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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:17:46 UTC

Update Date

2021-09-14 15:19:03 UTC

HMDB ID

HMDB0061092

Secondary Accession Numbers

HMDB61092

Metabolite Identification

Common Name

fluticasone 17beta-carboxylic acid

Description

fluticasone 17beta-carboxylic acid belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Based on a literature review a small amount of articles have been published on fluticasone 17beta-carboxylic acid.

Structure

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


  Mrv0541 07091309172D          

 28 31  0  0  0  0            999 V2000
    7.9362   -1.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9503    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4662    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602   -1.0634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0458   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261   -1.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215   -2.0864    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7624    0.2414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7430   -0.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -0.6798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1064   -0.2441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4821   -0.5346    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9309   -0.2709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6412   -2.8623    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226    0.2883    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306    0.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0233    0.6502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2749   -0.7564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8714    0.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 10  1  1  6  0  0  0
 10  6  1  0  0  0  0
 11  4  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14  7  2  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16  9  1  0  0  0  0
 18  2  1  1  0  0  0
 18  5  1  0  0  0  0
 18 14  1  0  0  0  0
 19  3  1  1  0  0  0
 19  9  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21 10  1  0  0  0  0
 21 17  1  1  0  0  0
 21 19  1  0  0  0  0
 15 22  1  6  0  0  0
 20 23  1  6  0  0  0
 24 11  2  0  0  0  0
 16 25  1  1  0  0  0
 26 17  2  0  0  0  0
 27 17  1  0  0  0  0
 21 28  1  6  0  0  0
M  END

HMDB0061092
     RDKit          3D
fluticasone 17beta-carboxylic acid
 54 57  0  0  0  0  0  0  0  0999 V2000
    4.0652   -0.6418   -1.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0660   -0.8852   -0.6711 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7085   -1.0070   -1.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7302   -0.6829   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3010    0.2309   -0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8840   -0.2068   -2.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054   -1.3044   -1.8195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4101   -1.8108   -2.9716 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9778   -0.5201   -1.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1393   -0.3172   -1.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1576    0.4339   -0.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3034    0.6557   -1.3637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8381    0.9530    0.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6517    0.7104    0.9110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -0.0452    0.2854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4825   -1.3032    1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3221    0.7653    0.1814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7590    1.9642   -0.4448 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    1.1900    1.4192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7723    0.4110    2.5320 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8617    1.3792    1.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    0.0761    0.8282 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7706   -0.8057    2.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542    0.3567    0.1672 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7133    1.4735   -0.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796    0.5228    1.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3428   -0.3343    1.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6932    1.7120    1.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9462    0.3803   -2.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8302   -1.3363   -2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0732   -0.8687   -1.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642   -1.7346   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061   -0.2387   -2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338   -2.0145   -1.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007   -1.6345    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203    1.1630   -1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    0.6627   -2.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1729   -0.4677   -2.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705   -2.0902   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3724   -0.7174   -2.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5758    1.5367    1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4645    1.1374    1.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083   -2.0688    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5150   -1.7720    0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4936   -1.0771    2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828    2.2245    1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432    0.8833    3.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    1.6687    2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643    2.2065    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331   -1.2676    2.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2168   -0.2558    2.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414   -1.6358    1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5953    1.8981   -0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036    2.4485    1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  2  0
 26 28  1  0
 24  2  1  0
 22  4  1  0
 17  5  1  0
 15  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  1
 10 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  0
 21 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 28 54  1  0
M  END


