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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:50 UTC

HMDB ID

HMDB0015033

Secondary Accession Numbers

HMDB15033

Metabolite Identification

Common Name

Rimexolone

Description

Rimexolone is only found in individuals that have used or taken this drug. It is a glucocorticoid steroid used to treat inflammation in the eye. It is marketed as a 1% eye drop solution under the trade name VexolRimexolone is a glucocorticoid receptor agonist. The antiinflammatory actions of corticosteroids are thought to involve lipocortins, phospholipase A2 inhibitory proteins which, through inhibition of arachidonic acid, control the biosynthesis of prostaglandins and leukotrienes. By binding to the glucocorticoid receptor, this drug ultimately leads to changes in genetic transcription involving the lipocortins and prostaglandins.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

896
  Mrv0541 02231215052D          

 27 30  0  0  1  0            999 V2000
    3.9559    0.6707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013    0.6565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    0.2582    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0993   -0.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8799    0.5096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3849   -0.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703   -0.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3614   -0.1543    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8799   -0.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849    0.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.2582    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9196   -0.9850    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3981   -1.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    1.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6263    1.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5482    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -2.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -1.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1864   -0.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9259   -0.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -0.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4634    1.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -2.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3729   -0.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -1.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1317    2.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  1  0  0  0
  2 17  2  0  0  0  0
  3 26  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4 11  1  0  0  0  0
  4 15  1  1  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  6  9  1  0  0  0  0
  6 16  1  6  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  7 14  1  0  0  0  0
  8 12  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 20  1  6  0  0  0
 11 12  1  0  0  0  0
 13 19  1  0  0  0  0
 13 21  1  1  0  0  0
 13 22  1  0  0  0  0
 14 18  1  0  0  0  0
 17 23  1  0  0  0  0
 18 19  1  0  0  0  0
 19 24  2  0  0  0  0
 22 25  2  0  0  0  0
 23 27  1  0  0  0  0
 24 26  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0015033
     RDKit          3D
Rimexolone
 61 64  0  0  0  0  0  0  0  0999 V2000
   -5.7384   -0.8296   -0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2653   -0.6614   -0.7483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259    0.4080    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3844    0.9895    0.8477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2144    0.7998   -0.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9622    1.2214   -1.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003    2.0385    0.8043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4007    3.3138    0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5380    2.0203    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494    0.5250    1.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730    0.4041    0.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0565    0.1453    2.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5069    0.0876    1.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8485   -0.0686    0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8682    0.5905   -0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2909    0.5147   -1.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2635    1.1529   -1.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4720   -0.3717   -2.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4663   -1.0151   -1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0387   -0.9440   -0.4042 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2326   -2.3600    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568   -0.5634   -0.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072   -1.6985   -0.4345 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6268   -2.6159    0.5641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7732   -1.0571   -0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112   -0.2156    0.4683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9862   -1.1075    1.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1061   -1.6973   -1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9159   -1.0247    0.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3099    0.0512   -0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -0.5009   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7875   -1.6321   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2917    0.5110   -2.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6424    2.1178   -1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363    1.5299   -1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708    1.9987    1.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3195    4.1122    0.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6861    3.6363   -0.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4491    3.2966   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2991    2.5150    2.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136    2.5356    0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2612    0.2756    2.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6283    1.4121    0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625    0.8875    2.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -0.8522    2.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9627   -0.8048    2.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0544    0.9499    2.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4227    1.2368    0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7451   -0.4712   -3.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176   -1.6581   -2.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054   -2.6437    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6824   -3.1066   -0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9336   -2.4287    1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4245   -0.0022   -1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7507   -2.2772   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2230   -2.4100    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6601   -0.4682   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4403   -1.9541   -0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1183   -2.1173    1.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800   -1.0842    2.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9602   -0.6358    1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  6
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  1
 26  5  1  0
 26 10  1  0
 22 11  1  0
 20 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  6 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 15 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  6
 24 56  1  0
 25 57  1  0
 25 58  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
M  END

