NP-MRD: Showing NP-Card for (23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide) (NP0338805)

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Record Information

Version

2.0

Created at

2024-09-11 17:55:01 UTC

Updated at

2024-09-11 17:55:01 UTC

NP-MRD ID

NP0338805

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide)

Description

(23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide) belongs to the class of organic compounds known as 1-(1z-alkenyl),2-acylglycerophosphoethanolamines. These are glycerophosphoethanolamines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one 1Z-alkenyl chain attached through an ether linkage at the O1-position (23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide) is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251202392D          

 52 55  0  0  1  0            999 V2000
    3.2615    0.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8490   -0.3805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2615   -1.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865   -1.0950    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4990   -1.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240   -1.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7365   -1.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5615   -1.0950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9740   -1.8094    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7990   -1.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5615   -2.5239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9740   -3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7365   -2.5239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3240   -3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9740   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7990   -0.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5615    0.3340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4990   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865    0.3340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240    0.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1490   -0.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0240   -0.3805    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5391   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7545   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7545    0.0320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1414    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129    1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0975    1.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7106    1.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.2869    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3461    0.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    0.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8148   -0.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5994   -0.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7709   -1.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -1.7947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7271   -2.6017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1686   -1.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971   -0.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2125   -0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410    0.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740   -0.3805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740   -1.8095    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3845   -1.0374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6060   -2.3397    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4182   -3.3364    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9135   -2.5815    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371   -0.9325    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -0.3036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2056   -2.3026    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  1  0  0  0
  8 15  1  6  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 24  2  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 24 32  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  1  0  0  0
 28 34  2  0  0  0  0
 34 35  1  4  0  0  0
 35 36  2  0  0  0  0
 36 37  1  4  0  0  0
 37 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 36 42  1  0  0  0  0
 42 43  2  0  0  0  0
  2 44  1  1  0  0  0
  4 45  1  6  0  0  0
  8 46  1  1  0  0  0
  9 47  1  6  0  0  0
 11 48  1  1  0  0  0
 13 49  1  6  0  0  0
 24 50  1  6  0  0  0
 27 51  1  6  0  0  0
 38 52  1  6  0  0  0
M  END


  Mrv0541 02251202392D          

 52 55  0  0  1  0            999 V2000
    3.2615    0.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8490   -0.3805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2615   -1.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865   -1.0950    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4990   -1.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240   -1.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7365   -1.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5615   -1.0950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9740   -1.8094    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7990   -1.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5615   -2.5239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9740   -3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7365   -2.5239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3240   -3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9740   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7990   -0.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5615    0.3340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4990   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865    0.3340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240    0.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1490   -0.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0240   -0.3805    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5391   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7545   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7545    0.0320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1414    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129    1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0975    1.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7106    1.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.2869    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3461    0.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    0.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8148   -0.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5994   -0.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7709   -1.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -1.7947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7271   -2.6017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1686   -1.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971   -0.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2125   -0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410    0.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740   -0.3805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740   -1.8095    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3845   -1.0374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6060   -2.3397    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4182   -3.3364    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9135   -2.5815    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371   -0.9325    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -0.3036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2056   -2.3026    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  1  0  0  0
  8 15  1  6  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 24  2  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 24 32  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  1  0  0  0
 28 34  2  0  0  0  0
 34 35  1  4  0  0  0
 35 36  2  0  0  0  0
 36 37  1  4  0  0  0
 37 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 36 42  1  0  0  0  0
 42 43  2  0  0  0  0
  2 44  1  1  0  0  0
  4 45  1  6  0  0  0
  8 46  1  1  0  0  0
  9 47  1  6  0  0  0
 11 48  1  1  0  0  0
 13 49  1  6  0  0  0
 24 50  1  6  0  0  0
 27 51  1  6  0  0  0
 38 52  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0338805

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](C)(C[C@]([H])(OC1O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C(=O)C(C)(C)O)[C@@]1([H])CC[C@@]2([H])C(CCC[C@]12C)=CC=C1C[C@@]([H])(O)CCC1=C

> <INCHI_IDENTIFIER>
InChI=1S/C33H50O10/c1-17-8-11-21(34)16-20(17)10-9-19-7-6-14-33(5)22(12-13-23(19)33)18(2)15-24(29(38)32(3,4)41)42-31-27(37)25(35)26(36)28(43-31)30(39)40/h9-10,18,21-28,31,34-37,41H,1,6-8,11-16H2,2-5H3,(H,39,40)/t18-,21+,22-,23+,24+,25+,26+,27-,28+,31?,33-/m1/s1

> <INCHI_KEY>
USYNZBLVOOXNSN-FACJVLNVSA-N

> <FORMULA>
C33H50O10

> <MOLECULAR_WEIGHT>
606.7441

> <EXACT_MASS>
606.34039782

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
65.57796212233312

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R)-6-{[(4S,6R)-6-[(1R,3aS,7aR)-4-{2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-hydroxy-2-methyl-3-oxoheptan-4-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
2.8213431400000006