  Mrv0541 07091309172D          

 28 31  0  0  0  0            999 V2000
    7.9362   -1.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9503    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4662    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602   -1.0634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0458   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261   -1.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215   -2.0864    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7624    0.2414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7430   -0.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -0.6798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1064   -0.2441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4821   -0.5346    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9309   -0.2709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6412   -2.8623    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226    0.2883    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306    0.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0233    0.6502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2749   -0.7564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8714    0.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 10  1  1  6  0  0  0
 10  6  1  0  0  0  0
 11  4  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14  7  2  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16  9  1  0  0  0  0
 18  2  1  1  0  0  0
 18  5  1  0  0  0  0
 18 14  1  0  0  0  0
 19  3  1  1  0  0  0
 19  9  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21 10  1  0  0  0  0
 21 17  1  1  0  0  0
 21 19  1  0  0  0  0
 15 22  1  6  0  0  0
 20 23  1  6  0  0  0
 24 11  2  0  0  0  0
 16 25  1  1  0  0  0
 26 17  2  0  0  0  0
 27 17  1  0  0  0  0
 21 28  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0061092

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H26F2O5/c1-10-6-12-13-8-15(22)14-7-11(24)4-5-18(14,2)20(13,23)16(25)9-19(12,3)21(10,28)17(26)27/h4-5,7,10,12-13,15-16,25,28H,6,8-9H2,1-3H3,(H,26,27)/t10-,12?,13?,15+,16+,18+,19+,20+,21+/m1/s1

> <INCHI_KEY>
QSVBUQTYFQFEHC-FULJYSEXSA-N

> <FORMULA>
C21H26F2O5

> <MOLECULAR_WEIGHT>
396.4249

> <EXACT_MASS>
396.174830352

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.03411191011966

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,8S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-14-carboxylic acid

