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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (8) Show 8 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-09-22 17:43:42 UTC

HMDB ID

HMDB0000016

Secondary Accession Numbers

HMDB00016

Metabolite Identification

Common Name

Deoxycorticosterone

Description

11-Deoxycorticosterone (also called desoxycortone, 21-hydroxyprogesterone, DOC, or simply deoxycorticosterone) is a steroid hormone produced by the adrenal gland that possesses mineralocorticoid activity and acts as a precursor to aldosterone. It is classified as a member of the 21-hydroxysteroids. 21-hydroxysteroids are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Deoxycorticosterone is very hydrophobic, practically insoluble (in water), and relatively neutral. Deoxycorticosterone can be synthesized from progesterone by 21-beta-hydroxylase and is then converted to corticosterone by 11-beta-hydroxylase. Corticosterone is then converted to aldosterone by aldosterone synthase. Deoxycorticosterone stimulates the collecting tubules in the kidney to continue to excrete potassium in much the same way that aldosterone does. Deoxycorticosterone has about 1/20 of the sodium retaining power of aldosterone and about 1/5 the potassium excreting power of aldosterone (Wikipedia ). Deoxycorticosterone can be found throughout all human tissues and has been detected in amniotic fluid and blood. When present in sufficiently high levels, deoxycorticosterone can act as a hypertensive agent and a metabotoxin. A hypertensive agent increases blood pressure and causes the production of more urine. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of deoxycorticosterone are associated with congenital adrenal hyperplasia (CAH) and with adrenal tumors producing deoxycorticosterone (PMID: 20671982 ). High levels of this mineralocorticoid are associated with resistant hypertension, which can result in polyuria, polydipsia, increased blood volume, edema, and cardiac enlargement. Deoxycorticosterone can be used to treat adrenal insufficiency. In particular, desoxycorticosterone acetate (DOCA) is used as replacement therapy in Addison's disease.

Structure

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


  Mrv1652303182019222D          

 27 30  0  0  0  0            999 V2000
10001.085210001.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.953410000.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8171 9997.9548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6642 9998.7859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.375510000.0175    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0852 9998.7859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2420 9999.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5275 9999.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5275 9998.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2420 9997.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9509 9999.1923    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9509 9998.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6654 9997.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3799 9998.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.375910000.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.661410000.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6614 9999.6107    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3759 9999.1983    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0904 9999.6107    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.090410000.4358    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.8699 9999.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.354710000.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.869910000.6917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.869910001.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.583410001.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.299010001.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.154210001.9291    0.0000 O   0  0  0  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 24 27  2  0  0  0  0
 25 26  1  0  0  0  0
 23 22  1  0  0  0  0
  9  3  2  0  0  0  0
  7 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11  2  1  1  0  0  0
 17 11  1  0  0  0  0
 14 18  1  0  0  0  0
 19 21  1  0  0  0  0
 23 20  1  0  0  0  0
 19  6  1  6  0  0  0
 20  1  1  1  0  0  0
 17  4  1  6  0  0  0
 18  5  1  1  0  0  0
M  END

HMDB0000016
     RDKit          3D
Deoxycorticosterone
 54 57  0  0  0  0  0  0  0  0999 V2000
    1.7911   -0.1685    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8792    0.2113    0.0873 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2010    1.5235   -0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498    1.4968   -0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603    0.2752   -0.7247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2012   -0.9433   -0.1695 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9750   -2.1569   -0.6201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2566   -2.1710    0.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9641   -0.8669    0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2683   -0.8951    0.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.3584    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0137    0.5337    1.0392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5502    1.4384   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1434    1.2674   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118    0.4355   -0.0597 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2591    1.2563    1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.8005   -0.7934 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0308   -1.9705   -0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3691   -1.2987   -1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2702    0.0806   -0.4189 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3545    0.1598    0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -0.8565    0.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6674    1.3885    1.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8386    2.4534    1.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6226   -1.2521    1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6714    0.1987    2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9146    0.3913    1.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8940    2.1199   -0.8042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657    2.0652    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0669    1.8648   -1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7634    2.3230   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2167   -0.0534   -1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299   -0.9251    0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -2.1215   -1.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4206   -3.0687   -0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144   -2.9364   -0.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0241   -2.4822    1.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8077   -1.8400    0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2764    1.5068   -1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6531    2.3980    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326    0.8145   -2.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6665    2.2749   -1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3370    1.1690    1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597    2.3469    1.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416    0.9337    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0929   -0.3965   -1.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415   -2.6823   -1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0842   -2.5338    0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3326   -1.1463   -2.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2239   -1.8703   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3982    0.8689   -1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7280    1.6746    1.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7729    1.2074    2.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518    2.9517    0.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  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  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  6
  6 33  1  1
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  6
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  6
 23 52  1  0
 23 53  1  0
 24 54  1  0
M  END


