Hydrocortisone 17-butyrate (CED0017226)

Record Information
Version1.0
Creation Date2016-05-22 05:24:26 UTC
Update Date2026-08-22 05:29:40 UTC
Accession NumberCHEM018627
Identification
Common NameHydrocortisone 17-butyrate
ClassSmall Molecule
Description
Hydrocortisone 17-butyrate belongs to the hydroxysteroids, a subclass of steroids and steroid derivatives within the organic compounds. This compound, which falls under the superclass of lipids and lipid-like molecules, has the chemical formula C25H36O6 and an average molecular weight of 432.56 g/mol. The substance is found in or released from five recorded sources, including pharmaceuticals & veterinary products such as corticosteroids and combinations with antiseptics, electrical & electronic equipment including fixed capacitors and their manufacture and electrically stimulated smoking devices, and household cleaning & consumer products specifically other smoking requisites. Recorded exposure routes for this compound are cutaneous and topical. Hydrocortisone 17-butyrate interacts with four recorded protein targets. It acts as an agonist or inhibitor of Annexin A1 (ANXA1) and the glucocorticoid receptor (NR3C1). Additionally, it targets 11-beta-hydroxysteroid dehydrogenase type 2 (HSD11B2) and 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1 (HSD3B1).
Contaminant TypeNot Available
Chemical Structure
SynonymsNot Available
Chemical FormulaC25H36O6
Average Molecular Mass432.557 g/mol
Monoisotopic Mass432.251 g/mol
CAS Registry Number13609-67-1
IUPAC Name(1S,2R,10S,11S,14R,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl butanoate
Traditional Namehydrocortisone 17-butyrate
SMILES[H][C@@]12CC[C@](OC(=O)CCC)(C(=O)CO)[C@@]1(C)C[C@]([H])(O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
InChI IdentifierInChI=1S/C25H36O6/c1-4-5-21(30)31-25(20(29)14-26)11-9-18-17-7-6-15-12-16(27)8-10-23(15,2)22(17)19(28)13-24(18,25)3/h12,17-19,22,26,28H,4-11,13-14H2,1-3H3/t17-,18-,19-,22+,23-,24-,25-/m0/s1
InChI KeyBMCQMVFGOVHVNG-TUFAYURCSA-N
Chemical Taxonomy
ClassificationNot classified
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.014 g/LALOGPS
logP3.21ALOGPS
logP2.86ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)13.75ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area100.9 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity115.78 m³·mol⁻¹ChemAxon
Polarizability47.79 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-5911100000-e8864e9205adebf34b2bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-2940000000-731a77b68084064be8edNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-015a-3006900000-f18ee73bc0a7d3c13043Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-006t-7039200000-f7cff2d74b7123f39192Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pid-3292000000-278a04cb3a54f8c484a4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01q9-3005900000-e4359c0b8ab56a4704f9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03du-4009200000-8c54dec71bd1615fb256Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-1003-9007000000-5a5528ba9939d962b66bNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
2309.0Log mg/kg[1300:4100]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
309CorticosteroidsHealthcare, pharmaceuticals & veterinary productsNot Available
310Corticosteroids, combinations with antisepticsHealthcare, pharmaceuticals & veterinary productsNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
605Pest RepellantsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
630ToysRecreation & sports surfacesNot Available
640Embroidering And TuftingTextiles, leather & furnishingsNot Available
647Multicolour DyeingTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Mineralocorticoid receptor structureClick to view 3D structureMineralocorticoid receptorP08235HumansPredicted (SEA)1.08989
Corticosteroid-binding globulin structureClick to view 3D structureCorticosteroid-binding globulinP08185HumansPredicted (SEA)0.700643
Sex hormone-binding globulin structureClick to view 3D structureSex hormone-binding globulinP04278HumansPredicted (SEA)1.40129
Glucocorticoid receptor structureClick to view 3D structureGlucocorticoid receptorP04150HumansPredicted (SEA)6.77288
Click to view 3D structureAndrogen receptorP15207Rattus norvegicusPredicted (SEA)6.77288
Click to view 3D structureGlucocorticoid receptorP06537Mus musculusPredicted (SEA)0.622794
Click to view 3D structureGlucocorticoid receptorP06536Rattus norvegicusPredicted (SEA)2.80257
Androgen receptor structureClick to view 3D structureAndrogen receptorP10275HumansPredicted (SEA)16.4262
Click to view 3D structureProgesterone receptorQ690N0Bos taurusPredicted (SEA)4.43741
Progesterone receptor structureClick to view 3D structureProgesterone receptorP06401HumansPredicted (SEA)14.4021
Estrogen receptor structureClick to view 3D structureEstrogen receptorP03372HumansPredicted (SEA)25.7681
Click to view 3D structureSolute carrier family 22 member 3O88446Rattus norvegicusPredicted (SEA)0.856341
Click to view 3D structure11-beta-hydroxysteroid dehydrogenase type 2P80365HumansPredicted (SEA)3.26967
Click to view 3D structureAndrogen receptorP19091Mus musculusPredicted (SEA)3.89246
Estrogen receptor beta structureClick to view 3D structureEstrogen receptor betaQ92731HumansPredicted (SEA)27.9479
Click to view 3D structureSolute carrier organic anion transporter family member 1A1P46720Rattus norvegicusPredicted (SEA)3.26967
Steroid 17-alpha-hydroxylase/17,20 lyase structureClick to view 3D structureSteroid 17-alpha-hydroxylase/17,20 lyaseP05093HumansPredicted (SEA)11.8331
11-beta-hydroxysteroid dehydrogenase 1 structureClick to view 3D structure11-beta-hydroxysteroid dehydrogenase 1P28845HumansPredicted (SEA)16.8933
Click to view 3D structure3-oxo-5-alpha-steroid 4-dehydrogenase 1P18405HumansPredicted (SEA)4.7488
3-oxo-5-alpha-steroid 4-dehydrogenase 2 structureClick to view 3D structure3-oxo-5-alpha-steroid 4-dehydrogenase 2P31213HumansPredicted (SEA)6.92858
Bile salt export pump structureClick to view 3D structureBile salt export pumpO95342HumansPredicted (SEA)24.8339
Click to view 3D structureSolute carrier family 22 member 2Q9R0W2Rattus norvegicusPredicted (SEA)1.01204
G-protein coupled bile acid receptor 1 structureClick to view 3D structureG-protein coupled bile acid receptor 1Q8TDU6HumansPredicted (SEA)41.1044
Aromatase structureClick to view 3D structureAromataseP11511HumansPredicted (SEA)62.1237
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)1196.78
Concentrations
Not Available
External Links
IdentifiersNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available