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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:44 UTC

HMDB ID

HMDB0014759

Secondary Accession Numbers

HMDB14759

Metabolite Identification

Common Name

Oxandrolone

Description

Oxandrolone, also known as oxandrin or anavar, belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. Based on a literature review a significant number of articles have been published on Oxandrolone.

Structure

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

621
  Mrv0541 02231214492D          

 26 29  0  0  1  0            999 V2000
    7.5474    1.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727   -0.4535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498   -1.7582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0987   -0.0653    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0987    0.7597    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3843   -0.4777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6698   -0.0653    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9192   -0.4833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8793    1.0111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3843    1.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6698    0.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8793   -0.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126   -1.3425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3975   -1.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3607    0.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6567   -1.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0987    1.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1546   -0.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9255    0.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409   -1.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6257    1.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3658   -1.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1685   -0.7215    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9583   -0.8032    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2415    0.2647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -2.0025    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  1  0  0  0
  2 18  1  0  0  0  0
  2 22  1  0  0  0  0
  3 22  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4 12  1  0  0  0  0
  4 23  1  6  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 17  1  1  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  6 24  1  1  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 25  1  6  0  0  0
  8 13  1  0  0  0  0
  8 18  1  0  0  0  0
  8 19  1  1  0  0  0
  9 15  1  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 20  1  0  0  0  0
 13 26  1  6  0  0  0
 14 16  1  0  0  0  0
 20 22  1  0  0  0  0
M  END

HMDB0014759
     RDKit          3D
Oxandrolone
 52 55  0  0  0  0  0  0  0  0999 V2000
    2.1703   -0.8522   -1.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1097    0.2839   -0.7734 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7977    1.4623   -1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7155    2.1093   -0.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6739    1.3234    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7559    1.7953    0.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615   -0.1083    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581   -0.1606    0.4643 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3509   -1.4899    0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167   -1.3265    1.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0644   -0.6193    0.3432 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6961    0.5541   -0.3451 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1869    0.9070   -1.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105    1.1145   -1.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    0.0612   -0.2673 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3786   -1.2331   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2129   -0.1168    0.9144 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9664   -1.0200    1.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097   -0.5638    1.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4227    0.4091    0.4549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4978    1.8394    0.9195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5168    0.1757   -0.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923   -1.6743   -1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494   -0.4930   -2.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063   -1.2570   -1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1336    2.2570   -1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4164    1.1566   -2.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8028   -0.5479    1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140   -0.6369   -0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010    0.5987    1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -2.2580    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9194   -1.8175    1.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072   -2.3670    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901   -0.8685    2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2018   -1.3537   -0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004    1.4195    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0802    0.1188   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1676    1.8435   -1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2084    1.1125   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7931    2.1084   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069   -1.1708   -1.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6866   -1.3566   -1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079   -2.1098   -0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0401    0.8727    1.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347   -2.0862    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6946   -0.7911    2.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0842   -1.4008    1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7793   -0.0091    2.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5675    2.2271    1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8455    2.4450    0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2696    1.9165    1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1861   -0.4228    0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  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  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
  8  2  1  0
 17 11  1  0
 12  2  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  1
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  6
 12 36  1  1
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  1
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
M  END

621
  Mrv0541 02231214492D          

 26 29  0  0  1  0            999 V2000
    7.5474    1.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727   -0.4535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498   -1.7582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0987   -0.0653    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0987    0.7597    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3843   -0.4777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6698   -0.0653    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9192   -0.4833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8793    1.0111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3843    1.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6698    0.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8793   -0.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126   -1.3425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3975   -1.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3607    0.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6567   -1.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0987    1.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1546   -0.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9255    0.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409   -1.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6257    1.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3658   -1.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1685   -0.7215    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9583   -0.8032    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2415    0.2647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -2.0025    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  1  0  0  0
  2 18  1  0  0  0  0
  2 22  1  0  0  0  0
  3 22  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4 12  1  0  0  0  0
  4 23  1  6  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 17  1  1  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  6 24  1  1  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 25  1  6  0  0  0
  8 13  1  0  0  0  0
  8 18  1  0  0  0  0
  8 19  1  1  0  0  0
  9 15  1  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 20  1  0  0  0  0
 13 26  1  6  0  0  0
 14 16  1  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014759