896
  Mrv0541 02231215052D          

 27 30  0  0  1  0            999 V2000
    3.9559    0.6707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013    0.6565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    0.2582    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0993   -0.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8799    0.5096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3849   -0.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703   -0.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3614   -0.1543    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8799   -0.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849    0.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.2582    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9196   -0.9850    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3981   -1.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    1.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6263    1.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5482    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -2.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -1.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1864   -0.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9259   -0.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -0.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4634    1.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -2.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3729   -0.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -1.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1317    2.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  1  0  0  0
  2 17  2  0  0  0  0
  3 26  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4 11  1  0  0  0  0
  4 15  1  1  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  6  9  1  0  0  0  0
  6 16  1  6  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  7 14  1  0  0  0  0
  8 12  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 20  1  6  0  0  0
 11 12  1  0  0  0  0
 13 19  1  0  0  0  0
 13 21  1  1  0  0  0
 13 22  1  0  0  0  0
 14 18  1  0  0  0  0
 17 23  1  0  0  0  0
 18 19  1  0  0  0  0
 19 24  2  0  0  0  0
 22 25  2  0  0  0  0
 23 27  1  0  0  0  0
 24 26  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015033

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O)C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O3/c1-6-20(27)24(5)14(2)11-18-17-8-7-15-12-16(25)9-10-22(15,3)21(17)19(26)13-23(18,24)4/h9-10,12,14,17-19,21,26H,6-8,11,13H2,1-5H3/t14-,17?,18?,19+,21?,22+,23+,24-/m1/s1

> <INCHI_KEY>
QTTRZHGPGKRAFB-PAIWTFDUSA-N

> <FORMULA>
C24H34O3

> <MOLECULAR_WEIGHT>
370.525

> <EXACT_MASS>
370.250794954

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
43.028897716374274

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,13R,14S,15S,17S)-17-hydroxy-2,13,14,15-tetramethyl-14-propanoyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
4.381232338666667

