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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2008-08-06 15:19:57 UTC
Update Date2022-03-07 02:49:33 UTC
HMDB IDHMDB0006760
Secondary Accession Numbers
  • HMDB0006761
  • HMDB06760
  • HMDB06761
Metabolite Identification
Common Name11b,17a,21-Trihydroxypreg-nenolone
Description11beta,17alpha,21-Trihydroxypregnenolone is an intermediate in C21-Steroid hormone metabolism. 11beta,17alpha,21-Trihydroxypregnenolone is the 4th to last step in the synthesis of Cortol and is converted from 17alpha,21-Dihydroxypregnenolone via the enzyme cytochrome P450 (EC:1.14.15.4). It is then converted to Cortisol via the enzyme 3beta-hydroxy-delta5-steroid dehydrogenase (EC 1.1.1.145) and the enzyme steroid delta-isomerase (EC 5.3.3.1).
Structure
Data?1582752404
Synonyms
ValueSource
11beta,17alpha,21-Trihydroxypreg-nenoloneHMDB
11beta,17alpha,21-TrihydroxypregnenoloneHMDB
Chemical FormulaC21H32O5
Average Molecular Weight364.4758
Monoisotopic Molecular Weight364.224974134
IUPAC Name2-hydroxy-1-[(14R)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]ethan-1-one
Traditional Name2-hydroxy-1-[(14R)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]ethanone
CAS Registry NumberNot Available
SMILES
CC12CC(O)C3C(CC=C4CC(O)CCC34C)C1CC[C@]2(O)C(=O)CO
InChI Identifier
InChI=1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h3,13-16,18,22-24,26H,4-11H2,1-2H3/t13?,14?,15?,16?,18?,19?,20?,21-/m0/s1
InChI KeyHAFVWTUQBYRPOB-QGGNSXJXSA-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassHydroxysteroids
Direct Parent21-hydroxysteroids
Alternative Parents
Substituents
  • Progestogin-skeleton
  • 21-hydroxysteroid
  • 20-oxosteroid
  • Pregnane-skeleton
  • 3-hydroxy-delta-5-steroid
  • 3-hydroxysteroid
  • Oxosteroid
  • 11-hydroxysteroid
  • 17-hydroxysteroid
  • Delta-5-steroid
  • Cyclic alcohol
  • Tertiary alcohol
  • Alpha-hydroxy ketone
  • Ketone
  • Secondary alcohol
  • Polyol
  • Alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Primary alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.54 g/LALOGPS
logP1.38ALOGPS
logP0.71ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)12.58ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity98.45 m³·mol⁻¹ChemAxon
Polarizability40.06 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+182.5131661259
DarkChem[M-H]-179.0831661259
DeepCCS[M-2H]-225.72130932474
DeepCCS[M+Na]+202.01130932474
AllCCS[M+H]+190.932859911
AllCCS[M+H-H2O]+188.332859911
AllCCS[M+NH4]+193.332859911
AllCCS[M+Na]+194.032859911
AllCCS[M-H]-193.032859911
AllCCS[M+Na-2H]-193.532859911
AllCCS[M+HCOO]-194.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
11b,17a,21-Trihydroxypreg-nenoloneCC12CC(O)C3C(CC=C4CC(O)CCC34C)C1CC[C@]2(O)C(=O)CO2762.5Standard polar33892256
11b,17a,21-Trihydroxypreg-nenoloneCC12CC(O)C3C(CC=C4CC(O)CCC34C)C1CC[C@]2(O)C(=O)CO2991.4Standard non polar33892256
11b,17a,21-Trihydroxypreg-nenoloneCC12CC(O)C3C(CC=C4CC(O)CCC34C)C1CC[C@]2(O)C(=O)CO3209.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
11b,17a,21-Trihydroxypreg-nenolone,1TMS,isomer #1CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO3319.3Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,1TMS,isomer #2CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO3347.9Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,1TMS,isomer #3CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO3341.6Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,1TMS,isomer #4CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C3318.4Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,1TMS,isomer #5CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C3247.9Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #1CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO3300.7Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #10CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C3327.0Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #2CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO3339.3Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #3CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C3337.1Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #4CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C3225.7Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #5CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO3366.1Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #6CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C3356.2Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #7CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C3259.0Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #8CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C3399.3Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #9CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C3312.9Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #1CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO3246.7Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #10CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C3310.8Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #2CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C3246.5Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #3CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C3149.6Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #4CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C3325.5Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #5CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C3206.0Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #6CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C3201.2Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #7CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C3343.5Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #8CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C3227.1Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #9CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C3247.9Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,4TMS,isomer #1CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C3268.7Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,4TMS,isomer #2CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C3142.6Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,4TMS,isomer #3CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C3157.0Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,4TMS,isomer #4CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C3227.3Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,4TMS,isomer #5CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C3237.6Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,5TMS,isomer #1CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C3135.8Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,5TMS,isomer #1CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C3145.2Standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,5TMS,isomer #1CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C3444.0Standard polar33892256
11b,17a,21-Trihydroxypreg-nenolone,1TBDMS,isomer #1CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO3580.1Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,1TBDMS,isomer #2CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO3593.5Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,1TBDMS,isomer #3CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO3597.4Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,1TBDMS,isomer #4CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C(C)(C)C3596.3Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,1TBDMS,isomer #5CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C(C)(C)C3488.1Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #1CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO3781.4Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #10CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3828.9Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #2CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO3836.0Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #3CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C(C)(C)C3856.4Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #4CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C(C)(C)C3703.2Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #5CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO3843.0Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #6CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C(C)(C)C3861.0Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #7CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C(C)(C)C3737.1Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #8CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO[Si](C)(C)C(C)(C)C3900.1Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #9CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO)O[Si](C)(C)C(C)(C)C3792.9Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #1CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO3942.5Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #10CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4023.8Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #2CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C(C)(C)C3946.3Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #3CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C(C)(C)C3824.0Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #4CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO[Si](C)(C)C(C)(C)C4060.7Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #5CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO)O[Si](C)(C)C(C)(C)C3898.2Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #6CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3920.1Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #7CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO[Si](C)(C)C(C)(C)C4072.7Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #8CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO)O[Si](C)(C)C(C)(C)C3939.8Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #9CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3964.9Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,4TBDMS,isomer #1CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO[Si](C)(C)C(C)(C)C4152.9Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,4TBDMS,isomer #2CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO)O[Si](C)(C)C(C)(C)C4058.3Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,4TBDMS,isomer #3CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4032.4Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,4TBDMS,isomer #4CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4136.0Semi standard non polar33892256
11b,17a,21-Trihydroxypreg-nenolone,4TBDMS,isomer #5CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4141.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0541-3359000000-db5da057c94c2a047b102017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone GC-MS (4 TMS) - 70eV, Positivesplash10-000i-1010239000-01d0907903079ebb80e52017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 10V, Positive-QTOFsplash10-002b-0019000000-d6f315e61bbd67eae72a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 20V, Positive-QTOFsplash10-004j-0059000000-80e727e264ca8a26a2b62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 40V, Positive-QTOFsplash10-000i-0292000000-3aa262e1ed45e0e162072017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 10V, Negative-QTOFsplash10-03di-0009000000-c6648ee147e3babd9fc52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 20V, Negative-QTOFsplash10-0btj-2029000000-37d8ba5fa07061ac854a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 40V, Negative-QTOFsplash10-0a4i-9087000000-1ebec2db5084d047ee8e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 10V, Positive-QTOFsplash10-016s-0009000000-6ce3ed6f29dccbfe64782021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 20V, Positive-QTOFsplash10-0002-1926000000-f119874166aedccc6ac92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 40V, Positive-QTOFsplash10-0007-5791000000-559a7f43ae2c76413fe62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 10V, Negative-QTOFsplash10-00lr-0009000000-67b158b5ac05ed2344ab2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 20V, Negative-QTOFsplash10-067i-5019000000-a9c81ea29263a6d187422021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 40V, Negative-QTOFsplash10-00n0-2098000000-67c584ed2fd965c412d92021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024064
KNApSAcK IDNot Available
Chemspider ID389583
KEGG Compound IDC05489
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440708
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

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
17alpha,21-Dihydroxypregnenolone + Reduced ferredoxin + Oxygen → 11b,17a,21-Trihydroxypreg-nenolone + Oxidized ferredoxin + Waterdetails
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
Cortisol + Hydrogen Ion + NADH → 11b,17a,21-Trihydroxypreg-nenolone + NADdetails
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
Cortisol + Hydrogen Ion + NADH → 11b,17a,21-Trihydroxypreg-nenolone + NADdetails
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
17alpha,21-Dihydroxypregnenolone + Reduced ferredoxin + Oxygen → 11b,17a,21-Trihydroxypreg-nenolone + Oxidized ferredoxin + Waterdetails