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O3/c1-17-11-22-16(20)10-12(17)4-5-13-14(17)6-8-18(2)15(13)7-9-19(18,3)21/h12-15,21H,4-11H2,1-3H3/t12-,13+,14-,15-,17-,18-,19-/m0/s1

> <INCHI_KEY>
QSLJIVKCVHQPLV-PEMPUTJUSA-N

> <FORMULA>
C19H30O3

> <MOLECULAR_WEIGHT>
306.4397

> <EXACT_MASS>
306.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
35.28613528898986

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyl-4-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

> <ALOGPS_LOGP>
3.36

> <JCHEM_LOGP>
2.953667466999999

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5280915345411871

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
84.74899999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxandrolone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014759
     RDKit          3D
Oxandrolone
 52 55  0  0  0  0  0  0  0  0999 V2000
    2.1703   -0.8522   -1.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1097    0.2839   -0.7734 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7977    1.4623   -1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7155    2.1093   -0.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6739    1.3234    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7559    1.7953    0.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615   -0.1083    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581   -0.1606    0.4643 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3509   -1.4899    0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167   -1.3265    1.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0644   -0.6193    0.3432 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6961    0.5541   -0.3451 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1869    0.9070   -1.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105    1.1145   -1.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    0.0612   -0.2673 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3786   -1.2331   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2129   -0.1168    0.9144 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9664   -1.0200    1.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097   -0.5638    1.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4227    0.4091    0.4549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4978    1.8394    0.9195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5168    0.1757   -0.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923   -1.6743   -1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494   -0.4930   -2.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063   -1.2570   -1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1336    2.2570   -1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4164    1.1566   -2.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8028   -0.5479    1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140   -0.6369   -0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010    0.5987    1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -2.2580    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9194   -1.8175    1.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072   -2.3670    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901   -0.8685    2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2018   -1.3537   -0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004    1.4195    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0802    0.1188   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1676    1.8435   -1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2084    1.1125   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7931    2.1084   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069   -1.1708   -1.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6866   -1.3566   -1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079   -2.1098   -0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0401    0.8727    1.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347   -2.0862    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6946   -0.7911    2.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0842   -1.4008    1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7793   -0.0091    2.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5675    2.2271    1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8455    2.4450    0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2696    1.9165    1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1861   -0.4228    0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  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  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
  8  2  1  0
 17 11  1  0
 12  2  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  1
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  6
 12 36  1  1
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  1
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 621                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      14.088   2.790   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       4.429  -0.847   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.080  -3.282   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.384  -0.122   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.384   1.418   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.051  -0.892   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.717  -0.122   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.316  -0.902   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.841   1.887   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.051   2.188   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.717   1.418   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.841  -0.591   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.304  -2.506   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.075  -2.495   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.740   0.648   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.693  -3.308   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.384   2.958   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.889  -0.034   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.328   0.638   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.863  -3.353   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.368   3.353   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.416  -2.517   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0      11.515  -1.347   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      11.122  -1.499   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       9.784   0.494   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       7.308  -3.738   0.000  0.00  0.00           H+0
CONECT    1    9                                                            
CONECT    2   18   22                                                       
CONECT    3   22                                                            
CONECT    4    5    6   12   23                                             
CONECT    5    4    9   10   17                                             
CONECT    6    4    7   14   24                                             
CONECT    7    6    8   11   25                                             
CONECT    8    7   13   18   19                                             
CONECT    9    1    5   15   21                                             
CONECT   10    5   11                                                       
CONECT   11    7   10                                                       
CONECT   12    4   15                                                       
CONECT   13    8   16   20   26                                             
CONECT   14    6   16                                                       
CONECT   15    9   12                                                       
CONECT   16   13   14                                                       
CONECT   17    5                                                            
CONECT   18    2    8                                                       
CONECT   19    8                                                            
CONECT   20   13   22                                                       
CONECT   21    9                                                            
CONECT   22    2    3   20                                                  
CONECT   23    4                                                            
CONECT   24    6                                                            
CONECT   25    7                                                            
CONECT   26   13                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0014759
HETATM    1  C1  UNL     1       2.170  -0.852  -1.774  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.110   0.284  -0.773  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.798   1.462  -1.343  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.715   2.109  -0.473  1.00  0.00           O  
HETATM    5  C4  UNL     1       4.674   1.323   0.122  1.00  0.00           C  
HETATM    6  O2  UNL     1       5.756   1.795   0.494  1.00  0.00           O  
HETATM    7  C5  UNL     1       4.361  -0.108   0.301  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.858  -0.161   0.464  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.351  -1.490   0.883  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.917  -1.327   1.325  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.064  -0.619   0.343  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.696   0.554  -0.345  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.187   0.907  -1.520  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.610   1.114  -1.141  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.178   0.061  -0.267  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.379  -1.233  -1.008  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.213  -0.117   0.914  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.966  -1.020   1.791  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.410  -0.564   1.629  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.423   0.409   0.455  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.498   1.839   0.920  1.00  0.00           C  
HETATM   22  O3  UNL     1      -4.517   0.176  -0.368  1.00  0.00           O  
HETATM   23  H1  UNL     1       1.492  -1.674  -1.554  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.949  -0.493  -2.817  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.206  -1.257  -1.829  1.00  0.00           H  
HETATM   26  H4  UNL     1       2.134   2.257  -1.731  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.416   1.157  -2.238  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.803  -0.548   1.198  1.00  0.00           H  
HETATM   29  H7  UNL     1       4.714  -0.637  -0.603  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.601   0.599   1.260  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.495  -2.258   0.124  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.919  -1.817   1.800  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.507  -2.367   1.457  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.890  -0.868   2.338  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.202  -1.354  -0.465  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.700   1.419   0.342  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.080   0.119  -2.311  1.00  0.00           H  
HETATM   38  H16 UNL     1       0.168   1.843  -1.998  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.208   1.112  -2.100  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.793   2.108  -0.697  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.407  -1.171  -1.471  1.00  0.00           H  
HETATM   42  H20 UNL     1      -1.687  -1.357  -1.868  1.00  0.00           H  
HETATM   43  H21 UNL     1      -2.408  -2.110  -0.339  1.00  0.00           H  
HETATM   44  H22 UNL     1      -1.040   0.873   1.357  1.00  0.00           H  
HETATM   45  H23 UNL     1      -1.835  -2.086   1.627  1.00  0.00           H  
HETATM   46  H24 UNL     1      -1.695  -0.791   2.860  1.00  0.00           H  
HETATM   47  H25 UNL     1      -4.084  -1.401   1.382  1.00  0.00           H  
HETATM   48  H26 UNL     1      -3.779  -0.009   2.506  1.00  0.00           H  
HETATM   49  H27 UNL     1      -2.568   2.227   1.333  1.00  0.00           H  
HETATM   50  H28 UNL     1      -3.845   2.445   0.056  1.00  0.00           H  
HETATM   51  H29 UNL     1      -4.270   1.917   1.718  1.00  0.00           H  
HETATM   52  H30 UNL     1      -5.186  -0.423   0.036  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    8   12
CONECT    3    4   26   27
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8   28   29
CONECT    8    9   30
CONECT    9   10   31   32
CONECT   10   11   33   34
CONECT   11   12   17   35
CONECT   12   13   36
CONECT   13   14   37   38
CONECT   14   15   39   40
CONECT   15   16   17   20
CONECT   16   41   42   43
CONECT   17   18   44
CONECT   18   19   45   46
CONECT   19   20   47   48
CONECT   20   21   22
CONECT   21   49   50   51
CONECT   22   52
END

HMDB0014759
     RDKit          3D
Oxandrolone
 52 55  0  0  0  0  0  0  0  0999 V2000
    2.1703   -0.8522   -1.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1097    0.2839   -0.7734 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7977    1.4623   -1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7155    2.1093   -0.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6739    1.3234    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7559    1.7953    0.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615   -0.1083    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581   -0.1606    0.4643 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3509   -1.4899    0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167   -1.3265    1.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0644   -0.6193    0.3432 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6961    0.5541   -0.3451 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1869    0.9070   -1.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105    1.1145   -1.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    0.0612   -0.2673 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3786   -1.2331   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2129   -0.1168    0.9144 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9664   -1.0200    1.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097   -0.5638    1.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4227    0.4091    0.4549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4978    1.8394    0.9195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5168    0.1757   -0.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923   -1.6743   -1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494   -0.4930   -2.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063   -1.2570   -1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1336    2.2570   -1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4164    1.1566   -2.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8028   -0.5479    1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140   -0.6369   -0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010    0.5987    1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -2.2580    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9194   -1.8175    1.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072   -2.3670    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901   -0.8685    2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2018   -1.3537   -0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004    1.4195    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0802    0.1188   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1676    1.8435   -1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2084    1.1125   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7931    2.1084   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069   -1.1708   -1.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6866   -1.3566   -1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079   -2.1098   -0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0401    0.8727    1.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347   -2.0862    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6946   -0.7911    2.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0842   -1.4008    1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7793   -0.0091    2.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5675    2.2271    1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8455    2.4450    0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2696    1.9165    1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1861   -0.4228    0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  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  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
  8  2  1  0
 17 11  1  0
 12  2  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  1
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  6
 12 36  1  1
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  1
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Oxandrolona	ChEBI
Oxandrolonum	ChEBI
Oxandrin	Kegg
Ossandrolone	HMDB
Anavar	HMDB

Chemical Formula

C₁₉H₃₀O₃

Average Molecular Weight

306.4397

Monoisotopic Molecular Weight

306.219494826

IUPAC Name

(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyl-4-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

Traditional Name

oxandrolone

CAS Registry Number

53-39-4

SMILES

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

InChI Identifier

InChI=1S/C19H30O3/c1-17-11-22-16(20)10-12(17)4-5-13-14(17)6-8-18(2)15(13)7-9-19(18,3)21/h12-15,21H,4-11H2,1-3H3/t12-,13+,14-,15-,17-,18-,19-/m0/s1

InChI Key

QSLJIVKCVHQPLV-PEMPUTJUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Steroid lactone
3-oxosteroid
Hydroxysteroid
3-oxo-5-alpha-steroid
17-hydroxysteroid
Oxosteroid
2-oxasteroid
Naphthopyran
Naphthalene
Delta valerolactone
Delta_valerolactone
Oxane
Pyran
Tertiary alcohol
Cyclic alcohol
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:7820 )
17beta-hydroxy steroid (CHEBI:7820 )
anabolic androgenic steroid (CHEBI:7820 )
oxa-steroid (CHEBI:7820 )
Androstane and derivatives (C07346 )

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: HMDB0014759)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	236.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.014 g/L	Not Available
LogP	4.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	3.36	ALOGPS
logP	2.95	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-0.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.75 m³·mol⁻¹	ChemAxon
Polarizability	35.29 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]+	173.987	31661259
DarkChem	[M-H]-	171.024	31661259
DeepCCS	[M-2H]-	204.903	30932474
DeepCCS	[M+Na]+	179.335	30932474
AllCCS	[M+H]+	176.1	32859911
AllCCS	[M+H-H2O]+	173.0	32859911
AllCCS	[M+NH4]+	179.0	32859911
AllCCS	[M+Na]+	179.8	32859911
AllCCS	[M-H]-	183.2	32859911
AllCCS	[M+Na-2H]-	183.5	32859911
AllCCS	[M+HCOO]-	183.9	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.	7.09 minutes	32390414
Predicted by Siyang on May 30, 2022	17.628 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	2820.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	475.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	219.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	206.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	534.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	799.3 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	846.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1363.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	504.0 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	1625.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	499.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	468.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	376.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	485.2 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	15.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxandrolone	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)OC[C@]12C	3059.8	Standard polar	33892256
Oxandrolone	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)OC[C@]12C	2482.0	Standard non polar	33892256
Oxandrolone	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)OC[C@]12C	2813.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oxandrolone,1TMS,isomer #1	C[C@]12COC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O[Si](C)(C)C	2779.8	Semi standard non polar	33892256
Oxandrolone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@]1(C)CC[C@H]2[C@@H]3CC[C@H]4CC(=O)OC[C@]4(C)[C@H]3CC[C@@]21C	2998.3	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 - Oxandrolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-0390000000-881235f7ef2bc770fa8b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxandrolone GC-MS (1 TMS) - 70eV, Positive	splash10-0jbl-2159000000-7b4f8fa117bf83f48aa4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxandrolone 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 - Oxandrolone 10V, Positive-QTOF	splash10-052r-0093000000-ff28afe3ea6df5ec0584	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxandrolone 20V, Positive-QTOF	splash10-054t-0291000000-adf27119d3b4725b18e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxandrolone 40V, Positive-QTOF	splash10-0ukd-6970000000-1edee804a2bf0d5c829d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxandrolone 10V, Negative-QTOF	splash10-0a4i-0049000000-7f9b88506345bf035691	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxandrolone 20V, Negative-QTOF	splash10-0a4r-0096000000-dad47b16a1db69463c49	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxandrolone 40V, Negative-QTOF	splash10-052f-3090000000-503154ac4d18300bfe1e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxandrolone 10V, Positive-QTOF	splash10-052r-0094000000-7513b9a9e1ce7a869a43	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxandrolone 20V, Positive-QTOF	splash10-052o-3921000000-6631cde6a07b4265f680	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxandrolone 40V, Positive-QTOF	splash10-014i-2910000000-219252917ee3c72fbb77	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxandrolone 10V, Negative-QTOF	splash10-0a4i-0009000000-a47a32e502bdb7f0b448	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxandrolone 20V, Negative-QTOF	splash10-0a4i-0009000000-d08fe2354b6f2c905ec2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxandrolone 40V, Negative-QTOF	splash10-0abi-0095000000-dc0690497cd4a795781f	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 DB00621	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00621	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00621

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5667

KEGG Compound ID

C07346

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oxandrolone

METLIN ID

Not Available

PubChem Compound

5878

PDB ID

Not Available

ChEBI ID

7820

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1793941

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Demling RH, DeSanti L: Oxandrolone induced lean mass gain during recovery from severe burns is maintained after discontinuation of the anabolic steroid. Burns. 2003 Dec;29(8):793-7. [PubMed:14636753 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Androgen receptor

General function:: Involved in DNA binding
Specific function:: Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription factor activity is modulated by bound coactivator and corepressor proteins. Transcription activation is down-regulated by NR0B2. Activated, but not phosphorylated, by HIPK3
Gene Name:: AR
Uniprot ID:: P10275
Molecular weight:: 98987.9

References

Juul A: The effects of oestrogens on linear bone growth. Hum Reprod Update. 2001 May-Jun;7(3):303-13. [PubMed:11392377 ]
Zhao J, Bauman WA, Huang R, Caplan AJ, Cardozo C: Oxandrolone blocks glucocorticoid signaling in an androgen receptor-dependent manner. Steroids. 2004 May;69(5):357-66. [PubMed:15219414 ]
Bi LX, Wiren KM, Zhang XW, Oliveira GV, Klein GL, Mainous EG, Herndon DN: The effect of oxandrolone treatment on human osteoblastic cells. J Burns Wounds. 2007 Mar 7;6:e4. [PubMed:17364004 ]
Cadwallader AB, Rollins DE, Lim CS: Effect of anabolic-androgenic steroids and glucocorticoids on the kinetics of hAR and hGR nucleocytoplasmic translocation. Mol Pharm. 2010 Jun 7;7(3):689-98. doi: 10.1021/mp900259w. [PubMed:20230007 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Oxandrolone (HMDB0014759)

MOL for HMDB0014759 (Oxandrolone)

3D MOL for HMDB0014759 (Oxandrolone)

3D SDF for HMDB0014759 (Oxandrolone)

3D-SDF for HMDB0014759 (Oxandrolone)

PDB for HMDB0014759 (Oxandrolone)

3D PDB for HMDB0014759 (Oxandrolone)

SMILES for HMDB0014759 (Oxandrolone)

INCHI for HMDB0014759 (Oxandrolone)

Structure for HMDB0014759 (Oxandrolone)

3D Structure for HMDB0014759 (Oxandrolone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References