  Mrv1652303182019222D          

 27 30  0  0  0  0            999 V2000
10001.085210001.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.953410000.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8171 9997.9548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6642 9998.7859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.375510000.0175    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0852 9998.7859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2420 9999.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5275 9999.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5275 9998.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2420 9997.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9509 9999.1923    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9509 9998.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6654 9997.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3799 9998.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.375910000.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.661410000.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6614 9999.6107    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3759 9999.1983    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0904 9999.6107    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.090410000.4358    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.8699 9999.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.354710000.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.869910000.6917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.869910001.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.583410001.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.299010001.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.154210001.9291    0.0000 O   0  0  0  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 24 27  2  0  0  0  0
 25 26  1  0  0  0  0
 23 22  1  0  0  0  0
  9  3  2  0  0  0  0
  7 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11  2  1  1  0  0  0
 17 11  1  0  0  0  0
 14 18  1  0  0  0  0
 19 21  1  0  0  0  0
 23 20  1  0  0  0  0
 19  6  1  6  0  0  0
 20  1  1  1  0  0  0
 17  4  1  6  0  0  0
 18  5  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0000016

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-18,22H,3-10,12H2,1-2H3/t15-,16-,17-,18+,20-,21-/m0/s1

> <INCHI_KEY>
ZESRJSPZRDMNHY-YFWFAHHUSA-N

> <FORMULA>
C21H30O3

> <MOLECULAR_WEIGHT>
330.4611

> <EXACT_MASS>
330.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
38.18996451471434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10S,11S,14S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <ALOGPS_LOGP>
3.10

> <JCHEM_LOGP>
3.3313563546666676

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.087225406758208

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.864723909946662

> <JCHEM_PKA_STRONGEST_BASIC>
-3.295317874239208

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
94.40749999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,10S,11S,14S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000016
     RDKit          3D
Deoxycorticosterone
 54 57  0  0  0  0  0  0  0  0999 V2000
    1.7911   -0.1685    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8792    0.2113    0.0873 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2010    1.5235   -0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498    1.4968   -0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603    0.2752   -0.7247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2012   -0.9433   -0.1695 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9750   -2.1569   -0.6201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2566   -2.1710    0.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9641   -0.8669    0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2683   -0.8951    0.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.3584    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0137    0.5337    1.0392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5502    1.4384   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1434    1.2674   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118    0.4355   -0.0597 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2591    1.2563    1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.8005   -0.7934 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0308   -1.9705   -0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3691   -1.2987   -1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2702    0.0806   -0.4189 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3545    0.1598    0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -0.8565    0.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6674    1.3885    1.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8386    2.4534    1.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6226   -1.2521    1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6714    0.1987    2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9146    0.3913    1.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8940    2.1199   -0.8042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657    2.0652    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0669    1.8648   -1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7634    2.3230   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2167   -0.0534   -1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299   -0.9251    0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -2.1215   -1.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4206   -3.0687   -0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144   -2.9364   -0.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0241   -2.4822    1.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8077   -1.8400    0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2764    1.5068   -1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6531    2.3980    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326    0.8145   -2.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6665    2.2749   -1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3370    1.1690    1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597    2.3469    1.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416    0.9337    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0929   -0.3965   -1.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415   -2.6823   -1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0842   -2.5338    0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3326   -1.1463   -2.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2239   -1.8703   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3982    0.8689   -1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7280    1.6746    1.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7729    1.2074    2.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518    2.9517    0.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  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  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  6
  6 33  1  1
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  6
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  6
 23 52  1  0
 23 53  1  0
 24 54  1  0
M  END

HEADER    PROTEIN                                 18-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-MAR-20         0                                  
HETATM    1  C   UNK     0    8668.6928669.027   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8664.7138666.699   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8660.7258662.849   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0    8666.0408664.400   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8667.3688666.699   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8668.6928664.400   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0    8663.3858665.929   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8662.0518665.159   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.0518663.619   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.3858662.849   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.7088665.159   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.7088663.619   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8666.0428662.849   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8667.3768663.619   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8667.3688668.250   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8666.0358667.480   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8666.0358665.940   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8667.3688665.170   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.7028665.940   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.7028667.480   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8670.1578665.466   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8671.0628666.712   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8670.1578667.958   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8670.1578669.498   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8671.4898670.268   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0    8672.8258669.498   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0    8668.8218670.268   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   11                                                            
CONECT    3    9                                                            
CONECT    4   17                                                            
CONECT    5   18                                                            
CONECT    6   19                                                            
CONECT    7    8   11                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10    3                                                  
CONECT   10    9   12                                                       
CONECT   11   12    7    2   17                                             
CONECT   12   11   13   10                                                  
CONECT   13   12   14                                                       
CONECT   14   13   18                                                       
CONECT   15   16   20                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   11    4                                             
CONECT   18   17   19   14    5                                             
CONECT   19   18   20   21    6                                             
CONECT   20   15   19   23    1                                             
CONECT   21   22   19                                                       
CONECT   22   21   23                                                       
CONECT   23   24   22   20                                                  
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0000016
HETATM    1  C1  UNL     1       1.791  -0.169   1.533  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.879   0.211   0.087  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.201   1.524  -0.169  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.150   1.497  -0.771  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.960   0.275  -0.725  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.201  -0.943  -0.170  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.975  -2.157  -0.620  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.257  -2.171   0.199  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.964  -0.867   0.163  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.268  -0.895   0.347  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.001   0.358   0.320  1.00  0.00           C  
HETATM   12  O1  UNL     1      -6.014   0.534   1.039  1.00  0.00           O  
HETATM   13  C12 UNL     1      -4.550   1.438  -0.564  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.143   1.267  -1.049  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.312   0.435  -0.060  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.259   1.256   1.204  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.144  -0.801  -0.793  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.031  -1.970  -0.750  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.369  -1.299  -1.099  1.00  0.00           C  
HETATM   20  C19 UNL     1       3.270   0.081  -0.419  1.00  0.00           C  
HETATM   21  C20 UNL     1       4.354   0.160   0.571  1.00  0.00           C  
HETATM   22  O2  UNL     1       5.052  -0.856   0.777  1.00  0.00           O  
HETATM   23  C21 UNL     1       4.667   1.388   1.343  1.00  0.00           C  
HETATM   24  O3  UNL     1       3.839   2.453   1.039  1.00  0.00           O  
HETATM   25  H1  UNL     1       1.623  -1.252   1.692  1.00  0.00           H  
HETATM   26  H2  UNL     1       2.671   0.199   2.084  1.00  0.00           H  
HETATM   27  H3  UNL     1       0.915   0.391   1.973  1.00  0.00           H  
HETATM   28  H4  UNL     1       1.894   2.120  -0.804  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.166   2.065   0.810  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.067   1.865  -1.840  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.763   2.323  -0.295  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.217  -0.053  -1.780  1.00  0.00           H  
HETATM   33  H9  UNL     1      -0.230  -0.925   0.922  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.227  -2.122  -1.692  1.00  0.00           H  
HETATM   35  H11 UNL     1      -0.421  -3.069  -0.404  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.914  -2.936  -0.228  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.024  -2.482   1.236  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.808  -1.840   0.520  1.00  0.00           H  
HETATM   39  H15 UNL     1      -5.276   1.507  -1.426  1.00  0.00           H  
HETATM   40  H16 UNL     1      -4.653   2.398   0.007  1.00  0.00           H  
HETATM   41  H17 UNL     1      -3.133   0.815  -2.059  1.00  0.00           H  
HETATM   42  H18 UNL     1      -2.666   2.275  -1.119  1.00  0.00           H  
HETATM   43  H19 UNL     1      -1.337   1.169   1.773  1.00  0.00           H  
HETATM   44  H20 UNL     1      -2.460   2.347   1.006  1.00  0.00           H  
HETATM   45  H21 UNL     1      -3.142   0.934   1.830  1.00  0.00           H  
HETATM   46  H22 UNL     1       1.093  -0.396  -1.802  1.00  0.00           H  
HETATM   47  H23 UNL     1       1.741  -2.682  -1.562  1.00  0.00           H  
HETATM   48  H24 UNL     1       2.084  -2.534   0.176  1.00  0.00           H  
HETATM   49  H25 UNL     1       3.333  -1.146  -2.196  1.00  0.00           H  
HETATM   50  H26 UNL     1       4.224  -1.870  -0.743  1.00  0.00           H  
HETATM   51  H27 UNL     1       3.398   0.869  -1.224  1.00  0.00           H  
HETATM   52  H28 UNL     1       5.728   1.675   1.037  1.00  0.00           H  
HETATM   53  H29 UNL     1       4.773   1.207   2.437  1.00  0.00           H  
HETATM   54  H30 UNL     1       4.152   2.952   0.238  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   17   20
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   15   32
CONECT    6    7   17   33
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   10   15
CONECT   10   11   38
CONECT   11   12   12   13
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16
CONECT   16   43   44   45
CONECT   17   18   46
CONECT   18   19   47   48
CONECT   19   20   49   50
CONECT   20   21   51
CONECT   21   22   22   23
CONECT   23   24   52   53
CONECT   24   54
END

