Basic information
- CAS
50-22-6- Standard SMILES
C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO- InChIKey
OMFXVFTZEKFJBZ-HJTSIMOOSA-N- Molecular formula
- C21H30O4
- Average molar mass
- 346.5 g/mol
- Monoisotopic mass
- 346.21440943
Names & identifiers
- Preferred name
- Corticosterone
- IUPAC
- (8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
- English name
- CORTICOSTERONE
- Molecular formula
- C21H30O4
- Molecular weight
- 346.47
Names & synonyms
CORTICOSTERONE50-22-617-DeoxycortisolReichstein's substance HKendall's compound BCorticosteron11beta,21-Dihydroxyprogesterone(11beta)-11,21-Dihydroxypregn-4-ene-3,20-dione11Beta,21-dihydroxypregn-4-ene-3,20-dioneNSC-970511beta,21-Dihydroxy-4-pregnene-3,20-dione4-Pregnene-11beta,21-diol-3,20-dione
Show more names
Compound B21-Dihydroxyprogesterone11,21-Dihydroxypregn-4-ene-3,20-dionecompoundb11β,21-DihAzlocillineKENDALL'S 'B'
DTXSID6022474CHEBI:16827W980KJ009P(8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-oneDTXCID702474(8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthren-3-oneRefChem:579253200-019-6
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 74.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 638
Experimental & physicochemical properties
LogP1.94
Solubility0.199 mg/mL
Melting Point179 °C
Physical DescriptionSolid
Kovats Retention Index3341.1
Collision Cross Section
212.4 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID6022474]
186.8 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；211.8 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；186.9 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；208.4 Ų [M+K]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
186.8 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]；186.46 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
186.8 Ų [M-H]-；212.2 Ų [M+Na]+；187 Ų [M+H]+；209 Ų [M+K]+
Physicochemical properties
Safety & regulation
GHS classification
GHS Classification
Warning
H317 (97.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazard Classes and CategoriesSkin Sens. 1 (97.5%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- rtecs
- GM7650000
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- hs_code
- 29372900
- Toxicity
- An adrenocortical steroid with modest glucocorticoid and mineralocorticoid activity. It is the primary glucocorticoid in the rat.
- risk_code
- 43-40-39/23/24/25-23/24/25-11
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xi,N,Xn,T,F
- safety_code
- 36-22-45-36/37-16
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302+H312+H332-H351
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationSubstances that reduce or suppress INFLAMMATION.
Tissue LocationsAdipose Tissue；Adrenal Cortex；Adrenal Gland；Brain；Epidermis；Fibroblasts；Intestine；Kidney；Liver；Neuron；Ovary；Placenta；Platelet；Spleen；Testis
Cellular LocationsCytoplasm；Endoplasmic reticulum；Extracellular；Membrane；Mitochondria
Metabolite Pathways
11-beta-hydroxylase deficiency (CYP11B1)；17-alpha-hydroxylase deficiency (CYP17)；21-hydroxylase deficiency (CYP21)；3-Beta-Hydroxysteroid Dehydrogenase Deficiency；Adrenal Hyperplasia Type 3 or Congenital Adrenal Hyperplasia due to 21-hydroxylase Deficiency；Adrenal Hyperplasia Type 5 or Congenital Adrenal Hyperplasia due to 17 Alpha-hydroxylase Deficiency；Apparent mineralocorticoid excess syndrome；Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH；Corticosterone methyl oxidase I deficiency (CMO I)；Corticosterone methyl oxidase II deficiency - CMO II；Total 11 pathways, visit the HMDB page for details
Uses & manufacturing
Use ClassificationPharmaceuticals
Applications
DescriptionCorticosterone is a steroid hormone produced in the cortex of the adrenal glands that binds to both glucocorticoid and mineralocorticoid receptors. It is produced in response to ACTH (corticotropic hormone) and is the precursor to aldosterone synthesis. Since the production of glucocorticoids is increased by stress, it is often used as a biomarker of stress. Plasma corticosterone levels have a circadian variation and corticosterone may be important in the regulation of the sleep-wake cycle.
UsesGlucocorticoid; an intermediate in the biosynthesis of aldosterone, isolated from the adrenal cortex.
Related reactions
2 records
Compound notes
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