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.202528873796359

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5292527724308402

> <JCHEM_PKA_STRONGEST_BASIC>
-1.318495251376493

> <JCHEM_POLAR_SURFACE_AREA>
173.98

> <JCHEM_REFRACTIVITY>
159.3727

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R)-6-{[(4S,6R)-6-[(1R,3aS,7aR)-4-{2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-hexahydro-1H-inden-1-yl]-2-hydroxy-2-methyl-3-oxoheptan-4-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0       6.088   0.623   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.318  -0.710   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.088  -2.044   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.628  -2.044   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.398  -3.378   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.938  -3.378   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.708  -2.044   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.248  -2.044   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.018  -3.378   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      14.558  -3.378   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.248  -4.711   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      13.018  -6.045   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.708  -4.711   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.938  -6.045   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      13.018  -0.710   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      14.558  -0.710   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      12.248   0.623   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.398  -0.710   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.628   0.623   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.938  -0.710   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.938  -2.250   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.938   0.830   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.478  -0.710   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.778  -0.710   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.873  -1.956   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.408  -1.480   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.408   0.060   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.264   1.090   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.584   2.597   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.049   3.072   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.193   2.042   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.873   0.536   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.379   0.856   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.201   0.614   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.521  -0.892   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.986  -1.368   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.306  -2.874   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.770  -3.350   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -5.091  -4.857   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -5.915  -2.320   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -5.595  -0.813   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.130  -0.337   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.810   1.169   0.000  0.00  0.00           C+0
HETATM   44  H   UNK     0       6.858  -0.710   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       6.858  -3.378   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      13.784  -1.936   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      14.198  -4.367   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      11.981  -6.228   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       9.172  -4.819   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.923  -1.741   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.001  -0.567   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.984  -4.298   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   24   44                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   18   45                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15   46                                             
CONECT    9    8   10   11   47                                             
CONECT   10    9                                                            
CONECT   11    9   12   13   48                                             
CONECT   12   11                                                            
CONECT   13   11    6   14   49                                             
CONECT   14   13                                                            
CONECT   15    8   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    4   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24    2   25   32   50                                             
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   32   51                                             
CONECT   28   27   29   34                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   24   27   33                                             
CONECT   33   32                                                            
CONECT   34   28   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   42                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40   52                                             
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   36   43                                                  
CONECT   43   42                                                            
CONECT   44    2                                                            
CONECT   45    4                                                            
CONECT   46    8                                                            
CONECT   47    9                                                            
CONECT   48   11                                                            
CONECT   49   13                                                            
CONECT   50   24                                                            
CONECT   51   27                                                            
CONECT   52   38                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  110    0
END

View in JSmol

Synonyms

Value	Source
(23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(b-glucuronide)	Generator
(23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(β-glucuronide)	Generator

Chemical Formula

C₃₃H₅₀O₁₀

Average Mass

606.7441 Da

Monoisotopic Mass

606.34040 Da

IUPAC Name

(2S,3S,4S,5R)-6-{[(4S,6R)-6-[(1R,3aS,7aR)-4-{2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-hydroxy-2-methyl-3-oxoheptan-4-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R)-6-{[(4S,6R)-6-[(1R,3aS,7aR)-4-{2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-hexahydro-1H-inden-1-yl]-2-hydroxy-2-methyl-3-oxoheptan-4-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(C[C@]([H])(OC1O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C(=O)C(C)(C)O)[C@@]1([H])CC[C@@]2([H])C(CCC[C@]12C)=CC=C1C[C@@]([H])(O)CCC1=C

InChI Identifier

InChI=1S/C33H50O10/c1-17-8-11-21(34)16-20(17)10-9-19-7-6-14-33(5)22(12-13-23(19)33)18(2)15-24(29(38)32(3,4)41)42-31-27(37)25(35)26(36)28(43-31)30(39)40/h9-10,18,21-28,31,34-37,41H,1,6-8,11-16H2,2-5H3,(H,39,40)/t18-,21+,22-,23+,24+,25+,26+,27-,28+,31?,33-/m1/s1

InChI Key

USYNZBLVOOXNSN-FACJVLNVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-(1z-alkenyl),2-acylglycerophosphoethanolamines. These are glycerophosphoethanolamines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one 1Z-alkenyl chain attached through an ether linkage at the O1-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

1-(1Z-alkenyl),2-acylglycerophosphoethanolamines

Alternative Parents

Substituents

1-(1z-alkenyl),2-acylglycerophosphoethanolamine
Glycerol vinyl ether
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Fatty acyl
Alkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary amine
Primary aliphatic amine
Organic oxygen compound
Amine
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	2.73	ALOGPS
logP	2.82	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	173.98 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	159.37 m³·mol⁻¹	ChemAxon
Polarizability	65.58 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

FDB027513

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide) (NP0338805)

MOL for NP0338805 ((23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide))

3D MOL for NP0338805 ((23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide))

3D SDF for NP0338805 ((23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide))

3D-SDF for NP0338805 ((23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide))

PDB for NP0338805 ((23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide))

3D PDB for NP0338805 ((23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide))

SMILES for NP0338805 ((23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide))

INCHI for NP0338805 ((23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide))

Structure for NP0338805 ((23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide))

3D Structure for NP0338805 ((23S)-23,25-Dihydroxy-24-oxovitamine D3 23-(beta-glucuronide))