HMDB0000016
     RDKit          3D
Deoxycorticosterone
 54 57  0  0  0  0  0  0  0  0999 V2000
    1.7911   -0.1685    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8792    0.2113    0.0873 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2010    1.5235   -0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498    1.4968   -0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603    0.2752   -0.7247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2012   -0.9433   -0.1695 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9750   -2.1569   -0.6201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2566   -2.1710    0.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9641   -0.8669    0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2683   -0.8951    0.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.3584    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0137    0.5337    1.0392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5502    1.4384   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1434    1.2674   -1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118    0.4355   -0.0597 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2591    1.2563    1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.8005   -0.7934 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0308   -1.9705   -0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3691   -1.2987   -1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2702    0.0806   -0.4189 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3545    0.1598    0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -0.8565    0.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6674    1.3885    1.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8386    2.4534    1.0386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6226   -1.2521    1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6714    0.1987    2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9146    0.3913    1.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8940    2.1199   -0.8042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657    2.0652    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0669    1.8648   -1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7634    2.3230   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2167   -0.0534   -1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299   -0.9251    0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -2.1215   -1.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4206   -3.0687   -0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144   -2.9364   -0.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0241   -2.4822    1.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8077   -1.8400    0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2764    1.5068   -1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6531    2.3980    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326    0.8145   -2.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6665    2.2749   -1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3370    1.1690    1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597    2.3469    1.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416    0.9337    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0929   -0.3965   -1.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415   -2.6823   -1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0842   -2.5338    0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3326   -1.1463   -2.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2239   -1.8703   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3982    0.8689   -1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7280    1.6746    1.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7729    1.2074    2.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518    2.9517    0.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  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  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  6
  6 33  1  1
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  6
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  6
 23 52  1  0
 23 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
21-Hydroxy-4-pregnene-3,20-dione	ChEBI
21-Hydroxyprogesterone	ChEBI
4-Pregnen-21-ol-3,20-dione	ChEBI
Cortexone	ChEBI
DESOXYCORTICOSTERONE	ChEBI
Desoxycortone	ChEBI
DOC	ChEBI
Kendall's desoxy compound b	ChEBI
Reichstein's substance Q	ChEBI
11-Dehydroxycorticosterone	HMDB
11-Deoxy-corticosterone	HMDB
11-Deoxycorticosterone	HMDB
11-Desoxycorticosterone	HMDB
21-Hydroxy-3,20-dioxopregn-4-ene	HMDB
21-Hydroxy-D4-pregnane-3,20-dione	HMDB
21-Hydroxy-D4-pregnene-3,20-dione	HMDB
21-Hydroxy-pregn-4-ene-3,20-dione	HMDB
21-Hydroxy-progesterone	HMDB
21-Hydroxypregn-4-ene-3,20-dione	HMDB
D4-Pregnene-21-ol-3,20-dione	HMDB
Deoxycortone	HMDB
Doca	HMDB
11-Decorticosterone	HMDB
21 Hydroxyprogesterone	HMDB
11 Decorticosterone	HMDB
21 Hydroxy 4 pregnene 3,20 dione	HMDB
Deoxycorticosterone	ChEBI

Chemical Formula

C₂₁H₃₀O₃

Average Molecular Weight

330.4611

Monoisotopic Molecular Weight

330.219494826

IUPAC Name

(1S,2R,10S,11S,14S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

Traditional Name

(1S,2R,10S,11S,14S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

CAS Registry Number

64-85-7

SMILES

[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-18,22H,3-10,12H2,1-2H3/t15-,16-,17-,18+,20-,21-/m0/s1

InChI Key

ZESRJSPZRDMNHY-YFWFAHHUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

Progestogin-skeleton
21-hydroxysteroid
Pregnane-skeleton
20-oxosteroid
3-oxo-delta-4-steroid
3-oxosteroid
Oxosteroid
Delta-4-steroid
Cyclohexenone
Alpha-hydroxy ketone
Cyclic ketone
Ketone
Organic oxygen compound
Organooxygen compound
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo Delta(4)-steroid (CHEBI:16973 )
20-oxo steroid (CHEBI:16973 )
mineralocorticoid (CHEBI:16973 )
21-hydroxy steroid (CHEBI:16973 )
Pregnane and derivatives [Fig] (C03205 )
C21 steroids (gluco/mineralocorticoids, progestogens) and derivatives (C03205 )
Mineralocorticoids (C03205 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030087 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	141 - 142 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.06 mg/mL at 37 °C	Not Available
LogP	2.88	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	184.418	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000172
[M+H]+	Not Available	186.993	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000172