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.85963298156634

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.76198652282969

> <JCHEM_PKA_STRONGEST_BASIC>
-0.20923848180833093

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
109.06759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rimexolone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015033
     RDKit          3D
Rimexolone
 61 64  0  0  0  0  0  0  0  0999 V2000
   -5.7384   -0.8296   -0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2653   -0.6614   -0.7483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259    0.4080    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3844    0.9895    0.8477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2144    0.7998   -0.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9622    1.2214   -1.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003    2.0385    0.8043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4007    3.3138    0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5380    2.0203    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494    0.5250    1.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730    0.4041    0.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0565    0.1453    2.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5069    0.0876    1.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8485   -0.0686    0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8682    0.5905   -0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2909    0.5147   -1.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2635    1.1529   -1.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4720   -0.3717   -2.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4663   -1.0151   -1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0387   -0.9440   -0.4042 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2326   -2.3600    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568   -0.5634   -0.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072   -1.6985   -0.4345 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6268   -2.6159    0.5641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7732   -1.0571   -0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112   -0.2156    0.4683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9862   -1.1075    1.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1061   -1.6973   -1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9159   -1.0247    0.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3099    0.0512   -0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -0.5009   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7875   -1.6321   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2917    0.5110   -2.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6424    2.1178   -1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363    1.5299   -1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708    1.9987    1.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3195    4.1122    0.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6861    3.6363   -0.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4491    3.2966   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2991    2.5150    2.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136    2.5356    0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2612    0.2756    2.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6283    1.4121    0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625    0.8875    2.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -0.8522    2.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9627   -0.8048    2.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0544    0.9499    2.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4227    1.2368    0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7451   -0.4712   -3.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176   -1.6581   -2.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054   -2.6437    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6824   -3.1066   -0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9336   -2.4287    1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4245   -0.0022   -1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7507   -2.2772   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2230   -2.4100    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6601   -0.4682   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4403   -1.9541   -0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1183   -2.1173    1.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800   -1.0842    2.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9602   -0.6358    1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  6
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  1
 26  5  1  0
 26 10  1  0
 22 11  1  0
 20 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  6 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 15 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  6
 24 56  1  0
 25 57  1  0
 25 58  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 896                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       7.384   1.252   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      15.496   1.225   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.080  -4.218   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.385   0.482   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.385  -1.058   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.842   0.951   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.052  -1.828   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.718  -1.058   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.741  -0.288   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.842  -1.527   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.052   1.252   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.718   0.482   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.317  -1.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.076  -3.432   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.385   2.022   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.369   2.417   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.090   1.854   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.693  -4.245   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.304  -3.443   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.281  -0.288   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.328  -0.299   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.889  -0.970   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.932   3.386   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.864  -4.289   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.429  -1.783   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.417  -3.454   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.179   4.289   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2   17                                                            
CONECT    3   26                                                            
CONECT    4    5    6   11   15                                             
CONECT    5    4    7   10                                                  
CONECT    6    4    9   16   17                                             
CONECT    7    5    8   14                                                  
CONECT    8    7   12   13                                                  
CONECT    9    6   10   20                                                  
CONECT   10    5    9                                                       
CONECT   11    4   12                                                       
CONECT   12    1    8   11                                                  
CONECT   13    8   19   21   22                                             
CONECT   14    7   18                                                       
CONECT   15    4                                                            
CONECT   16    6                                                            
CONECT   17    2    6   23                                                  
CONECT   18   14   19                                                       
CONECT   19   13   18   24                                                  
CONECT   20    9                                                            
CONECT   21   13                                                            
CONECT   22   13   25                                                       
CONECT   23   17   27                                                       
CONECT   24   19   26                                                       
CONECT   25   22   26                                                       
CONECT   26    3   24   25                                                  
CONECT   27   23                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0015033
HETATM    1  C1  UNL     1      -5.738  -0.830  -0.424  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.265  -0.661  -0.748  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.626   0.408   0.049  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.384   0.990   0.848  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.214   0.800  -0.049  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.962   1.221  -1.478  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.000   2.038   0.804  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.401   3.314   0.109  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.538   2.020   1.167  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.149   0.525   1.166  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.273   0.404   0.754  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.056   0.145   2.022  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.507   0.088   1.856  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.848  -0.069   0.405  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.868   0.590  -0.090  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.291   0.515  -1.485  1.00  0.00           C  
HETATM   17  O2  UNL     1       6.263   1.153  -1.923  1.00  0.00           O  
HETATM   18  C16 UNL     1       4.472  -0.372  -2.305  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.466  -1.015  -1.795  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.039  -0.944  -0.404  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.233  -2.360   0.131  1.00  0.00           C  
HETATM   22  C20 UNL     1       1.557  -0.563  -0.347  1.00  0.00           C  
HETATM   23  C21 UNL     1       0.607  -1.699  -0.435  1.00  0.00           C  
HETATM   24  O3  UNL     1       0.627  -2.616   0.564  1.00  0.00           O  
HETATM   25  C22 UNL     1      -0.773  -1.057  -0.660  1.00  0.00           C  
HETATM   26  C23 UNL     1      -1.211  -0.216   0.468  1.00  0.00           C  
HETATM   27  C24 UNL     1      -1.986  -1.108   1.460  1.00  0.00           C  
HETATM   28  H1  UNL     1      -6.106  -1.697  -1.000  1.00  0.00           H  
HETATM   29  H2  UNL     1      -5.916  -1.025   0.635  1.00  0.00           H  
HETATM   30  H3  UNL     1      -6.310   0.051  -0.802  1.00  0.00           H  
HETATM   31  H4  UNL     1      -4.162  -0.501  -1.841  1.00  0.00           H  
HETATM   32  H5  UNL     1      -3.787  -1.632  -0.528  1.00  0.00           H  
HETATM   33  H6  UNL     1      -2.292   0.511  -2.236  1.00  0.00           H  
HETATM   34  H7  UNL     1      -2.642   2.118  -1.627  1.00  0.00           H  
HETATM   35  H8  UNL     1      -0.936   1.530  -1.690  1.00  0.00           H  
HETATM   36  H9  UNL     1      -2.571   1.999   1.755  1.00  0.00           H  
HETATM   37  H10 UNL     1      -2.319   4.112   0.907  1.00  0.00           H  
HETATM   38  H11 UNL     1      -1.686   3.636  -0.672  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.449   3.297  -0.177  1.00  0.00           H  
HETATM   40  H13 UNL     1      -0.299   2.515   2.105  1.00  0.00           H  
HETATM   41  H14 UNL     1       0.014   2.536   0.354  1.00  0.00           H  
HETATM   42  H15 UNL     1      -0.261   0.276   2.272  1.00  0.00           H  
HETATM   43  H16 UNL     1       1.628   1.412   0.429  1.00  0.00           H  
HETATM   44  H17 UNL     1       1.763   0.888   2.816  1.00  0.00           H  
HETATM   45  H18 UNL     1       1.711  -0.852   2.441  1.00  0.00           H  
HETATM   46  H19 UNL     1       3.963  -0.805   2.339  1.00  0.00           H  
HETATM   47  H20 UNL     1       4.054   0.950   2.300  1.00  0.00           H  
HETATM   48  H21 UNL     1       5.423   1.237   0.623  1.00  0.00           H  
HETATM   49  H22 UNL     1       4.745  -0.471  -3.379  1.00  0.00           H  
HETATM   50  H23 UNL     1       2.918  -1.658  -2.516  1.00  0.00           H  
HETATM   51  H24 UNL     1       4.305  -2.644   0.101  1.00  0.00           H  
HETATM   52  H25 UNL     1       2.682  -3.107  -0.430  1.00  0.00           H  
HETATM   53  H26 UNL     1       2.934  -2.429   1.191  1.00  0.00           H  
HETATM   54  H27 UNL     1       1.424  -0.002  -1.301  1.00  0.00           H  
HETATM   55  H28 UNL     1       0.751  -2.277  -1.400  1.00  0.00           H  
HETATM   56  H29 UNL     1       0.223  -2.410   1.413  1.00  0.00           H  
HETATM   57  H30 UNL     1      -0.660  -0.468  -1.581  1.00  0.00           H  
HETATM   58  H31 UNL     1      -1.440  -1.954  -0.826  1.00  0.00           H  
HETATM   59  H32 UNL     1      -2.118  -2.117   1.074  1.00  0.00           H  
HETATM   60  H33 UNL     1      -1.480  -1.084   2.456  1.00  0.00           H  
HETATM   61  H34 UNL     1      -2.960  -0.636   1.644  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4    4    5
CONECT    5    6    7   26
CONECT    6   33   34   35
CONECT    7    8    9   36
CONECT    8   37   38   39
CONECT    9   10   40   41
CONECT   10   11   26   42
CONECT   11   12   22   43
CONECT   12   13   44   45
CONECT   13   14   46   47
CONECT   14   15   15   20
CONECT   15   16   48
CONECT   16   17   17   18
CONECT   18   19   19   49
CONECT   19   20   50
CONECT   20   21   22
CONECT   21   51   52   53
CONECT   22   23   54
CONECT   23   24   25   55
CONECT   24   56
CONECT   25   26   57   58
CONECT   26   27
CONECT   27   59   60   61
END

HMDB0015033
     RDKit          3D
Rimexolone
 61 64  0  0  0  0  0  0  0  0999 V2000
   -5.7384   -0.8296   -0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2653   -0.6614   -0.7483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259    0.4080    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3844    0.9895    0.8477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2144    0.7998   -0.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9622    1.2214   -1.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003    2.0385    0.8043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4007    3.3138    0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5380    2.0203    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494    0.5250    1.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730    0.4041    0.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0565    0.1453    2.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5069    0.0876    1.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8485   -0.0686    0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8682    0.5905   -0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2909    0.5147   -1.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2635    1.1529   -1.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4720   -0.3717   -2.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4663   -1.0151   -1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0387   -0.9440   -0.4042 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2326   -2.3600    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568   -0.5634   -0.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072   -1.6985   -0.4345 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6268   -2.6159    0.5641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7732   -1.0571   -0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112   -0.2156    0.4683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9862   -1.1075    1.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1061   -1.6973   -1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9159   -1.0247    0.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3099    0.0512   -0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -0.5009   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7875   -1.6321   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2917    0.5110   -2.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6424    2.1178   -1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363    1.5299   -1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708    1.9987    1.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3195    4.1122    0.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6861    3.6363   -0.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4491    3.2966   -0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2991    2.5150    2.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136    2.5356    0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2612    0.2756    2.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6283    1.4121    0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625    0.8875    2.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -0.8522    2.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9627   -0.8048    2.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0544    0.9499    2.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4227    1.2368    0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7451   -0.4712   -3.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176   -1.6581   -2.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054   -2.6437    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6824   -3.1066   -0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9336   -2.4287    1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4245   -0.0022   -1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7507   -2.2772   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2230   -2.4100    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6601   -0.4682   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4403   -1.9541   -0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1183   -2.1173    1.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800   -1.0842    2.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9602   -0.6358    1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  6
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  1
 26  5  1  0
 26 10  1  0
 22 11  1  0
 20 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  6 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 15 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  6
 24 56  1  0
 25 57  1  0
 25 58  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
11 beta-Hydroxy-16 alpha,17 alpha,21-trimethylpregna-1,4-diene-3,20-dione	HMDB
Vexol	HMDB
Rimexel	HMDB

Chemical Formula

C₂₄H₃₄O₃

Average Molecular Weight

370.525

Monoisotopic Molecular Weight

370.250794954

IUPAC Name

(2R,13R,14S,15S,17S)-17-hydroxy-2,13,14,15-tetramethyl-14-propanoyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one

Traditional Name

rimexolone

CAS Registry Number

49697-38-3

SMILES

CCC(=O)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O)C[C@]12C

InChI Identifier

InChI=1S/C24H34O3/c1-6-20(27)24(5)14(2)11-18-17-8-7-15-12-16(25)9-10-22(15,3)21(17)19(26)13-23(18,24)4/h9-10,12,14,17-19,21,26H,6-8,11,13H2,1-5H3/t14-,17?,18?,19+,21?,22+,23+,24-/m1/s1

InChI Key

QTTRZHGPGKRAFB-PAIWTFDUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 20-oxosteroids. These are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

20-oxosteroids

Alternative Parents

Substituents

20-oxosteroid
Androgen-skeleton
Androstane-skeleton
3-oxo-delta-1,4-steroid
3-oxosteroid
Hydroxysteroid
11-beta-hydroxysteroid
11-hydroxysteroid
Delta-1,4-steroid
Cyclic alcohol
Ketone
Secondary alcohol
Cyclic ketone
Organooxygen compound
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015033)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.012 g/L	Not Available
LogP	4.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	3.64	ALOGPS
logP	4.38	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	18.76	ChemAxon
pKa (Strongest Basic)	-0.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	109.07 m³·mol⁻¹	ChemAxon
Polarizability	43.03 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 Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	190.105	31661259
DarkChem	[M-H]-	184.717	31661259
DeepCCS	[M-2H]-	220.409	30932474
DeepCCS	[M+Na]+	195.743	30932474
AllCCS	[M+H]+	192.9	32859911
AllCCS	[M+H-H2O]+	190.4	32859911
AllCCS	[M+NH4]+	195.3	32859911
AllCCS	[M+Na]+	196.0	32859911
AllCCS	[M-H]-	198.2	32859911
AllCCS	[M+Na-2H]-	199.0	32859911
AllCCS	[M+HCOO]-	200.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rimexolone	CCC(=O)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O)C[C@]12C	4070.0	Standard polar	33892256
Rimexolone	CCC(=O)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O)C[C@]12C	2945.3	Standard non polar	33892256
Rimexolone	CCC(=O)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O)C[C@]12C	3273.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rimexolone,1TMS,isomer #1	CCC(=O)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O[Si](C)(C)C)C[C@@]21C	3219.0	Semi standard non polar	33892256
Rimexolone,1TMS,isomer #2	CC=C(O[Si](C)(C)C)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O)C[C@@]21C	3135.5	Semi standard non polar	33892256
Rimexolone,2TMS,isomer #1	CC=C(O[Si](C)(C)C)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O[Si](C)(C)C)C[C@@]21C	3065.7	Semi standard non polar	33892256
Rimexolone,2TMS,isomer #1	CC=C(O[Si](C)(C)C)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O[Si](C)(C)C)C[C@@]21C	3080.6	Standard non polar	33892256
Rimexolone,2TMS,isomer #1	CC=C(O[Si](C)(C)C)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O[Si](C)(C)C)C[C@@]21C	3376.2	Standard polar	33892256
Rimexolone,1TBDMS,isomer #1	CCC(=O)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3450.0	Semi standard non polar	33892256
Rimexolone,1TBDMS,isomer #2	CC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O)C[C@@]21C	3380.0	Semi standard non polar	33892256
Rimexolone,2TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3547.2	Semi standard non polar	33892256
Rimexolone,2TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3580.1	Standard non polar	33892256
Rimexolone,2TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(C)[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3592.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Rimexolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2937000000-8656a48079e4d5543cd6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rimexolone GC-MS (1 TMS) - 70eV, Positive	splash10-01t9-6515900000-4129aaf91d10293087b6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rimexolone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 10V, Positive-QTOF	splash10-0uk9-0009000000-18a4a8fa1a276c8b2c74	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 20V, Positive-QTOF	splash10-0w99-1419000000-30896aac68efc889f206	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 40V, Positive-QTOF	splash10-0a4j-5669000000-c5f50da2702f2b75fd65	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 10V, Negative-QTOF	splash10-014i-0009000000-8d8659184e0c76f74e5f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 20V, Negative-QTOF	splash10-0gb9-0009000000-ebab4c2e16bf68ae4eae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 40V, Negative-QTOF	splash10-0uds-1029000000-c0dee0feb1de6b2a65ec	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 10V, Positive-QTOF	splash10-00di-2019000000-0f7f14d013a50b3f45e8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 20V, Positive-QTOF	splash10-08fr-0914000000-8e000acb0b84552ed282	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 40V, Positive-QTOF	splash10-0a4i-0900000000-4fd0585b1d8b52ae8e26	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 10V, Negative-QTOF	splash10-014i-0009000000-8d061930341382f43893	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 20V, Negative-QTOF	splash10-02t9-0009000000-8625352f375107351f34	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rimexolone 40V, Negative-QTOF	splash10-014i-1039000000-5d5c04496eff7ee9820f	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	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 DB00896	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00896	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

36120

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rimexolone

METLIN ID

Not Available

PubChem Compound

39507

PDB ID

Not Available

ChEBI ID

282232

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents 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.

Showing metabocard for Rimexolone (HMDB0015033)

MOL for HMDB0015033 (Rimexolone)

3D MOL for HMDB0015033 (Rimexolone)

3D SDF for HMDB0015033 (Rimexolone)

3D-SDF for HMDB0015033 (Rimexolone)

PDB for HMDB0015033 (Rimexolone)

3D PDB for HMDB0015033 (Rimexolone)

SMILES for HMDB0015033 (Rimexolone)

INCHI for HMDB0015033 (Rimexolone)

Structure for HMDB0015033 (Rimexolone)

3D Structure for HMDB0015033 (Rimexolone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra