Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-04-12 20:50:43 UTC

Update Date

2022-03-07 02:49:29 UTC

HMDB ID

HMDB0006035

Secondary Accession Numbers

HMDB06035

Metabolite Identification

Common Name

4-Dihydroboldenone

Description

4-Dihydroboldenone is a metabolite of boldenone. Boldenone is an androgenic anabolic steroid (AAS) intensively used for growth-promoting purposes in animals destined for meat production and as a performance enhancer in athletics. Therefore, its use is officially banned in both humans and in animals intended for human consumption. Because most anabolic steroids are completely metabolized and usually no parent steroid is excreted, metabolite identification is crucial to detect the illegal use of anabolic steroids either in humans or in livestock. Androgenic anabolic steroids are defined as natural, synthetic, or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic, and neuroendocrine systems, the AAS has been extensively used in sports activities (PMID: 2663904 , 16195040 , 16292586 , 1663826 , 16799097 , 16888758 , 16923823 , 9249887 ).

Structure

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

  Mrv1652303232022202D          

 25 28  0  0  0  0            999 V2000
 9998.9167 9999.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7754 9997.5877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.053610000.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3421 9999.6554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6291 9998.4208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0536 9998.4208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.341910000.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627410000.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6274 9999.2482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3419 9998.8359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6293 9997.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3438 9998.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2030 9999.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4885 9998.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4885 9998.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2030 9997.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9175 9998.8273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.056410000.0734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0564 9999.2484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8410 9998.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3259 9999.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.841010000.3284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.095910001.1130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9191 9997.1772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9175 9998.0022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
  9  5  1  6  0  0  0
 12 10  1  0  0  0  0
 10  4  1  1  0  0  0
 13 14  2  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15  2  2  0  0  0  0
 17  1  1  1  0  0  0
  9 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  1  0  0  0  0
 10 19  1  0  0  0  0
 19  6  1  6  0  0  0
  7 18  1  0  0  0  0
 18  3  1  1  0  0  0
 22 23  1  1  0  0  0
 25 24  1  1  0  0  0
 16 25  1  0  0  0  0
 25 17  1  0  0  0  0
 25 11  1  0  0  0  0
M  END

HMDB0006035
     RDKit          3D
4-Dihydroboldenone
 49 52  0  0  0  0  0  0  0  0999 V2000
    2.2230   -1.5511   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3127   -0.3478    0.1395 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8077   -0.6326    1.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471   -0.9535    1.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4717    0.0168    0.6721 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1372    0.4628   -0.6296 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6310    1.7316   -1.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    1.8366   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6703    0.5018   -0.2213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9565    0.7798    0.5161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5344   -0.4785    1.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7273   -0.8239    0.9264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6034   -1.3005    1.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3460   -1.3300    1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8312   -0.5847    0.3423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6120   -1.5994   -0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5350    0.8487   -0.3723 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3562    1.2701   -1.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7344    1.3318   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7203    0.1971    0.1036 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5835   -0.7860   -0.3750 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2296   -2.0078   -0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6595   -1.3987   -1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6853   -2.3490   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3197   -1.5428    1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092    0.2586    2.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078   -0.8814    2.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170   -2.0043    1.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    0.9078    1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021   -0.2400   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8058    1.7451   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232    2.6367   -0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6020    2.4851   -0.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9047    2.3687    0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9966    0.2920   -1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6634    1.2870   -0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185    1.4614    1.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874   -1.8649    2.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764   -1.9417    2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3497   -2.4369   -0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6215   -2.0531   -0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857   -1.1493   -1.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5675    1.6331    0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3688    0.5420   -2.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0773    2.2941   -1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5476    1.2377   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8144    2.2752   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865    0.5064    1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7830   -0.6503   -1.3512 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  6
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  1
  6 30  1  6
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  1
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  1
 21 49  1  0
M  END

  Mrv1652303232022202D          

 25 28  0  0  0  0            999 V2000
 9998.9167 9999.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7754 9997.5877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.053610000.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3421 9999.6554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6291 9998.4208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0536 9998.4208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.341910000.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627410000.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6274 9999.2482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3419 9998.8359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6293 9997.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3438 9998.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2030 9999.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4885 9998.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4885 9998.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2030 9997.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9175 9998.8273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.056410000.0734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0564 9999.2484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8410 9998.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3259 9999.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.841010000.3284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.095910001.1130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9191 9997.1772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9175 9998.0022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
  9  5  1  6  0  0  0
 12 10  1  0  0  0  0
 10  4  1  1  0  0  0
 13 14  2  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15  2  2  0  0  0  0
 17  1  1  1  0  0  0
  9 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  1  0  0  0  0
 10 19  1  0  0  0  0
 19  6  1  6  0  0  0
  7 18  1  0  0  0  0
 18  3  1  1  0  0  0
 22 23  1  1  0  0  0
 25 24  1  1  0  0  0
 16 25  1  0  0  0  0
 25 17  1  0  0  0  0
 25 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006035