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	3.1	ALOGPS
logP	3.33	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	13.86	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.41 m³·mol⁻¹	ChemAxon
Polarizability	38.19 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]+	179.956	31661259
DarkChem	[M-H]-	177.149	31661259
AllCCS	[M+H]+	183.178	32859911
AllCCS	[M-H]-	187.925	32859911
DeepCCS	[M-2H]-	215.386	30932474
DeepCCS	[M+Na]+	190.667	30932474
AllCCS	[M+H]+	183.2	32859911
AllCCS	[M+H-H2O]+	180.4	32859911
AllCCS	[M+NH4]+	185.7	32859911
AllCCS	[M+Na]+	186.5	32859911
AllCCS	[M-H]-	187.9	32859911
AllCCS	[M+Na-2H]-	188.3	32859911
AllCCS	[M+HCOO]-	188.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Deoxycorticosterone	[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	3169.1	Standard polar	33892256
Deoxycorticosterone	[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	2862.9	Standard non polar	33892256
Deoxycorticosterone	[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	3113.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Deoxycorticosterone,1TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO[Si](C)(C)C	3162.4	Semi standard non polar	33892256
Deoxycorticosterone,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CCC2=C(CO)O[Si](C)(C)C	3098.2	Semi standard non polar	33892256
Deoxycorticosterone,1TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=CO)O[Si](C)(C)C	3107.1	Semi standard non polar	33892256
Deoxycorticosterone,1TMS,isomer #4	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO	3045.0	Semi standard non polar	33892256
Deoxycorticosterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3155.1	Semi standard non polar	33892256
Deoxycorticosterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3006.9	Standard non polar	33892256
Deoxycorticosterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3423.4	Standard polar	33892256
Deoxycorticosterone,2TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO[Si](C)(C)C	3077.2	Semi standard non polar	33892256
Deoxycorticosterone,2TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO[Si](C)(C)C	3037.0	Standard non polar	33892256
Deoxycorticosterone,2TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO[Si](C)(C)C	3433.5	Standard polar	33892256
Deoxycorticosterone,2TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	3196.1	Semi standard non polar	33892256
Deoxycorticosterone,2TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	2968.1	Standard non polar	33892256
Deoxycorticosterone,2TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	3421.9	Standard polar	33892256
Deoxycorticosterone,2TMS,isomer #4	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=C(CO)O[Si](C)(C)C	3063.2	Semi standard non polar	33892256
Deoxycorticosterone,2TMS,isomer #4	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=C(CO)O[Si](C)(C)C	2977.2	Standard non polar	33892256
Deoxycorticosterone,2TMS,isomer #4	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=C(CO)O[Si](C)(C)C	3443.8	Standard polar	33892256
Deoxycorticosterone,2TMS,isomer #5	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2C(=CO)O[Si](C)(C)C	3041.5	Semi standard non polar	33892256
Deoxycorticosterone,2TMS,isomer #5	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2C(=CO)O[Si](C)(C)C	2948.3	Standard non polar	33892256
Deoxycorticosterone,2TMS,isomer #5	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2C(=CO)O[Si](C)(C)C	3459.0	Standard polar	33892256
Deoxycorticosterone,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3108.8	Semi standard non polar	33892256
Deoxycorticosterone,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3097.1	Standard non polar	33892256
Deoxycorticosterone,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3405.1	Standard polar	33892256
Deoxycorticosterone,3TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	3110.5	Semi standard non polar	33892256
Deoxycorticosterone,3TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	3052.4	Standard non polar	33892256
Deoxycorticosterone,3TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	3422.7	Standard polar	33892256
Deoxycorticosterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3429.6	Semi standard non polar	33892256
Deoxycorticosterone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(CO)=C1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3375.3	Semi standard non polar	33892256
Deoxycorticosterone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=CO)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3347.3	Semi standard non polar	33892256
Deoxycorticosterone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC[C@H](C(=O)CO)[C@@]3(C)CC[C@@H]12	3317.4	Semi standard non polar	33892256
Deoxycorticosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3689.9	Semi standard non polar	33892256
Deoxycorticosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3515.1	Standard non polar	33892256
Deoxycorticosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3637.9	Standard polar	33892256
Deoxycorticosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3665.9	Semi standard non polar	33892256
Deoxycorticosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3461.1	Standard non polar	33892256
Deoxycorticosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3648.2	Standard polar	33892256
Deoxycorticosterone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3599.9	Semi standard non polar	33892256
Deoxycorticosterone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3488.8	Standard non polar	33892256
Deoxycorticosterone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3647.3	Standard polar	33892256
Deoxycorticosterone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CCC(=C(CO)O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3599.8	Semi standard non polar	33892256
Deoxycorticosterone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CCC(=C(CO)O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3417.6	Standard non polar	33892256
Deoxycorticosterone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CCC(=C(CO)O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3667.5	Standard polar	33892256
Deoxycorticosterone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC[C@H](C(=CO)O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3541.2	Semi standard non polar	33892256
Deoxycorticosterone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC[C@H](C(=CO)O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3395.6	Standard non polar	33892256
Deoxycorticosterone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC[C@H](C(=CO)O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3682.2	Standard polar	33892256
Deoxycorticosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3849.8	Semi standard non polar	33892256
Deoxycorticosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3737.5	Standard non polar	33892256
Deoxycorticosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3673.9	Standard polar	33892256
Deoxycorticosterone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3822.2	Semi standard non polar	33892256
Deoxycorticosterone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3662.1	Standard non polar	33892256
Deoxycorticosterone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3694.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Deoxycorticosterone GC-MS (2 MEOX; 1 TMS)	splash10-0fbl-5910000000-c5e47cf4a734228e8190	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Deoxycorticosterone EI-B (Non-derivatized)	splash10-0005-9640000000-847952a8ec3d6fcf23d6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Deoxycorticosterone EI-B (Non-derivatized)	splash10-006t-0491000000-147f3880bd096269f1e5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Deoxycorticosterone GC-MS (Non-derivatized)	splash10-0fbl-5910000000-c5e47cf4a734228e8190	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycorticosterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0g4l-1595000000-d809868c6663b71a3d30	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycorticosterone GC-MS (1 TMS) - 70eV, Positive	splash10-0079-1249000000-3bfc1d7ec076060fdbde	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycorticosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycorticosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycorticosterone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycorticosterone GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycorticosterone GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycorticosterone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycorticosterone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycorticosterone GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycorticosterone GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-6971000000-e4a2b497c3f190237679	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-001i-0009000000-e7a6d422ea2bacd462a6	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-052b-8900000000-2a8ec06e636135e7f1a6	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-052b-9500000000-5f9c88fc7ed062bfa3f9	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone EI-B (HITACHI M-80) , Positive-QTOF	splash10-0005-9640000000-3a4ef053cdcc6d13ad03	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone EI-B (HITACHI M-80) , Positive-QTOF	splash10-006t-0491000000-8f8a662c709ceb10d5a1	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone LC-ESI-qTof , Positive-QTOF	splash10-00fr-2920000000-4cb1f49316cc48238122	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone , positive-QTOF	splash10-0a4j-4921000000-a2171271b5cf1b4be213	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone 30V, Positive-QTOF	splash10-0532-6966000000-f57233040f10efef4ba9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone 15V, Positive-QTOF	splash10-001i-0009000000-0cff8a9a4549636b3f42	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone 45V, Positive-QTOF	splash10-052b-5910000000-7f1d5740a09ef3642485	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone 60V, Positive-QTOF	splash10-052b-6900000000-6970a665800f041e9612	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone 75V, Positive-QTOF	splash10-0a4j-9800000000-4a04f32e5cb77516241f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deoxycorticosterone 90V, Positive-QTOF	splash10-0a6s-9600000000-17d56b65d46a46d9f653	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 10V, Positive-QTOF	splash10-01q9-0039000000-6c47839c30a0a237e117	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 20V, Positive-QTOF	splash10-0il1-2197000000-1c89c50b55ae4c372e76	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 40V, Positive-QTOF	splash10-0pb9-3392000000-381ce772e5eeb46eab9c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 10V, Negative-QTOF	splash10-004i-0019000000-8ba1d5bf9b1cd5e2ffa3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 20V, Negative-QTOF	splash10-072a-2089000000-f762aa07c4d2c9a1ba2d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 40V, Negative-QTOF	splash10-0abc-3091000000-9170898ad4f59afc2147	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 10V, Negative-QTOF	splash10-004i-0009000000-d95b73baf953ad32ef3d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 20V, Negative-QTOF	splash10-00ba-0096000000-e24f47a2c3de74d2cbab	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 40V, Negative-QTOF	splash10-00pj-0091000000-df2a7ff10136d851b3e0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 10V, Positive-QTOF	splash10-001i-0009000000-aba02f501a0b016a8202	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 20V, Positive-QTOF	splash10-03yi-0795000000-3e5ec71612f4300e6dac	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycorticosterone 40V, Positive-QTOF	splash10-0ab9-2910000000-f2aa245e24e0a1ca19a4	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	2012-12-04	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria
Endoplasmic reticulum

Biospecimen Locations

Amniotic Fluid
Blood
Urine

Tissue Locations

All Tissues

Pathways

Name	SMPDB/PathBank	KEGG
Steroidogenesis
Adrenal Hyperplasia Type 3 or Congenital Adrenal Hyperplasia due to 21-hydroxylase Deficiency		Not Available
Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH		Not Available
Adrenal Hyperplasia Type 5 or Congenital Adrenal Hyperplasia due to 17 Alpha-hydroxylase Deficiency		Not Available
17-alpha-hydroxylase deficiency (CYP17)		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Amniotic Fluid	Detected and Quantified	10.591 +/- 1.997 uM	Adult (>18 years old)	Female	Normal	7462398	details
Blood	Detected and Quantified	0.073 (0.034-0.11) uM	Adult (>18 years old)	Female	Normal	12119960	details
Blood	Detected and Quantified	0.00009-0.000999 uM	Adult (>18 years old)	Female	Normal	26161337	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.00118 uM	Adult (>18 years old)	Female	Adrenal hyperplasia, congenital, due to 17-alpha-hydroxylase deficiency	26161337	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

Congenital Adrenal Hyperplasia, due to 17-Hydroxylase-Deficiency
Kim SM, Rhee JH: A case of 17 alpha-hydroxylase deficiency. Clin Exp Reprod Med. 2015 Jun;42(2):72-6. doi: 10.5653/cerm.2015.42.2.72. Epub 2015 Jun 30. [PubMed:26161337 ]

Associated OMIM IDs

202110 (Congenital Adrenal Hyperplasia, due to 17-Hydroxylase-Deficiency)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006404

KNApSAcK ID

Not Available

Chemspider ID

5932

KEGG Compound ID

C03205

BioCyc ID

11-DEOXYCORTICOSTERONE

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16973

Food Biomarker Ontology

Not Available

VMH ID

11DOCRTSTRN

MarkerDB ID

MDB00000007

Good Scents ID

Not Available

References

Synthesis Reference

Mattox V R; Goodrich J E; Vrieze W D Synthesis of C-21 glucosiduronates of cortisone and related corticosteroids. Biochemistry (1969), 8(3), 1188-99.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

