-methylhept-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -0.385   3.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.692   1.616   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.846   1.923   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.616   0.693   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.692  -0.539   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.307  -1.924   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.383  -3.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.773   1.307   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.234  -0.231   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.310  -1.309   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.771  -1.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.692  -2.231   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.309  -3.618   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.000  -1.462   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.692   0.078   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.077  -0.539   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.463   0.078   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.463   1.616   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.077   2.385   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.231   3.925   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.463   4.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.849   3.771   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.849   2.231   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.310   0.693   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.770   3.155   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -6.234   1.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.619   2.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.466   4.079   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -8.851   4.694   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -7.003   6.079   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -6.079   4.694   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.156   6.079   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.388  -5.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.694  -4.387   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.771  -6.079   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       8.851   0.539   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       7.773  -0.539   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       8.234  -1.924   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15   19                                             
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6                                                            
CONECT    8    9                                                            
CONECT    9    8   10   37                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    6   11   13                                                  
CONECT   13   12   34                                                       
CONECT   14   15                                                            
CONECT   15    2    5   14   16                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19    2   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   18   22   24   26                                             
CONECT   24   23                                                            
CONECT   25    3                                                            
CONECT   26   23   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   31                                                  
CONECT   29   28                                                            
CONECT   30   31                                                            
CONECT   31   22   28   30   32                                             
CONECT   32   31                                                            
CONECT   33   34                                                            
CONECT   34   13   33   35                                                  
CONECT   35   34                                                            
CONECT   36   37                                                            
CONECT   37    9   36   38                                                  
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₈O₆

Average Mass

528.7300 Da

Monoisotopic Mass

528.34509 Da

IUPAC Name

(2E)-5-(acetyloxy)-6-{3,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-1H,2H,3H,3aH,5H,5aH,6H,7H,8H,9H,9aH,11H,11aH-cyclopenta[a]phenanthren-1-yl}-2-methylhept-2-enoic acid

Traditional Name

(2E)-5-(acetyloxy)-6-{3,7-dihydroxy-3a,6,6,9a,11a-pentamethyl-1H,2H,3H,5H,5aH,7H,8H,9H,11H-cyclopenta[a]phenanthren-1-yl}-2-methylhept-2-enoic acid

CAS Registry Number

Not Available

SMILES

CC(C(C\C=C(/C)C(O)=O)OC(C)=O)C1CC(O)C2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C

InChI Identifier

InChI=1/C32H48O6/c1-18(28(36)37)9-11-24(38-20(3)33)19(2)23-17-27(35)32(8)22-10-12-25-29(4,5)26(34)14-15-30(25,6)21(22)13-16-31(23,32)7/h9-10,13,19,23-27,34-35H,11-12,14-17H2,1-8H3,(H,36,37)/b18-9+

InChI Key

PXBRGMAJKPPNOG-GIJQJNRQNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	4.44	ChemAxon
pKa (Strongest Acidic)	4.25	ChemAxon
pKa (Strongest Basic)	-0.27	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	149.64 m³·mol⁻¹	ChemAxon
Polarizability	61.07 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for (22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid (NP0335519)

MOL for NP0335519 ((22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid)

3D MOL for NP0335519 ((22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid)

3D SDF for NP0335519 ((22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid)

3D-SDF for NP0335519 ((22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid)

PDB for NP0335519 ((22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid)

3D PDB for NP0335519 ((22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid)

SMILES for NP0335519 ((22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid)

INCHI for NP0335519 ((22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid)

Structure for NP0335519 ((22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid)

3D Structure for NP0335519 ((22S)-Acetoxy-3alpha,15alpha-dihydroxylanosta-7,9(11),24-trien-26-oic acid)