> <ALOGPS_LOGP>
1.94

> <JCHEM_LOGP>
1.8294729100000007

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.161809896333168

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.364130472860285

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3935656079703094

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
97.06299999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,8S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-14-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061092
     RDKit          3D
fluticasone 17beta-carboxylic acid
 54 57  0  0  0  0  0  0  0  0999 V2000
    4.0652   -0.6418   -1.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0660   -0.8852   -0.6711 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7085   -1.0070   -1.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7302   -0.6829   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3010    0.2309   -0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8840   -0.2068   -2.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054   -1.3044   -1.8195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4101   -1.8108   -2.9716 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9778   -0.5201   -1.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1393   -0.3172   -1.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1576    0.4339   -0.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3034    0.6557   -1.3637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8381    0.9530    0.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6517    0.7104    0.9110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -0.0452    0.2854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4825   -1.3032    1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3221    0.7653    0.1814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7590    1.9642   -0.4448 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    1.1900    1.4192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7723    0.4110    2.5320 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8617    1.3792    1.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    0.0761    0.8282 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7706   -0.8057    2.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542    0.3567    0.1672 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7133    1.4735   -0.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796    0.5228    1.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3428   -0.3343    1.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6932    1.7120    1.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9462    0.3803   -2.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8302   -1.3363   -2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0732   -0.8687   -1.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642   -1.7346   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061   -0.2387   -2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338   -2.0145   -1.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007   -1.6345    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203    1.1630   -1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    0.6627   -2.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1729   -0.4677   -2.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705   -2.0902   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3724   -0.7174   -2.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5758    1.5367    1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4645    1.1374    1.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083   -2.0688    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5150   -1.7720    0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4936   -1.0771    2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828    2.2245    1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432    0.8833    3.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    1.6687    2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643    2.2065    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331   -1.2676    2.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2168   -0.2558    2.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414   -1.6358    1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5953    1.8981   -0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036    2.4485    1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  2  0
 26 28  1  0
 24  2  1  0
 22  4  1  0
 17  5  1  0
 15  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  1
 10 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  0
 21 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 28 54  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0      14.814  -2.508   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.374   0.179   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.070   0.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.342  -0.363   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.858  -0.092   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.091  -2.849   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.812  -2.988   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.836  -3.624   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.406   0.722   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.366  -1.985   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.819  -1.811   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.875  -1.904   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.359  -2.175   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.327  -2.717   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.320  -3.895   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.890   0.451   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.454  -0.235   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.851  -1.269   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.399  -0.456   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.367  -0.998   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.938  -0.506   0.000  0.00  0.00           C+0
HETATM   22  F   UNK     0       6.797  -5.343   0.000  0.00  0.00           F+0
HETATM   23  F   UNK     0       8.256   0.538   0.000  0.00  0.00           F+0
HETATM   24  O   UNK     0       2.303  -2.082   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.897   1.628   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      14.977   1.214   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      15.446  -1.412   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      12.827   1.030   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4    5   11                                                       
CONECT    5    4   18                                                       
CONECT    6   10   12                                                       
CONECT    7   11   14                                                       
CONECT    8   13   15                                                       
CONECT    9   16   19                                                       
CONECT   10    1    6   21                                                  
CONECT   11    4    7   24                                                  
CONECT   12    6   13   19                                                  
CONECT   13    8   12   20                                                  
CONECT   14    7   15   18                                                  
CONECT   15    8   14   22                                                  
CONECT   16    9   20   25                                                  
CONECT   17   21   26   27                                                  
CONECT   18    2    5   14   20                                             
CONECT   19    3    9   12   21                                             
CONECT   20   13   16   18   23                                             
CONECT   21   10   17   19   28                                             
CONECT   22   15                                                            
CONECT   23   20                                                            
CONECT   24   11                                                            
CONECT   25   16                                                            
CONECT   26   17                                                            
CONECT   27   17                                                            
CONECT   28   21                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0061092
HETATM    1  C1  UNL     1       4.065  -0.642  -1.783  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.066  -0.885  -0.671  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.709  -1.007  -1.329  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.730  -0.683  -0.216  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.301   0.231  -0.787  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.884  -0.207  -2.073  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.905  -1.304  -1.819  1.00  0.00           C  
HETATM    8  F1  UNL     1      -2.410  -1.811  -2.972  1.00  0.00           F  
HETATM    9  C8  UNL     1      -2.978  -0.520  -1.064  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.139  -0.317  -1.595  1.00  0.00           C  
HETATM   11  C10 UNL     1      -5.158   0.434  -0.888  1.00  0.00           C  
HETATM   12  O1  UNL     1      -6.303   0.656  -1.364  1.00  0.00           O  
HETATM   13  C11 UNL     1      -4.838   0.953   0.430  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.652   0.710   0.911  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.563  -0.045   0.285  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.483  -1.303   1.128  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.322   0.765   0.181  1.00  0.00           C  
HETATM   18  F2  UNL     1      -1.759   1.964  -0.445  1.00  0.00           F  
HETATM   19  C16 UNL     1      -0.651   1.190   1.419  1.00  0.00           C  
HETATM   20  O2  UNL     1      -0.772   0.411   2.532  1.00  0.00           O  
HETATM   21  C17 UNL     1       0.862   1.379   1.211  1.00  0.00           C  
HETATM   22  C18 UNL     1       1.525   0.076   0.828  1.00  0.00           C  
HETATM   23  C19 UNL     1       1.771  -0.806   2.023  1.00  0.00           C  
HETATM   24  C20 UNL     1       2.854   0.357   0.167  1.00  0.00           C  
HETATM   25  O3  UNL     1       2.713   1.473  -0.671  1.00  0.00           O  
HETATM   26  C21 UNL     1       3.980   0.523   1.099  1.00  0.00           C  
HETATM   27  O4  UNL     1       4.343  -0.334   1.934  1.00  0.00           O  
HETATM   28  O5  UNL     1       4.693   1.712   1.055  1.00  0.00           O  
HETATM   29  H1  UNL     1       3.946   0.380  -2.193  1.00  0.00           H  
HETATM   30  H2  UNL     1       3.830  -1.336  -2.621  1.00  0.00           H  
HETATM   31  H3  UNL     1       5.073  -0.869  -1.427  1.00  0.00           H  
HETATM   32  H4  UNL     1       3.364  -1.735  -0.067  1.00  0.00           H  
HETATM   33  H5  UNL     1       1.706  -0.239  -2.135  1.00  0.00           H  
HETATM   34  H6  UNL     1       1.534  -2.015  -1.757  1.00  0.00           H  
HETATM   35  H7  UNL     1       0.401  -1.635   0.176  1.00  0.00           H  
HETATM   36  H8  UNL     1       0.320   1.163  -1.059  1.00  0.00           H  
HETATM   37  H9  UNL     1      -1.472   0.663  -2.492  1.00  0.00           H  
HETATM   38  H10 UNL     1      -0.173  -0.468  -2.859  1.00  0.00           H  
HETATM   39  H11 UNL     1      -1.470  -2.090  -1.202  1.00  0.00           H  
HETATM   40  H12 UNL     1      -4.372  -0.717  -2.603  1.00  0.00           H  
HETATM   41  H13 UNL     1      -5.576   1.537   1.010  1.00  0.00           H  
HETATM   42  H14 UNL     1      -3.465   1.137   1.919  1.00  0.00           H  
HETATM   43  H15 UNL     1      -1.808  -2.069   0.791  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.515  -1.772   0.989  1.00  0.00           H  
HETATM   45  H17 UNL     1      -2.494  -1.077   2.214  1.00  0.00           H  
HETATM   46  H18 UNL     1      -0.983   2.224   1.748  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.043   0.883   3.358  1.00  0.00           H  
HETATM   48  H20 UNL     1       1.250   1.669   2.215  1.00  0.00           H  
HETATM   49  H21 UNL     1       1.064   2.207   0.524  1.00  0.00           H  
HETATM   50  H22 UNL     1       0.833  -1.268   2.407  1.00  0.00           H  
HETATM   51  H23 UNL     1       2.217  -0.256   2.855  1.00  0.00           H  
HETATM   52  H24 UNL     1       2.441  -1.636   1.727  1.00  0.00           H  
HETATM   53  H25 UNL     1       3.595   1.898  -0.793  1.00  0.00           H  
HETATM   54  H26 UNL     1       4.604   2.449   1.746  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   24   32
CONECT    3    4   33   34
CONECT    4    5   22   35
CONECT    5    6   17   36
CONECT    6    7   37   38
CONECT    7    8    9   39
CONECT    9   10   10   15
CONECT   10   11   40
CONECT   11   12   12   13
CONECT   13   14   14   41
CONECT   14   15   42
CONECT   15   16   17
CONECT   16   43   44   45
CONECT   17   18   19
CONECT   19   20   21   46
CONECT   20   47
CONECT   21   22   48   49
CONECT   22   23   24
CONECT   23   50   51   52
CONECT   24   25   26
CONECT   25   53
CONECT   26   27   27   28
CONECT   28   54
END

HMDB0061092
     RDKit          3D
fluticasone 17beta-carboxylic acid
 54 57  0  0  0  0  0  0  0  0999 V2000
    4.0652   -0.6418   -1.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0660   -0.8852   -0.6711 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7085   -1.0070   -1.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7302   -0.6829   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3010    0.2309   -0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8840   -0.2068   -2.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054   -1.3044   -1.8195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4101   -1.8108   -2.9716 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9778   -0.5201   -1.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1393   -0.3172   -1.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1576    0.4339   -0.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3034    0.6557   -1.3637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8381    0.9530    0.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6517    0.7104    0.9110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -0.0452    0.2854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4825   -1.3032    1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3221    0.7653    0.1814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7590    1.9642   -0.4448 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    1.1900    1.4192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7723    0.4110    2.5320 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8617    1.3792    1.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    0.0761    0.8282 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7706   -0.8057    2.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542    0.3567    0.1672 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7133    1.4735   -0.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796    0.5228    1.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3428   -0.3343    1.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6932    1.7120    1.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9462    0.3803   -2.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8302   -1.3363   -2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0732   -0.8687   -1.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642   -1.7346   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061   -0.2387   -2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338   -2.0145   -1.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007   -1.6345    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203    1.1630   -1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    0.6627   -2.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1729   -0.4677   -2.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705   -2.0902   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3724   -0.7174   -2.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5758    1.5367    1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4645    1.1374    1.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083   -2.0688    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5150   -1.7720    0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4936   -1.0771    2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828    2.2245    1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432    0.8833    3.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    1.6687    2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643    2.2065    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331   -1.2676    2.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2168   -0.2558    2.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414   -1.6358    1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5953    1.8981   -0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036    2.4485    1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  2  0
 26 28  1  0
 24  2  1  0
 22  4  1  0
 17  5  1  0
 15  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  1
 10 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  0
 21 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 28 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fluticasone 17b-carboxylate	Generator
Fluticasone 17b-carboxylic acid	Generator
Fluticasone 17beta-carboxylate	Generator
Fluticasone 17β-carboxylate	Generator
Fluticasone 17β-carboxylic acid	Generator