White PC, Tusie-Luna MT, New MI, Speiser PW: Mutations in steroid 21-hydroxylase (CYP21). Hum Mutat. 1994;3(4):373-8. [PubMed:8081391 ]
Mellon SH, Miller WL: Extraadrenal steroid 21-hydroxylation is not mediated by P450c21. J Clin Invest. 1989 Nov;84(5):1497-502. [PubMed:2808702 ]
Bureik M, Bruck N, Hubel K, Bernhardt R: The human mineralocorticoid receptor only partially differentiates between different ligands after expression in fission yeast. FEMS Yeast Res. 2005 Apr;5(6-7):627-33. [PubMed:15780662 ]
Muto S, Akai Y, Ono S, Kusano E, Asano Y: Selective hypoaldosteronism due to combined defects of the conversion from inactive renin to active renin and the aldosterone biosynthesis from corticosterone. Nephron. 2001 Jul;88(3):247-53. [PubMed:11423756 ]
Bruynseels J, De Coster R, Van Rooy P, Wouters W, Coene MC, Snoeck E, Raeymaekers A, Freyne E, Sanz G, Vanden Bussche G, et al.: R 75251, a new inhibitor of steroid biosynthesis. Prostate. 1990;16(4):345-57. [PubMed:2164659 ]
Holmes NM, Miller WL, Baskin LS: Lack of defects in androgen production in children with hypospadias. J Clin Endocrinol Metab. 2004 Jun;89(6):2811-6. [PubMed:15181062 ]
Sippell WG, Muller-Holve W, Dorr HG, Bidlingmaier F, Knorr D: Concentrations of aldosterone, corticosterone, 11-deoxycorticosterone, progesterone, 17-hydroxyprogesterone, 11-deoxycortisol, cortisol, and cortisone determined simultaneously in human amniotic fluid throughout gestation. J Clin Endocrinol Metab. 1981 Mar;52(3):385-92. [PubMed:7462398 ]
Namiki M, Koh E, Meguro N, Kondoh N, Kiyohara H, Okuyama A, Sakoda S, Matsumoto K, Sonoda T: Extraadrenal expression of steroid 21-hydroxylase and 11 beta-hydroxylase by a benign testicular Leydig cell tumor. J Steroid Biochem Mol Biol. 1991 Dec;39(6):897-901. [PubMed:1751389 ]
Wyss JM, Oparil S, Sripairojthikoon W: Neuronal control of the kidney: contribution to hypertension. Can J Physiol Pharmacol. 1992 May;70(5):759-70. [PubMed:1423019 ]
Pakravan P, Kenny FM, Depp R, Allen AC: Familial congenital absence of adrenal glands; evaluation of glucocorticoid, mineralocorticoid, and estrogen metabolism in the perinatal period. J Pediatr. 1974 Jan;84(1):74-8. [PubMed:12119960 ]
Krone N, Riepe FG, Grotzinger J, Partsch CJ, Sippell WG: Functional characterization of two novel point mutations in the CYP21 gene causing simple virilizing forms of congenital adrenal hyperplasia due to 21-hydroxylase deficiency. J Clin Endocrinol Metab. 2005 Jan;90(1):445-54. Epub 2004 Oct 13. [PubMed:15483094 ]
Deng PY, Li YJ: Calcitonin gene-related peptide and hypertension. Peptides. 2005 Sep;26(9):1676-85. Epub 2005 Mar 2. [PubMed:16112410 ]
Funder JW: Mineralocorticoid receptors: distribution and activation. Heart Fail Rev. 2005 Jan;10(1):15-22. [PubMed:15947887 ]
Bassett MH, White PC, Rainey WE: The regulation of aldosterone synthase expression. Mol Cell Endocrinol. 2004 Mar 31;217(1-2):67-74. [PubMed:15134803 ]
Ahmad N, Romero DG, Gomez-Sanchez EP, Gomez-Sanchez CE: Do human vascular endothelial cells produce aldosterone? Endocrinology. 2004 Aug;145(8):3626-9. Epub 2004 Apr 29. [PubMed:15117882 ]
Mussig K, Wehrmann M, Horger M, Maser-Gluth C, Haring HU, Overkamp D: Adrenocortical carcinoma producing 11-deoxycorticosterone: a rare cause of mineralocorticoid hypertension. J Endocrinol Invest. 2005 Jan;28(1):61-5. [PubMed:15816373 ]
Azar ST, Melby JC: 19-Nor-deoxycorticosterone production from aldosterone-producing adenomas. Hypertension. 1992 Apr;19(4):362-4. [PubMed:1555868 ]
Hogan MJ, Schambelan M, Biglieri EG: Concurrent hypercortisolism and hypermineralocorticoidism. Am J Med. 1977 May;62(5):777-82. [PubMed:871129 ]
Ni W, Thompson JM, Northcott CA, Lookingland K, Watts SW: The serotonin transporter is present and functional in peripheral arterial smooth muscle. J Cardiovasc Pharmacol. 2004 Jun;43(6):770-81. [PubMed:15167270 ]
Campion J, Lahera V, Cachofeiro V, Maestro B, Davila N, Carranza MC, Calle C: In vivo tissue specific modulation of rat insulin receptor gene expression in an experimental model of mineralocorticoid excess. Mol Cell Biochem. 1998 Aug;185(1-2):177-82. [PubMed:9746224 ]
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 ]
Gupta S, Melendez J, Khanna A: Deoxycorticosterone producing tumor as a cause of resistant hypertension. Case Rep Med. 2010;2010:372719. doi: 10.1155/2010/372719. Epub 2010 Jun 30. [PubMed:20671982 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Cytochrome P450 11B1, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Has steroid 11-beta-hydroxylase activity. In addition to this activity, the 18 or 19-hydroxylation of steroids and the aromatization of androstendione to estrone have also been ascribed to cytochrome P450 XIB.
Gene Name:: CYP11B1
Uniprot ID:: P15538
Molecular weight:: 57572.44

Reactions

Deoxycorticosterone + Reduced ferredoxin + Oxygen → Corticosterone + Oxidized ferredoxin + Water	details
Deoxycorticosterone + Reduced adrenal ferredoxin + Oxygen → Aldosterone + Oxidized adrenal ferredoxin + Water	details

References

Curnow KM, Tusie-Luna MT, Pascoe L, Natarajan R, Gu JL, Nadler JL, White PC: The product of the CYP11B2 gene is required for aldosterone biosynthesis in the human adrenal cortex. Mol Endocrinol. 1991 Oct;5(10):1513-22. [PubMed:1775135 ]

Enzyme Details

2. Mineralocorticoid receptor

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Receptor for both mineralocorticoids (MC) such as aldosterone and glucocorticoids (GC) such as corticosterone or cortisol. Binds to mineralocorticoid response elements (MRE) and transactivates target genes. The effect of MC is to increase ion and water transport and thus raise extracellular fluid volume and blood pressure and lower potassium levels
Gene Name:: NR3C2
Uniprot ID:: P08235
Molecular weight:: 107066.6

Enzyme Details

3. 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1

General function:: Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity
Specific function:: 3-beta-HSD is a bifunctional enzyme, that catalyzes the oxidative conversion of Delta(5)-ene-3-beta-hydroxy steroid, and the oxidative conversion of ketosteroids. The 3-beta-HSD enzymatic system plays a crucial role in the biosynthesis of all classes of hormonal steroids. Efficiently catalyzes the transformation of pregnenolone to progesterone, 17-alpha-hydroxypregnenolone to 17-alpha-hydroxyprogesterone, DHEA to 4-androstenedione, dihydrotestosterone to 5-alpha-androstane-3 beta,17 beta-diol, dehydroepiandrosterone to androstenedione and 5-alpha-androstan-3 beta,17 beta-diol to 5-alpha-dihydrotestosterone.
Gene Name:: HSD3B1
Uniprot ID:: P14060
Molecular weight:: 42251.25

Reactions

21-Hydroxypregnenolone + NAD → Deoxycorticosterone + NADH + Hydrogen Ion	details

Enzyme Details

4. 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2

General function:: Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity
Specific function:: 3-beta-HSD is a bifunctional enzyme, that catalyzes the oxidative conversion of Delta(5)-ene-3-beta-hydroxy steroid, and the oxidative conversion of ketosteroids. The 3-beta-HSD enzymatic system plays a crucial role in the biosynthesis of all classes of hormonal steroids.
Gene Name:: HSD3B2
Uniprot ID:: P26439
Molecular weight:: 42051.845

Reactions

21-Hydroxypregnenolone + NAD → Deoxycorticosterone + NADH + Hydrogen Ion	details

Enzyme Details

5. Cytochrome P450 11B2, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Preferentially catalyzes the conversion of 11-deoxycorticosterone to aldosterone via corticosterone and 18-hydroxycorticosterone.
Gene Name:: CYP11B2
Uniprot ID:: P19099
Molecular weight:: 57559.62

Reactions

Deoxycorticosterone + Reduced ferredoxin + Oxygen → Corticosterone + Oxidized ferredoxin + Water	details

Enzyme Details

6. Cytochrome P450 21-hydroxylase

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: P450-CYP21B
Uniprot ID:: Q16874
Molecular weight:: 56000.9

Enzyme Details

7. Cytochrome P450, family 21, subfamily A, polypeptide 2

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: CYP21A2
Uniprot ID:: Q08AG9
Molecular weight:: 55972.9

Enzyme Details

8. Steroid 21-hydroxylase

General function:: Not Available
Specific function:: Specifically catalyzes the 21-hydroxylation of steroids. Required for the adrenal synthesis of mineralocorticoids and glucocorticoids.
Gene Name:: CYP21A2
Uniprot ID:: P08686
Molecular weight:: 56000.94

Reactions

Progesterone + Reduced acceptor + Oxygen → Deoxycorticosterone + Acceptor + Water	details

Showing metabocard for Deoxycorticosterone (HMDB0000016)

MOL for HMDB0000016 (Deoxycorticosterone)

3D MOL for HMDB0000016 (Deoxycorticosterone)

3D SDF for HMDB0000016 (Deoxycorticosterone)

3D-SDF for HMDB0000016 (Deoxycorticosterone)

PDB for HMDB0000016 (Deoxycorticosterone)

3D PDB for HMDB0000016 (Deoxycorticosterone)

SMILES for HMDB0000016 (Deoxycorticosterone)

INCHI for HMDB0000016 (Deoxycorticosterone)

Structure for HMDB0000016 (Deoxycorticosterone)

3D Structure for HMDB0000016 (Deoxycorticosterone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

References

Reactions

Reactions

Reactions

Reactions