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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2020-02-26 21:41:51 UTC

HMDB ID

HMDB0015567

Secondary Accession Numbers

HMDB15567

Metabolite Identification

Common Name

Calcipotriol

Description

Calcipotriol is only found in individuals that have used or taken this drug. It is a synthetic derivative of calcitriol or Vitamin D.The precise mechanism of calcipotriol in remitting psoriasis is not well-understood. However, it has been shown to have comparable affinity with calcitriol for the Vitamin D receptor, while being less than 1% as active as the calcitriol in regulating calcium metabolism. The Vitamin D receptor (VDR) belongs to the steroid/thyroid receptor superfamily, and is found on the cells of many different tissues including the thyroid, bone, kindney, and T cells of the immune system. T cells are known to play a role in psoriasis, and it is thought that the binding of calcipotriol to the VDR modulates the T cells gene transcription of cell differentiation and proliferation related genes.

Structure

MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 04191212182D          

 32 35  0  0  1  0            999 V2000
   12.1370   -9.5610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4226   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4226  -10.7986    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1370  -11.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515  -10.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660   -9.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660  -11.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804  -10.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804   -8.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660   -8.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949   -9.5610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9949   -8.7360    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7795   -8.4811    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7795   -9.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2644   -9.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7795   -7.6561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4940   -7.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2085   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9229   -7.2436    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9229   -6.4186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6374   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0499   -8.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4624   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7081  -11.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949   -7.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1370   -8.7360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949  -10.3860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4940   -8.0686    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0651   -7.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515   -9.1485    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 24  1  0  0  0  0
  3 26  1  1  0  0  0
 14 27  1  1  0  0  0
  1 28  1  6  0  0  0
 13 29  1  6  0  0  0
 15 30  1  6  0  0  0
 18 31  1  6  0  0  0
  6 32  2  0  0  0  0
M  END


  Mrv0541 04191212182D          

 32 35  0  0  1  0            999 V2000
   12.1370   -9.5610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4226   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4226  -10.7986    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1370  -11.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515  -10.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660   -9.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660  -11.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804  -10.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804   -8.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660   -8.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949   -9.5610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9949   -8.7360    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7795   -8.4811    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7795   -9.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2644   -9.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7795   -7.6561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4940   -7.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2085   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9229   -7.2436    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9229   -6.4186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6374   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0499   -8.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4624   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7081  -11.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949   -7.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1370   -8.7360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949  -10.3860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4940   -8.0686    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0651   -7.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515   -9.1485    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 24  1  0  0  0  0
  3 26  1  1  0  0  0
 14 27  1  1  0  0  0
  1 28  1  6  0  0  0
 13 29  1  6  0  0  0
 15 30  1  6  0  0  0
 18 31  1  6  0  0  0
  6 32  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015567

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H](\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)C1CC1

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O3/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3/b13-6+,19-7+,21-10-/t17-,22-,23-,24+,25-,26+,27-/m1/s1

> <INCHI_KEY>
LWQQLNNNIPYSNX-UROSTWAQSA-N

> <FORMULA>
C27H40O3

> <MOLECULAR_WEIGHT>
412.6047

> <EXACT_MASS>
412.297745146

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
49.59111678976198

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5S)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

> <ALOGPS_LOGP>
4.63

> <JCHEM_LOGP>
3.8433507853333344

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.288747760728633

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.392873609816359

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5903047523657756

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
125.44929999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
calcipotriol

> <JCHEM_VEBER_RULE>
0

$$$$

https://cactus.nci.nih.gov/chemical/structure/O%5BC@H%5D(%5CC=C%5C%5BC@@H%5D(...
 OpenBabel09142113233D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:69})
 70 73  0  0  0  0  0  0  0  0999 V2000
   -6.7838   -0.3989    0.9328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0341   -1.5014    0.4185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8393   -2.2138    1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7259   -1.0028   -0.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3969    0.2586   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0888    0.7572   -0.5678 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5564   -0.0689   -1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597    1.8480   -1.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2371    1.3322    0.5660 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7628    2.1522    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.2244    1.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3387    0.1790    1.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662    1.5846    1.2315 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1227    2.3121    2.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4541    1.7432    0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414    3.0832    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6568    3.4257   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7539    3.2428   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8964    1.8095    0.0295 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4509    0.8850   -1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707    0.7795    0.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7111    0.9907    0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6388    0.0154    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0366    0.1946   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4009   -1.0594   -1.0464 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7135   -1.1658   -1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7367   -0.9368   -1.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029   -2.2940   -0.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8442   -2.5251    0.2580 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7825   -3.3778    0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0533   -2.7753   -0.9055 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3432   -1.2771    0.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6664   -1.3478    2.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8330   -2.1881   -0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2009   -2.7661   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1103   -1.4974   -1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9937    0.2760    0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0597   -1.6854   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0632    0.9412    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4135    2.2086   -2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9665    1.4383   -2.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8922    2.6740   -1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3129    0.4725    2.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2745   -0.7369    1.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0145   -0.0070    2.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0643   -0.5744    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7752    3.8607    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    3.0345   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7794    4.4621   -1.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7682    2.7769   -1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8864    3.9000    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5016    3.4709   -1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5872    1.0976   -1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -0.1529   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0814    1.0518   -1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251   -0.1569    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9568    1.9271   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0624    1.0675   -0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7445    0.3263    0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8731   -0.1764   -2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6703   -3.1656   -0.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9088   -2.1419    0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172   -2.9304   -0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4620   -2.3090    2.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3224   -0.4438    2.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2418   -2.7270   -1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5098   -3.6850   -0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5316   -2.6571    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3815   -0.5538   -0.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3597   -1.5817   -2.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 37  1  0  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  2 34  1  0  0  0  0
  4  5  2  0  0  0  0
  4 38  1  0  0  0  0
  5  6  1  0  0  0  0
  5 39  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  8 40  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
  9 19  1  0  0  0  0
 11 12  1  0  0  0  0
 11 43  1  0  0  0  0
 11 44  1  0  0  0  0
 12 13  1  0  0  0  0
 12 45  1  0  0  0  0
 12 46  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 13 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  2  0  0  0  0
 16 17  1  0  0  0  0
 16 47  1  0  0  0  0
 16 48  1  0  0  0  0
 17 18  1  0  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 18 19  1  0  0  0  0
 18 51  1  0  0  0  0
 18 52  1  0  0  0  0
 19 20  1  6  0  0  0
 20 53  1  0  0  0  0
 20 54  1  0  0  0  0
 20 55  1  0  0  0  0
 21 22  1  0  0  0  0
 21 56  1  0  0  0  0
 22 23  2  0  0  0  0
 22 57  1  0  0  0  0
 23 24  1  0  0  0  0
 23 32  1  0  0  0  0
 24 25  1  0  0  0  0
 24 58  1  0  0  0  0
 24 59  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 27 60  1  0  0  0  0
 28 29  1  0  0  0  0
 28 61  1  0  0  0  0
 28 62  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 31 63  1  0  0  0  0
 32 33  2  0  0  0  0
 33 64  1  0  0  0  0
 33 65  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 66  1  0  0  0  0
 35 36  1  0  0  0  0
 35 67  1  0  0  0  0
 35 68  1  0  0  0  0
 36 69  1  0  0  0  0
 36 70  1  0  0  0  0
M  END
$$$$

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      22.656 -17.847   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.322 -18.617   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.322 -20.157   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.656 -20.927   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.989 -20.157   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.989 -18.617   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.323 -17.847   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.323 -20.927   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.657 -20.157   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.657 -18.617   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.657 -15.537   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.323 -16.307   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.990 -17.847   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.990 -16.307   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.455 -15.831   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.455 -18.323   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.360 -17.077   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.455 -14.291   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.789 -13.521   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      32.123 -14.291   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.456 -13.521   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      33.456 -11.981   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      34.790 -14.291   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      35.560 -15.625   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      36.330 -14.291   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      19.988 -20.927   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      27.990 -14.767   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      22.656 -16.307   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0      27.990 -19.387   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      30.789 -15.061   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0      28.122 -13.521   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      23.989 -17.077   0.000  0.00  0.00           C+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    5   32                                                  
CONECT    7   10   12                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13    7                                                  
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   10   14   16   29                                             
CONECT   14   11   15   13   27                                             
CONECT   15   14   17   18   30                                             
CONECT   16   13   17                                                       
CONECT   17   16   15                                                       
CONECT   18   15   19   31                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23   25                                                       
CONECT   25   23   24                                                       
CONECT   26    3                                                            
CONECT   27   14                                                            
CONECT   28    1                                                            
CONECT   29   13                                                            
CONECT   30   15                                                            
CONECT   31   18                                                            
CONECT   32    6                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    https://cactus.nci.nih.gov/chemical/structure/O%5BC@H%5D(%5CC=C%5C%5BC@@H%5D(... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  O   UNL     1      -6.784  -0.399   0.933  1.00  0.00           O  
HETATM    2  C   UNL     1      -6.034  -1.501   0.418  1.00  0.00           C  
HETATM    3  H   UNL     1      -5.839  -2.214   1.220  1.00  0.00           H  
HETATM    4  C   UNL     1      -4.726  -1.003  -0.139  1.00  0.00           C  
HETATM    5  C   UNL     1      -4.397   0.259  -0.010  1.00  0.00           C  
HETATM    6  C   UNL     1      -3.089   0.757  -0.568  1.00  0.00           C  
HETATM    7  H   UNL     1      -2.556  -0.069  -1.039  1.00  0.00           H  
HETATM    8  C   UNL     1      -3.360   1.848  -1.606  1.00  0.00           C  
HETATM    9  C   UNL     1      -2.237   1.332   0.566  1.00  0.00           C  
HETATM   10  H   UNL     1      -2.763   2.152   1.055  1.00  0.00           H  
HETATM   11  C   UNL     1      -1.891   0.224   1.595  1.00  0.00           C  
HETATM   12  C   UNL     1      -0.339   0.179   1.682  1.00  0.00           C  
HETATM   13  C   UNL     1       0.066   1.585   1.232  1.00  0.00           C  
HETATM   14  H   UNL     1      -0.123   2.312   2.021  1.00  0.00           H  
HETATM   15  C   UNL     1       1.454   1.743   0.686  1.00  0.00           C  
HETATM   16  C   UNL     1       1.741   3.083   0.023  1.00  0.00           C  
HETATM   17  C   UNL     1       0.657   3.426  -0.996  1.00  0.00           C  
HETATM   18  C   UNL     1      -0.754   3.243  -0.411  1.00  0.00           C  
HETATM   19  C   UNL     1      -0.896   1.810   0.029  1.00  0.00           C  
HETATM   20  C   UNL     1      -0.451   0.885  -1.105  1.00  0.00           C  
HETATM   21  C   UNL     1       2.371   0.779   0.774  1.00  0.00           C  
HETATM   22  C   UNL     1       3.711   0.991   0.223  1.00  0.00           C  
HETATM   23  C   UNL     1       4.639   0.015   0.313  1.00  0.00           C  
HETATM   24  C   UNL     1       6.037   0.195  -0.245  1.00  0.00           C  
HETATM   25  C   UNL     1       6.401  -1.059  -1.046  1.00  0.00           C  
HETATM   26  H   UNL     1       5.713  -1.166  -1.885  1.00  0.00           H  
HETATM   27  O   UNL     1       7.737  -0.937  -1.539  1.00  0.00           O  
HETATM   28  C   UNL     1       6.303  -2.294  -0.149  1.00  0.00           C  
HETATM   29  C   UNL     1       4.844  -2.525   0.258  1.00  0.00           C  
HETATM   30  H   UNL     1       4.782  -3.378   0.934  1.00  0.00           H  
HETATM   31  O   UNL     1       4.053  -2.775  -0.905  1.00  0.00           O  
HETATM   32  C   UNL     1       4.343  -1.277   0.965  1.00  0.00           C  
HETATM   33  C   UNL     1       3.666  -1.348   2.112  1.00  0.00           C  
HETATM   34  C   UNL     1      -6.833  -2.188  -0.691  1.00  0.00           C  
HETATM   35  C   UNL     1      -8.201  -2.766  -0.323  1.00  0.00           C  
HETATM   36  C   UNL     1      -8.110  -1.497  -1.173  1.00  0.00           C  
HETATM   37  H   UNL     1      -6.994   0.276   0.273  1.00  0.00           H  
HETATM   38  H   UNL     1      -4.060  -1.685  -0.646  1.00  0.00           H  
HETATM   39  H   UNL     1      -5.063   0.941   0.497  1.00  0.00           H  
HETATM   40  H   UNL     1      -2.413   2.209  -2.009  1.00  0.00           H  
HETATM   41  H   UNL     1      -3.966   1.438  -2.413  1.00  0.00           H  
HETATM   42  H   UNL     1      -3.892   2.674  -1.134  1.00  0.00           H  
HETATM   43  H   UNL     1      -2.313   0.472   2.568  1.00  0.00           H  
HETATM   44  H   UNL     1      -2.275  -0.737   1.253  1.00  0.00           H  
HETATM   45  H   UNL     1      -0.015  -0.007   2.706  1.00  0.00           H  
HETATM   46  H   UNL     1       0.064  -0.574   1.005  1.00  0.00           H  
HETATM   47  H   UNL     1       1.775   3.861   0.786  1.00  0.00           H  
HETATM   48  H   UNL     1       2.706   3.034  -0.481  1.00  0.00           H  
HETATM   49  H   UNL     1       0.779   4.462  -1.310  1.00  0.00           H  
HETATM   50  H   UNL     1       0.768   2.777  -1.865  1.00  0.00           H  
HETATM   51  H   UNL     1      -0.886   3.900   0.448  1.00  0.00           H  
HETATM   52  H   UNL     1      -1.502   3.471  -1.171  1.00  0.00           H  
HETATM   53  H   UNL     1       0.587   1.098  -1.361  1.00  0.00           H  
HETATM   54  H   UNL     1      -0.541  -0.153  -0.785  1.00  0.00           H  
HETATM   55  H   UNL     1      -1.081   1.052  -1.979  1.00  0.00           H  
HETATM   56  H   UNL     1       2.125  -0.157   1.253  1.00  0.00           H  
HETATM   57  H   UNL     1       3.957   1.927  -0.256  1.00  0.00           H  
HETATM   58  H   UNL     1       6.062   1.067  -0.898  1.00  0.00           H  
HETATM   59  H   UNL     1       6.745   0.326   0.573  1.00  0.00           H  
HETATM   60  H   UNL     1       7.873  -0.176  -2.121  1.00  0.00           H  
HETATM   61  H   UNL     1       6.670  -3.166  -0.691  1.00  0.00           H  
HETATM   62  H   UNL     1       6.909  -2.142   0.744  1.00  0.00           H  
HETATM   63  H   UNL     1       3.117  -2.930  -0.719  1.00  0.00           H  
HETATM   64  H   UNL     1       3.462  -2.309   2.560  1.00  0.00           H  
HETATM   65  H   UNL     1       3.322  -0.444   2.592  1.00  0.00           H  
HETATM   66  H   UNL     1      -6.242  -2.727  -1.431  1.00  0.00           H  
HETATM   67  H   UNL     1      -8.510  -3.685  -0.821  1.00  0.00           H  
HETATM   68  H   UNL     1      -8.532  -2.657   0.710  1.00  0.00           H  
HETATM   69  H   UNL     1      -8.382  -0.554  -0.700  1.00  0.00           H  
HETATM   70  H   UNL     1      -8.360  -1.582  -2.231  1.00  0.00           H  
CONECT    1    2   37                                                 
CONECT    2    1    3    4   34                                       
CONECT    3    2                                                      
CONECT    4    2    5    5   38                                       
CONECT    5    4    4    6   39                                       
CONECT    6    5    7    8    9                                       
CONECT    7    6                                                      
CONECT    8    6   40   41   42                                       
CONECT    9    6   10   11   19                                       
CONECT   10    9                                                      
CONECT   11    9   12   43   44                                       
CONECT   12   11   13   45   46                                       
CONECT   13   12   14   15   19                                       
CONECT   14   13                                                      
CONECT   15   13   16   21   21                                       
CONECT   16   15   17   47   48                                       
CONECT   17   16   18   49   50                                       
CONECT   18   17   19   51   52                                       
CONECT   19   18    9   13   20                                       
CONECT   20   19   53   54   55                                       
CONECT   21   15   15   22   56                                       
CONECT   22   21   23   23   57                                       
CONECT   23   22   22   24   32                                       
CONECT   24   23   25   58   59                                       
CONECT   25   24   26   27   28                                       
CONECT   26   25                                                      
CONECT   27   25   60                                                 
CONECT   28   25   29   61   62                                       
CONECT   29   28   30   31   32                                       
CONECT   30   29                                                      
CONECT   31   29   63                                                 
CONECT   32   29   23   33   33                                       
CONECT   33   32   32   64   65                                       
CONECT   34    2   35   36   66                                       
CONECT   35   34   36   67   68                                       
CONECT   36   35   34   69   70                                       
CONECT   37    1                                                      
CONECT   38    4                                                      
CONECT   39    5                                                      
CONECT   40    8                                                      
CONECT   41    8                                                      
CONECT   42    8                                                      
CONECT   43   11                                                      
CONECT   44   11                                                      
CONECT   45   12                                                      
CONECT   46   12                                                      
CONECT   47   16                                                      
CONECT   48   16                                                      
CONECT   49   17                                                      
CONECT   50   17                                                      
CONECT   51   18                                                      
CONECT   52   18                                                      
CONECT   53   20                                                      
CONECT   54   20                                                      
CONECT   55   20                                                      
CONECT   56   21                                                      
CONECT   57   22                                                      
CONECT   58   24                                                      
CONECT   59   24                                                      
CONECT   60   27                                                      
CONECT   61   28                                                      
CONECT   62   28                                                      
CONECT   63   31                                                      
CONECT   64   33                                                      
CONECT   65   33                                                      
CONECT   66   34                                                      
CONECT   67   35                                                      
CONECT   68   35                                                      
CONECT   69   36                                                      
CONECT   70   36                                                      
MASTER        0    0    0    0    0    0    0    0   70    0   70    0
END

https://cactus.nci.nih.gov/chemical/structure/O%5BC@H%5D(%5CC=C%5C%5BC@@H%5D(...
 OpenBabel09142113233D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:69})
 70 73  0  0  0  0  0  0  0  0999 V2000
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   -6.0341   -1.5014    0.4185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8393   -2.2138    1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7259   -1.0028   -0.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3969    0.2586   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0888    0.7572   -0.5678 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5564   -0.0689   -1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597    1.8480   -1.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2371    1.3322    0.5660 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7628    2.1522    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.2244    1.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3387    0.1790    1.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662    1.5846    1.2315 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1227    2.3121    2.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4541    1.7432    0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414    3.0832    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6568    3.4257   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7539    3.2428   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8964    1.8095    0.0295 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4509    0.8850   -1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707    0.7795    0.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7111    0.9907    0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6388    0.0154    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0366    0.1946   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4009   -1.0594   -1.0464 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7135   -1.1658   -1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7367   -0.9368   -1.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029   -2.2940   -0.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8442   -2.5251    0.2580 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7825   -3.3778    0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0533   -2.7753   -0.9055 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3432   -1.2771    0.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6664   -1.3478    2.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8330   -2.1881   -0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2009   -2.7661   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1103   -1.4974   -1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9937    0.2760    0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0597   -1.6854   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0632    0.9412    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4135    2.2086   -2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9665    1.4383   -2.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8922    2.6740   -1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3129    0.4725    2.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2745   -0.7369    1.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0145   -0.0070    2.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0643   -0.5744    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7752    3.8607    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    3.0345   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7794    4.4621   -1.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7682    2.7769   -1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8864    3.9000    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5016    3.4709   -1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5872    1.0976   -1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -0.1529   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0814    1.0518   -1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251   -0.1569    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9568    1.9271   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0624    1.0675   -0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7445    0.3263    0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8731   -0.1764   -2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6703   -3.1656   -0.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9088   -2.1419    0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172   -2.9304   -0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4620   -2.3090    2.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3224   -0.4438    2.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2418   -2.7270   -1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5098   -3.6850   -0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5316   -2.6571    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3815   -0.5538   -0.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3597   -1.5817   -2.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 37  1  0  0  0  0
  2  3  1  1  0  0  0
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  2 34  1  0  0  0  0
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M  END
$$$$

View in JSmol View Stereo Labels

Synonyms

Value	Source
Calcipotriene	ChEBI
Daivonex	ChEBI
Dovonex	ChEBI
Bristol-myers squibb brand OF calcipotriene	HMDB
Psorcutan	HMDB
1,24(OH)2-22-Ene-24-cyclopropyl D3	HMDB
Leo brand OF calcipotriene	HMDB
Schering brand OF calcipotriene	HMDB
CSL Brand OF calcipotriene	HMDB
Senosiain brand OF calcipotriene	HMDB
Sorilux	HMDB
Farmacusi brand OF calcipotriene	HMDB
Heximar win care	HMDB
(22E)-(24S)-1a,24-Dihydroxy-26,27-cyclo-22,23-didehydrovitamin D3 / (22E)-(24S)-1a,24-dihydroxy-26,27-cyclo-22,23-didehydrocholecalciferol / calcipotriol	HMDB
(22E)-(24S)-1Α,24-dihydroxy-26,27-cyclo-22,23-didehydrovitamin D3 / (22E)-(24S)-1α,24-dihydroxy-26,27-cyclo-22,23-didehydrocholecalciferol / calcipotriol	HMDB
Enstilar	HMDB
Calcipotriol	KEGG

Chemical Formula

C₂₇H₄₀O₃

Average Molecular Weight

412.6047

Monoisotopic Molecular Weight

412.297745146

IUPAC Name

(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5S)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

Traditional Name

calcipotriol

CAS Registry Number

112965-21-6

SMILES

O[C@H](\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)C1CC1

InChI Identifier

InChI=1S/C27H40O3/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3/b13-6+,19-7+,21-10-/t17-,22-,23-,24+,25-,26+,27-/m1/s1

InChI Key

LWQQLNNNIPYSNX-UROSTWAQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Vitamin D and derivatives

Direct Parent

Vitamin D and derivatives

Alternative Parents

Substituents

Triterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

seco-cholestane (CHEBI:50749 )
hydroxy seco-steroid (CHEBI:50749 )
Vitamin D3 and derivatives (LMST03020106 )

Ontology

Disposition

Source:

Food

Route of exposure:

Enteral:

Ingestion

Parenteral:

Dermal

Biological location:

Cell and elements:

Extracellular

Tissue and substructures:

Hepatic tissue

Subcellular:

Biofluid and excreta:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

System process:

Reproduction

Cellular process:

Cell signaling

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Biological role:

Molecular messenger:

Signaling molecule

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.014 g/L	Not Available
LogP	Not Available	Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	4.63	ALOGPS
logP	3.84	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	14.39	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	125.45 m³·mol⁻¹	ChemAxon
Polarizability	49.59 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

Predicted Spectral Properties

Collision Cross Sections

Name	Adduct	Type	Data Source	Value	Reference
DarkChem	[M+H]+	Predicted	Not Available	200.524	31661259
DarkChem	[M-H]-	Predicted	Not Available	195.817	31661259

Retention Indices

Underivatized

Not Available

Derivatized

Derivative	Value	Reference
Calcipotriol,1TMS,#1	3574.9597	https://arxiv.org/abs/1905.12712
Calcipotriol,1TMS,#2	3557.9565	https://arxiv.org/abs/1905.12712
Calcipotriol,1TMS,#3	3568.0974	https://arxiv.org/abs/1905.12712
Calcipotriol,2TMS,#1	3506.9658	https://arxiv.org/abs/1905.12712
Calcipotriol,2TMS,#2	3504.204	https://arxiv.org/abs/1905.12712
Calcipotriol,2TMS,#3	3486.9866	https://arxiv.org/abs/1905.12712
Calcipotriol,3TMS,#1	3439.5107	https://arxiv.org/abs/1905.12712
Calcipotriol,1TBDMS,#1	3805.9675	https://arxiv.org/abs/1905.12712
Calcipotriol,1TBDMS,#2	3776.779	https://arxiv.org/abs/1905.12712
Calcipotriol,1TBDMS,#3	3773.8542	https://arxiv.org/abs/1905.12712
Calcipotriol,2TBDMS,#1	3960.054	https://arxiv.org/abs/1905.12712
Calcipotriol,2TBDMS,#2	3933.4165	https://arxiv.org/abs/1905.12712
Calcipotriol,2TBDMS,#3	3922.064	https://arxiv.org/abs/1905.12712
Calcipotriol,3TBDMS,#1	4073.1772	https://arxiv.org/abs/1905.12712

Spectra

GC-MS

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kg-2019000000-25fe74385dfaaadc4f64	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-03di-2200159000-60ddca8d21526e4244de	2017-10-06	View Spectrum

LC-MS/MS

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0019100000-dd8b67e911e2c011a451	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00fr-3349000000-721114fcaf3ed169df5d	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fki-9568000000-c7e61ad61191fce88abe	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0006900000-01ce5bd91cb0ca4dcbec	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ox-2009300000-7f4afaeab87ae0e61d8d	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9005000000-075615c00f3c0728d5ed	2016-08-03	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB02300	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB02300	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB02300

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4450880

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Calcipotriol

METLIN ID

Not Available

PubChem Compound

5288783

PDB ID

MC9

ChEBI ID

50749

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Myeloperoxidase

General function:: Involved in peroxidase activity
Specific function:: Part of the host defense system of polymorphonuclear leukocytes. It is responsible for microbicidal activity against a wide range of organisms. In the stimulated PMN, MPO catalyzes the production of hypohalous acids, primarily hypochlorous acid in physiologic situations, and other toxic intermediates that greatly enhance PMN microbicidal activity.
Gene Name:: MPO
Uniprot ID:: P05164
Molecular weight:: 83867.71

References

Sato H, Ogino Y, Takagi H, Hata J, Asano S, Ohta T, Komoriya K: Pharmacological profiles of high-concentration (20 microg/g) tacalcitol ointment: effects on cutaneous inflammation, epidermal proliferation, and differentiation in mice. J Dermatol. 2003 Jul;30(7):510-24. [PubMed:12928540 ]

Enzyme Details

2. Vitamin D3 receptor

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Nuclear hormone receptor. Transcription factor that mediates the action of vitamin D3 by controlling the expression of hormone sensitive genes. Regulates transcription of hormone sensitive genes via its association with the WINAC complex, a chromatin-remodeling complex. Recruited to promoters via its interaction with the WINAC complex subunit BAZ1B/WSTF, which mediates the interaction with acetylated histones, an essential step for VDR-promoter association. Plays a central role in calcium homeostasis
Gene Name:: VDR
Uniprot ID:: P11473
Molecular weight:: 48288.6

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

3. 1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Has a role in maintaining calcium homeostasis. Catalyzes the NADPH-dependent 24-hydroxylation of calcidiol (25-hydroxyvitamin D(3)) and calcitriol (1-alpha,25-dihydroxyvitamin D(3)). The enzyme can perform up to 6 rounds of hydroxylation of calcitriol leading to calcitroic acid. It also shows 23-hydroxylating activity leading to 1-alpha,25-dihydroxyvitamin D(3)-26,23-lactone as end product.
Gene Name:: CYP24A1
Uniprot ID:: Q07973
Molecular weight:: 58874.695

References

Jones G, Byford V, West S, Masuda S, Ibrahim G, Kaufmann M, Knutson JC, Strugnell S, Mehta R: Hepatic activation and inactivation of clinically-relevant vitamin D analogs and prodrugs. Anticancer Res. 2006 Jul-Aug;26(4A):2589-95. [PubMed:16886668 ]

Showing metabocard for Calcipotriol (HMDB0015567)

MOL for HMDB0015567 (Calcipotriol)

3D MOL for HMDB0015567 (Calcipotriol)

3D SDF for HMDB0015567 (Calcipotriol)

3D-SDF for HMDB0015567 (Calcipotriol)

PDB for HMDB0015567 (Calcipotriol)

3D PDB for HMDB0015567 (Calcipotriol)

SMILES for HMDB0015567 (Calcipotriol)

INCHI for HMDB0015567 (Calcipotriol)

Structure for HMDB0015567 (Calcipotriol)

3D Structure for HMDB0015567 (Calcipotriol)

Collision Cross Sections

Retention Indices

Underivatized

Derivatized

GC-MS

LC-MS/MS

Enzymes

References

References

References