Chemical Formula

C₂₁H₂₆F₂O₅

Average Molecular Weight

396.4249

Monoisotopic Molecular Weight

396.174830352

IUPAC Name

(1R,2S,8S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-14-carboxylic acid

Traditional Name

(1R,2S,8S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-14-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(O)=O

InChI Identifier

InChI=1S/C21H26F2O5/c1-10-6-12-13-8-15(22)14-7-11(24)4-5-18(14,2)20(13,23)16(25)9-19(12,3)21(10,28)17(26)27/h4-5,7,10,12-13,15-16,25,28H,6,8-9H2,1-3H3,(H,26,27)/t10-,12?,13?,15+,16+,18+,19+,20+,21+/m1/s1

InChI Key

QSVBUQTYFQFEHC-FULJYSEXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

20-hydroxysteroid
Androgen-skeleton
3-oxo-delta-1,4-steroid
Hydroxysteroid
Halo-steroid
6-halo-steroid
9-halo-steroid
3-oxosteroid
17-hydroxysteroid
11-hydroxysteroid
11-beta-hydroxysteroid
Oxosteroid
Delta-1,4-steroid
Hydroxy acid
Alpha-hydroxy acid
Cyclic alcohol
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Fluorohydrin
Halohydrin
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Alkyl halide
Organofluoride
Organohalogen compound
Alkyl fluoride
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 (HMDB: HMDB0061092)

Organ

Kidney (HMDB: HMDB0061092)
Liver (HMDB: HMDB0061092)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061092)

Cellular substructure

Cytoplasm (HMDB: HMDB0061092)

Source

Endogenous

Endogenous (HMDB: HMDB0061092)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.075 g/L	ALOGPS
logP	1.94	ALOGPS
logP	1.83	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	97.06 m³·mol⁻¹	ChemAxon
Polarizability	39.03 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
DeepCCS	[M+H]+	187.542	30932474
DeepCCS	[M-H]-	185.557	30932474
DeepCCS	[M-2H]-	218.797	30932474
DeepCCS	[M+Na]+	193.559	30932474
AllCCS	[M+H]+	191.9	32859911
AllCCS	[M+H-H2O]+	189.4	32859911
AllCCS	[M+NH4]+	194.2	32859911
AllCCS	[M+Na]+	194.8	32859911
AllCCS	[M-H]-	194.7	32859911
AllCCS	[M+Na-2H]-	195.1	32859911
AllCCS	[M+HCOO]-	195.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.27 minutes	32390414
Predicted by Siyang on May 30, 2022	13.0011 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.77 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2423.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	220.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	168.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	174.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	126.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	567.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	528.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1033.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	476.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1520.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	345.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	268.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	236.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	43.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
fluticasone 17beta-carboxylic acid	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(O)=O	3610.0	Standard polar	33892256
fluticasone 17beta-carboxylic acid	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(O)=O	2844.0	Standard non polar	33892256
fluticasone 17beta-carboxylic acid	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(O)=O	2956.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
fluticasone 17beta-carboxylic acid,1TMS,isomer #1	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O)C(=O)O	3028.2	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,1TMS,isomer #2	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=O)O	3118.3	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,1TMS,isomer #3	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)O[Si](C)(C)C	2996.2	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,2TMS,isomer #1	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=O)O	3033.9	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,2TMS,isomer #2	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O)C(=O)O[Si](C)(C)C	2912.4	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,2TMS,isomer #3	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3007.8	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,3TMS,isomer #1	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2941.0	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,1TBDMS,isomer #1	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O)C(=O)O	3254.2	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,1TBDMS,isomer #2	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=O)O	3346.8	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,1TBDMS,isomer #3	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)O[Si](C)(C)C(C)(C)C	3234.2	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,2TBDMS,isomer #1	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=O)O	3490.5	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,2TBDMS,isomer #2	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O)C(=O)O[Si](C)(C)C(C)(C)C	3370.4	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,2TBDMS,isomer #3	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3472.5	Semi standard non polar	33892256
fluticasone 17beta-carboxylic acid,3TBDMS,isomer #1	C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3598.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - fluticasone 17beta-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f9f-6769000000-18f652abebe3aac8a10a	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - fluticasone 17beta-carboxylic acid GC-MS (3 TMS) - 70eV, Positive	splash10-0002-1314190000-67b48e88b027d27ed682	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - fluticasone 17beta-carboxylic acid 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 - fluticasone 17beta-carboxylic acid 10V, Positive-QTOF	splash10-0f92-0009000000-d83f7372f4c73372a995	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - fluticasone 17beta-carboxylic acid 20V, Positive-QTOF	splash10-0fi1-0119000000-b88af0491b12ebfa0cae	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - fluticasone 17beta-carboxylic acid 40V, Positive-QTOF	splash10-0ar9-1198000000-783a1d7d47d0283a9c55	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - fluticasone 17beta-carboxylic acid 10V, Negative-QTOF	splash10-0f6t-0009000000-f48ab2a5cf46a0406585	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - fluticasone 17beta-carboxylic acid 20V, Negative-QTOF	splash10-0f8a-0009000000-6fc2b5a7235712f68955	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - fluticasone 17beta-carboxylic acid 40V, Negative-QTOF	splash10-0a59-0209000000-6dfc62d38cfac11c6a0c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - fluticasone 17beta-carboxylic acid 10V, Positive-QTOF	splash10-002b-0009000000-22b73e42a76efa9aba00	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - fluticasone 17beta-carboxylic acid 20V, Positive-QTOF	splash10-00mk-0229000000-e6308bd60a89fa836722	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - fluticasone 17beta-carboxylic acid 40V, Positive-QTOF	splash10-052g-2692000000-882dab412f94956adb7e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - fluticasone 17beta-carboxylic acid 10V, Negative-QTOF	splash10-0002-0009000000-7233d09abe06701db433	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - fluticasone 17beta-carboxylic acid 20V, Negative-QTOF	splash10-0f7k-0009000000-6b1e733c37919483b8a7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - fluticasone 17beta-carboxylic acid 40V, Negative-QTOF	splash10-0109-0946000000-6f9f67e7bb791f83ed02	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

8376265

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10200766

PDB ID

Not Available

ChEBI ID

Not Available

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 fluticasone 17beta-carboxylic acid (HMDB0061092)

MOL for HMDB0061092 (fluticasone 17beta-carboxylic acid)

3D MOL for HMDB0061092 (fluticasone 17beta-carboxylic acid)

3D SDF for HMDB0061092 (fluticasone 17beta-carboxylic acid)

3D-SDF for HMDB0061092 (fluticasone 17beta-carboxylic acid)

PDB for HMDB0061092 (fluticasone 17beta-carboxylic acid)

3D PDB for HMDB0061092 (fluticasone 17beta-carboxylic acid)

SMILES for HMDB0061092 (fluticasone 17beta-carboxylic acid)

INCHI for HMDB0061092 (fluticasone 17beta-carboxylic acid)

Structure for HMDB0061092 (fluticasone 17beta-carboxylic acid)

3D Structure for HMDB0061092 (fluticasone 17beta-carboxylic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra