NP-MRD: Showing NP-Card for prednisolone acetate (NP0233609)

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Record Information

Version

2.0

Created at

2022-09-06 15:16:30 UTC

Updated at

2022-09-06 15:16:30 UTC

NP-MRD ID

NP0233609

Secondary Accession Numbers

None

Natural Product Identification

Common Name

prednisolone acetate

Description

2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate, also known as prednisolone 21-acetate or pricortin, belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. prednisolone acetate is found in Rehmannia glutinosa. 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 08261312242D          

 33 36  0  0  1  0            999 V2000
   -3.8574    1.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7013    1.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453    1.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1695    0.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7650    2.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4498    0.0477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978    0.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134    1.3092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441    2.2740    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6593    2.5383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5308   -0.3193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3755    0.4579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  7  1  0  0  0  0
 13  1  1  0  0  0  0
 14  4  1  0  0  0  0
 14 10  2  0  0  0  0
 15  6  1  0  0  0  0
 15 10  1  0  0  0  0
 16  5  1  0  0  0  0
 17  7  1  0  0  0  0
 17 16  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21  2  1  1  0  0  0
 21  8  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  1  0  0  0  0
 22  3  1  1  0  0  0
 22 11  1  0  0  0  0
 22 17  1  0  0  0  0
 23  9  1  0  0  0  0
 23 19  1  1  0  0  0
 23 22  1  0  0  0  0
 24 13  2  0  0  0  0
 25 15  2  0  0  0  0
 18 26  1  1  0  0  0
 27 19  2  0  0  0  0
 23 28  1  6  0  0  0
 29 12  1  0  0  0  0
 29 13  1  0  0  0  0
 16 30  1  1  0  0  0
 17 31  1  6  0  0  0
 18 32  1  6  0  0  0
 20 33  1  6  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
    6.9178    1.5526   -1.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6201    1.1179   -0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5793    1.5865   -1.3932 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5596    0.2550    0.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2829   -0.1050    0.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4373   -0.8036   -0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9676   -0.9561   -1.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1190   -1.2957   -0.0635 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5940   -1.8728   -1.2456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9305   -2.3905    0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3946   -2.4789    1.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -1.3348    0.2869 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3493   -0.6593    0.7722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3983   -1.6449    1.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318   -0.8946    1.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400   -0.1384    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1839   -0.3903   -0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6681    0.2730   -1.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7751    0.0325   -1.9325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7703    1.2600   -1.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6136    1.4874   -1.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0976    0.8633   -0.1745 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1264    1.9663    0.8915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308    0.2943   -0.3619 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6441    1.3134   -0.4374 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6449    2.1713    0.6361 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    0.7490   -0.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0427   -0.3471    0.4170 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1479    0.0239    1.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2854    2.4935   -0.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7006    0.7766   -1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7826    1.7462   -2.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4699   -0.7114    1.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8306    0.9017    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640   -1.8907   -1.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3728   -2.1421    1.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3512   -3.3488    0.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0966   -3.4294    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0469   -2.5661    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2613   -1.6313   -0.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1969    0.0159    1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -2.2497    0.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9784   -2.2783    1.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4299   -1.5265    1.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3139   -0.1249    2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8404   -1.1572    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389    1.8166   -2.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9885    2.2656   -1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8145    2.9377    0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1887    2.0907    1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5617    1.6780    1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7056   -0.2828   -1.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7983    1.8608   -1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0633    2.8428    0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571    1.5806   -0.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9470    0.3738   -1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5028   -0.6234    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1592   -0.1470    2.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9367    1.0949    1.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  1  6
  8  6  1  0
  6  7  2  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  8 28  1  0
 28 29  1  1
 28 27  1  0
 27 25  1  0
 25 26  1  0
 25 24  1  0
 24 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  1
 28 12  1  0
 22 24  1  0
 13 12  1  0
 22 16  1  0
 12 40  1  6
 11 38  1  0
 11 39  1  0
 10 36  1  0
 10 37  1  0
  9 35  1  0
  5 33  1  0
  5 34  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 27 55  1  0
 27 56  1  0
 25 53  1  6
 26 54  1  0
 24 52  1  6
 13 41  1  1
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 17 46  1  0
 20 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
M  END


  Mrv0541 08261312242D          

 33 36  0  0  1  0            999 V2000
   -3.8574    1.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7013    1.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453    1.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1695    0.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7650    2.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4498    0.0477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978    0.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134    1.3092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441    2.2740    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6593    2.5383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5308   -0.3193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3755    0.4579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  7  1  0  0  0  0
 13  1  1  0  0  0  0
 14  4  1  0  0  0  0
 14 10  2  0  0  0  0
 15  6  1  0  0  0  0
 15 10  1  0  0  0  0
 16  5  1  0  0  0  0
 17  7  1  0  0  0  0
 17 16  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21  2  1  1  0  0  0
 21  8  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  1  0  0  0  0
 22  3  1  1  0  0  0
 22 11  1  0  0  0  0
 22 17  1  0  0  0  0
 23  9  1  0  0  0  0
 23 19  1  1  0  0  0
 23 22  1  0  0  0  0
 24 13  2  0  0  0  0
 25 15  2  0  0  0  0
 18 26  1  1  0  0  0
 27 19  2  0  0  0  0
 23 28  1  6  0  0  0
 29 12  1  0  0  0  0
 29 13  1  0  0  0  0
 16 30  1  1  0  0  0
 17 31  1  6  0  0  0
 18 32  1  6  0  0  0
 20 33  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0233609

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@](O)(C(=O)COC(C)=O)[C@@]1(C)C[C@]([H])(O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h6,8,10,16-18,20,26,28H,4-5,7,9,11-12H2,1-3H3/t16-,17-,18-,20+,21-,22-,23-/m0/s1

> <INCHI_KEY>
LRJOMUJRLNCICJ-JZYPGELDSA-N

> <FORMULA>
C23H30O6

> <MOLECULAR_WEIGHT>
402.4807

> <EXACT_MASS>
402.204238692

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.93097329902396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
1.7141153346666655

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.77502666179732

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.610175737957157

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8513437470589436

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
107.64479999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prednisolone acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-AUG-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-AUG-13         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4    5   14                                                       
CONECT    5    4   16                                                       
CONECT    6    8   15                                                       
CONECT    7    9   17                                                       
CONECT    8    6   21                                                       
CONECT    9    7   23                                                       
CONECT   10   14   15                                                       
CONECT   11   18   22                                                       
CONECT   12   19   29                                                       
CONECT   13    1   24   29                                                  
CONECT   14    4   10   21                                                  
CONECT   15    6   10   25                                                  
CONECT   16    5   17   20   30                                             
CONECT   17    7   16   22   31                                             
CONECT   18   11   20   26   32                                             
CONECT   19   12   23   27                                                  
CONECT   20   16   18   21   33                                             
CONECT   21    2    8   14   20                                             
CONECT   22    3   11   17   23                                             
CONECT   23    9   19   22   28                                             
CONECT   24   13                                                            
CONECT   25   15                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   23                                                            
CONECT   29   12   13                                                       
CONECT   30   16                                                            
CONECT   31   17                                                            
CONECT   32   18                                                            
CONECT   33   20                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Value	Source
Prednisolone 21-acetate	Kegg
Pricortin	Kegg
Econopred	Kegg
Pred forte	Kegg
Prednisolone 21-acetic acid	Generator
2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-Dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0,.0,]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetic acid	Generator
PREDNISOLONE acetic acid	Generator
Scherisolone-kristall suspension	MeSH
2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-Dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetic acid	Generator

Chemical Formula

C₂₃H₃₀O₆

Average Mass

402.4807 Da

Monoisotopic Mass

402.20424 Da

IUPAC Name

2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate

Traditional Name

prednisolone acetate

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@](O)(C(=O)COC(C)=O)[C@@]1(C)C[C@]([H])(O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h6,8,10,16-18,20,26,28H,4-5,7,9,11-12H2,1-3H3/t16-,17-,18-,20+,21-,22-,23-/m0/s1

InChI Key

LRJOMUJRLNCICJ-JZYPGELDSA-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
Rehmannia glutinosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
20-oxosteroid
3-oxo-delta-1,4-steroid
3-oxosteroid
17-hydroxysteroid
11-hydroxysteroid
11-beta-hydroxysteroid
Hydroxysteroid
Oxosteroid
Delta-1,4-steroid
Alpha-acyloxy ketone
Alpha-hydroxy ketone
Tertiary alcohol
Cyclic alcohol
Ketone
Cyclic ketone
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

corticosteroid hormone (CHEBI:8380 )

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	2.17	ALOGPS
logP	1.71	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	12.61	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.64 m³·mol⁻¹	ChemAxon
Polarizability	42.93 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

DBSALT000254

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C08180

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

LOTUS database [Link]

Showing NP-Card for prednisolone acetate (NP0233609)

MOL for NP0233609 (prednisolone acetate)

3D MOL for NP0233609 (prednisolone acetate)

3D SDF for NP0233609 (prednisolone acetate)

3D-SDF for NP0233609 (prednisolone acetate)

PDB for NP0233609 (prednisolone acetate)

3D PDB for NP0233609 (prednisolone acetate)

SMILES for NP0233609 (prednisolone acetate)

INCHI for NP0233609 (prednisolone acetate)

Structure for NP0233609 (prednisolone acetate)

3D Structure for NP0233609 (prednisolone acetate)