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,12,14-17,21H,3-6,8,10-11H2,1-2H3/t12-,14+,15+,16+,17+,18+,19+/m1/s1

> <INCHI_KEY>
OKJCFMUGMSVJBG-MISPCMORSA-N

> <FORMULA>
C19H28O2

> <MOLECULAR_WEIGHT>
288.4244

> <EXACT_MASS>
288.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
33.60952385273031

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-en-5-one

> <ALOGPS_LOGP>
3.38

> <JCHEM_LOGP>
3.4090811223333346

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.377705257051634

> <JCHEM_PKA_STRONGEST_BASIC>
-0.883949950359319

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
84.69639999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-en-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0006035
     RDKit          3D
4-Dihydroboldenone
 49 52  0  0  0  0  0  0  0  0999 V2000
    2.2230   -1.5511   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3127   -0.3478    0.1395 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8077   -0.6326    1.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471   -0.9535    1.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4717    0.0168    0.6721 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1372    0.4628   -0.6296 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6310    1.7316   -1.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    1.8366   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6703    0.5018   -0.2213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9565    0.7798    0.5161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5344   -0.4785    1.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7273   -0.8239    0.9264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6034   -1.3005    1.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3460   -1.3300    1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8312   -0.5847    0.3423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6120   -1.5994   -0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5350    0.8487   -0.3723 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3562    1.2701   -1.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7344    1.3318   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7203    0.1971    0.1036 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5835   -0.7860   -0.3750 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2296   -2.0078   -0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6595   -1.3987   -1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6853   -2.3490   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3197   -1.5428    1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092    0.2586    2.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078   -0.8814    2.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170   -2.0043    1.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    0.9078    1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021   -0.2400   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8058    1.7451   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232    2.6367   -0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6020    2.4851   -0.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9047    2.3687    0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9966    0.2920   -1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6634    1.2870   -0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185    1.4614    1.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874   -1.8649    2.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764   -1.9417    2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3497   -2.4369   -0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6215   -2.0531   -0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857   -1.1493   -1.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5675    1.6331    0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3688    0.5420   -2.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0773    2.2941   -1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5476    1.2377   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8144    2.2752   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865    0.5064    1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7830   -0.6503   -1.3512 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  6
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  1
  6 30  1  6
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  1
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  1
 21 49  1  0
M  END

HEADER    PROTEIN                                 23-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-20         0                                  
HETATM    1  C   UNK     0    8664.6458666.023   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8660.6478662.164   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8668.6338668.353   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0    8667.3058666.023   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8665.9748663.719   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8668.6338663.719   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0    8667.3058667.574   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8665.9718666.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.9718665.263   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8667.3058664.494   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.9758662.168   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8667.3088662.937   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8663.3128665.248   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8661.9798664.478   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8661.9798662.937   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.3128662.168   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8664.6468664.478   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8668.6398666.804   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.6398665.264   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8670.1038664.788   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8671.0088666.034   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8670.1038667.280   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8670.5798668.744   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0    8664.6498661.397   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0    8664.6468662.937   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2   15                                                            
CONECT    3   18                                                            
CONECT    4   10                                                            
CONECT    5    9                                                            
CONECT    6   19                                                            
CONECT    7    8   18                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10    5   17                                             
CONECT   10    9   12    4   19                                             
CONECT   11   12   25                                                       
CONECT   12   11   10                                                       
CONECT   13   14   17                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16    2                                                  
CONECT   16   15   25                                                       
CONECT   17   13    1    9   25                                             
CONECT   18   19   22    7    3                                             
CONECT   19   18   20   10    6                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   18   21   23                                                  
CONECT   23   22                                                            
CONECT   24   25                                                            
CONECT   25   24   16   17   11                                             
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0006035
HETATM    1  C1  UNL     1       2.223  -1.551  -0.732  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.313  -0.348   0.139  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.808  -0.633   1.506  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.347  -0.953   1.441  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.472   0.017   0.672  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.137   0.463  -0.630  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.631   1.732  -1.035  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.947   1.837  -0.321  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.670   0.502  -0.221  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.956   0.780   0.516  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.534  -0.479   1.081  1.00  0.00           C  
HETATM   12  O1  UNL     1      -5.727  -0.824   0.926  1.00  0.00           O  
HETATM   13  C12 UNL     1      -3.603  -1.300   1.842  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.346  -1.330   1.473  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.831  -0.585   0.342  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.612  -1.599  -0.796  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.535   0.849  -0.372  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.356   1.270  -1.530  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.734   1.332  -0.900  1.00  0.00           C  
HETATM   20  C19 UNL     1       3.720   0.197   0.104  1.00  0.00           C  
HETATM   21  O2  UNL     1       4.584  -0.786  -0.375  1.00  0.00           O  
HETATM   22  H1  UNL     1       3.230  -2.008  -0.969  1.00  0.00           H  
HETATM   23  H2  UNL     1       1.660  -1.399  -1.676  1.00  0.00           H  
HETATM   24  H3  UNL     1       1.685  -2.349  -0.181  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.320  -1.543   1.927  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.009   0.259   2.144  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.008  -0.881   2.516  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.217  -2.004   1.177  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.651   0.908   1.296  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.002  -0.240  -1.460  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.806   1.745  -2.147  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.023   2.637  -0.833  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.602   2.485  -0.975  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.905   2.369   0.642  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.997   0.292  -1.286  1.00  0.00           H  
HETATM   36  H15 UNL     1      -4.663   1.287  -0.151  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.719   1.461   1.373  1.00  0.00           H  
HETATM   38  H17 UNL     1      -3.987  -1.865   2.692  1.00  0.00           H  
HETATM   39  H18 UNL     1      -1.676  -1.942   2.047  1.00  0.00           H  
HETATM   40  H19 UNL     1      -2.350  -2.437  -0.692  1.00  0.00           H  
HETATM   41  H20 UNL     1      -0.622  -2.053  -0.770  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.786  -1.149  -1.786  1.00  0.00           H  
HETATM   43  H22 UNL     1       1.568   1.633   0.398  1.00  0.00           H  
HETATM   44  H23 UNL     1       2.369   0.542  -2.364  1.00  0.00           H  
HETATM   45  H24 UNL     1       2.077   2.294  -1.849  1.00  0.00           H  
HETATM   46  H25 UNL     1       4.548   1.238  -1.640  1.00  0.00           H  
HETATM   47  H26 UNL     1       3.814   2.275  -0.305  1.00  0.00           H  
HETATM   48  H27 UNL     1       4.087   0.506   1.092  1.00  0.00           H  
HETATM   49  H28 UNL     1       4.783  -0.650  -1.351  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   17   20
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   15   29
CONECT    6    7   17   30
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   15   35
CONECT   10   11   36   37
CONECT   11   12   12   13
CONECT   13   14   14   38
CONECT   14   15   39
CONECT   15   16
CONECT   16   40   41   42
CONECT   17   18   43
CONECT   18   19   44   45
CONECT   19   20   46   47
CONECT   20   21   48
CONECT   21   49
END

HMDB0006035
     RDKit          3D
4-Dihydroboldenone
 49 52  0  0  0  0  0  0  0  0999 V2000
    2.2230   -1.5511   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3127   -0.3478    0.1395 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8077   -0.6326    1.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471   -0.9535    1.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4717    0.0168    0.6721 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1372    0.4628   -0.6296 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6310    1.7316   -1.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    1.8366   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6703    0.5018   -0.2213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9565    0.7798    0.5161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5344   -0.4785    1.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7273   -0.8239    0.9264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6034   -1.3005    1.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3460   -1.3300    1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8312   -0.5847    0.3423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6120   -1.5994   -0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5350    0.8487   -0.3723 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3562    1.2701   -1.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7344    1.3318   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7203    0.1971    0.1036 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5835   -0.7860   -0.3750 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2296   -2.0078   -0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6595   -1.3987   -1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6853   -2.3490   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3197   -1.5428    1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092    0.2586    2.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078   -0.8814    2.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170   -2.0043    1.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    0.9078    1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021   -0.2400   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8058    1.7451   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232    2.6367   -0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6020    2.4851   -0.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9047    2.3687    0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9966    0.2920   -1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6634    1.2870   -0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185    1.4614    1.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874   -1.8649    2.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764   -1.9417    2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3497   -2.4369   -0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6215   -2.0531   -0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857   -1.1493   -1.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5675    1.6331    0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3688    0.5420   -2.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0773    2.2941   -1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5476    1.2377   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8144    2.2752   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865    0.5064    1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7830   -0.6503   -1.3512 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  6
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  1
  6 30  1  6
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  1
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  1
 21 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5beta,17beta)-17-Hydroxyandrost-1-en-3-one	ChEBI
(5b,17b)-17-Hydroxyandrost-1-en-3-one	Generator
(5Β,17β)-17-hydroxyandrost-1-en-3-one	Generator
17b-Hydroxy-5b -androst-1-en-3-one	HMDB
17b-Hydroxy-5b-androst-1-en-3-one	HMDB, Generator
5b-Androst-1-en-17b-ol-3-one	HMDB
5b-Androst-1-ene-17b-ol-3-one	HMDB
5beta-Androst-1-en-17beta-ol-3-one	MeSH, HMDB
Androst-1-en-17-ol-3-one	MeSH, HMDB
17β-Hydroxy-5β-androst-1-en-3-one	Generator
17beta-Hydroxy-5beta-androst-1-en-3-one	HMDB
4-Dihydroboldenone	HMDB
5beta-Androst-1-ene-17beta-ol-3-one	HMDB
5β-Androst-1-en-17β-ol-3-one	HMDB
5β-Androst-1-ene-17β-ol-3-one	HMDB

Chemical Formula

C₁₉H₂₈O₂

Average Molecular Weight

288.4244

Monoisotopic Molecular Weight

288.20893014

IUPAC Name

(1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-en-5-one

Traditional Name

(1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-en-5-one

CAS Registry Number

10529-96-1

SMILES

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

InChI Identifier

InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,12,14-17,21H,3-6,8,10-11H2,1-2H3/t12-,14+,15+,16+,17+,18+,19+/m1/s1

InChI Key

OKJCFMUGMSVJBG-MISPCMORSA-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

Androgen-skeleton
3-oxo-delta-1-steroid
3-oxosteroid
3-oxo-5-beta-steroid
17-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-1-steroid
Cyclohexenone
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

17beta-hydroxy steroid (CHEBI:87331 )
3-oxo Delta(1)-steroid (CHEBI:87331 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0006035)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0006035)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006035)

Source

Endogenous

Endogenous (HMDB: HMDB0006035)

Animal

Animal (HMDB: HMDB0006035)

Exogenous

Food

Food (HMDB: HMDB0006035)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0006035)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006035)

Molecular messenger

Hormone (HMDB: HMDB0006035)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006035)

Physical Properties

State

Solid

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	0.013 g/L	ALOGPS
logP	3.38	ALOGPS
logP	3.41	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	19.38	ChemAxon
pKa (Strongest Basic)	-0.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.7 m³·mol⁻¹	ChemAxon
Polarizability	33.61 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	168.661	31661259
DarkChem	[M-H]-	167.312	31661259
DeepCCS	[M-2H]-	206.005	30932474
DeepCCS	[M+Na]+	180.79	30932474
AllCCS	[M+H]+	173.6	32859911
AllCCS	[M+H-H2O]+	170.5	32859911
AllCCS	[M+NH4]+	176.5	32859911
AllCCS	[M+Na]+	177.3	32859911
AllCCS	[M-H]-	178.4	32859911
AllCCS	[M+Na-2H]-	178.5	32859911
AllCCS	[M+HCOO]-	178.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Dihydroboldenone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)C=C[C@]12C	3218.6	Standard polar	33892256
4-Dihydroboldenone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)C=C[C@]12C	2490.8	Standard non polar	33892256
4-Dihydroboldenone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)C=C[C@]12C	2662.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Dihydroboldenone,1TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@@H]4CC(=O)C=C[C@]34C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2714.1	Semi standard non polar	33892256
4-Dihydroboldenone,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@@H]4C=C(O[Si](C)(C)C)C=C[C@]34C)[C@@H]1CC[C@@H]2O	2553.7	Semi standard non polar	33892256
4-Dihydroboldenone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@@H]4C=C(O[Si](C)(C)C)C=C[C@]34C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2578.3	Semi standard non polar	33892256
4-Dihydroboldenone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@@H]4C=C(O[Si](C)(C)C)C=C[C@]34C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2580.6	Standard non polar	33892256
4-Dihydroboldenone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@@H]4C=C(O[Si](C)(C)C)C=C[C@]34C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2978.2	Standard polar	33892256
4-Dihydroboldenone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C	2973.2	Semi standard non polar	33892256
4-Dihydroboldenone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@H]2CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]3[C@@]2(C)C=C1	2826.2	Semi standard non polar	33892256
4-Dihydroboldenone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C[C@H]2CC[C@H]3[C@@H]4CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)C=C1	3138.1	Semi standard non polar	33892256
4-Dihydroboldenone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C[C@H]2CC[C@H]3[C@@H]4CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)C=C1	3044.9	Standard non polar	33892256
4-Dihydroboldenone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C[C@H]2CC[C@H]3[C@@H]4CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)C=C1	3262.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Dihydroboldenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-05i9-0490000000-f6ebedc0daa2295b81c9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Dihydroboldenone GC-MS (1 TMS) - 70eV, Positive	splash10-000t-1219000000-33752dbf36217e013441	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Dihydroboldenone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Dihydroboldenone 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 - 4-Dihydroboldenone 10V, Positive-QTOF	splash10-00dr-0090000000-16a979e47d20a140bb20	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dihydroboldenone 20V, Positive-QTOF	splash10-022i-0290000000-1903847e4640d27ffe3f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dihydroboldenone 40V, Positive-QTOF	splash10-002o-3890000000-365296df3fe861648302	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dihydroboldenone 10V, Negative-QTOF	splash10-000i-0090000000-507160a36d5fc98fe109	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dihydroboldenone 20V, Negative-QTOF	splash10-000i-0090000000-c58084752b6f0048e230	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dihydroboldenone 40V, Negative-QTOF	splash10-0596-1090000000-79ab60776a39e76e2172	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dihydroboldenone 10V, Positive-QTOF	splash10-000i-0090000000-b2999bc7d49ce2a4db44	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dihydroboldenone 20V, Positive-QTOF	splash10-03ki-0960000000-1321f449097600ca5668	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dihydroboldenone 40V, Positive-QTOF	splash10-0a4i-2900000000-7da59599892bb5ce25b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dihydroboldenone 10V, Negative-QTOF	splash10-000i-0090000000-383f8ad782110ec64fbf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dihydroboldenone 20V, Negative-QTOF	splash10-000i-0090000000-383f8ad782110ec64fbf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dihydroboldenone 40V, Negative-QTOF	splash10-0uy0-0090000000-50477ff83a0e087a0650	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB023811

KNApSAcK ID

Not Available

Chemspider ID

20045328

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12133279

PDB ID

Not Available

ChEBI ID

87331

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

Masse R, Ayotte C, Dugal R: Studies on anabolic steroids. I. Integrated methodological approach to the gas chromatographic-mass spectrometric analysis of anabolic steroid metabolites in urine. J Chromatogr. 1989 Apr 7;489(1):23-50. [PubMed:2663904 ]
Saudan C, Baume N, Robinson N, Avois L, Mangin P, Saugy M: Testosterone and doping control. Br J Sports Med. 2006 Jul;40 Suppl 1:i21-4. [PubMed:16799097 ]
Maughan RJ: Contamination of dietary supplements and positive drug tests in sport. J Sports Sci. 2005 Sep;23(9):883-9. [PubMed:16195040 ]
Fineschi V, Riezzo I, Centini F, Silingardi E, Licata M, Beduschi G, Karch SB: Sudden cardiac death during anabolic steroid abuse: morphologic and toxicologic findings in two fatal cases of bodybuilders. Int J Legal Med. 2007 Jan;121(1):48-53. Epub 2005 Nov 15. [PubMed:16292586 ]
VanHelder WP, Kofman E, Tremblay MS: Anabolic steroids in sport. Can J Sport Sci. 1991 Dec;16(4):248-57. [PubMed:1663826 ]
Thevis M, Schanzer W: Mass spectrometry in sports drug testing: Structure characterization and analytical assays. Mass Spectrom Rev. 2007 Jan-Feb;26(1):79-107. [PubMed:16888758 ]
Green GA: Doping control for the team physician: a review of drug testing procedures in sport. Am J Sports Med. 2006 Oct;34(10):1690-8. Epub 2006 Aug 21. [PubMed:16923823 ]
Iversen P: Combined androgen blockade in the treatment of advanced prostate cancer--an overview. The Scandinavian Prostatic Cancer Group. Scand J Urol Nephrol. 1997 Jun;31(3):249-54. [PubMed:9249887 ]

Showing metabocard for 4-Dihydroboldenone (HMDB0006035)

MOL for HMDB0006035 (4-Dihydroboldenone)

3D MOL for HMDB0006035 (4-Dihydroboldenone)

3D SDF for HMDB0006035 (4-Dihydroboldenone)

3D-SDF for HMDB0006035 (4-Dihydroboldenone)

PDB for HMDB0006035 (4-Dihydroboldenone)

3D PDB for HMDB0006035 (4-Dihydroboldenone)

SMILES for HMDB0006035 (4-Dihydroboldenone)

INCHI for HMDB0006035 (4-Dihydroboldenone)

Structure for HMDB0006035 (4-Dihydroboldenone)

3D Structure for HMDB0006035 (4-Dihydroboldenone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra