Basic information
- CAS
152-58-9- Standard SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO- InChIKey
WHBHBVVOGNECLV-OBQKJFGGSA-N- Molecular formula
- C21H30O4
- Average molar mass
- 346.5 g/mol
- Monoisotopic mass
- 346.21440944
Overview
11-deoxycortisol is a deoxycortisol that is cortisol in which the hydroxy group at position 11 has been replaced by a hydrogen. It has a role as a mouse metabolite and a human metabolite. It is a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone, a deoxycortisol and a glucocorticoid.
Names & identifiers
- Preferred name
- 11-Deoxycortisol
- IUPAC
- (8R,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
- English name
- CORTEXOLONE
- Molecular formula
- C21H30O4
- Molecular weight
- 346.46
Names & synonyms
CORTODOXONE11-Deoxycortisol152-58-9Reichstein's substance S11-Deoxyhydrocortisone17,21-DihydroxyprogesteroneCortisol, 11-deoxy-11-Deoxy-17-hydroxycorticosterone11-deoxycortisone11-Desoxyhydrocortisone17alpha-Hydroxycortexone17-Hydroxy-11-deoxycorticosterone
Show more names
Deoxycortisol11-DESOXYCORTISOL4-Pregnene-17a,21-diol-3,20-dione
Pregn-4-ene-3,20-dione, 17,21-dihydroxy-11-DesoxycortisoneSK&F 305011-Desoxy-17-hydroxycorticosteroneNSC-1831711 Deoxycortisol17-alpha-HydroxycortexoneDTXSID8045642
Database identifiers
- CAS
152-58-9- PubChem CID
- 440707
- DTXSID
DTXSID8045642- ChEMBL
CHEMBL253144- ChEBI
CHEBI:28324- UNII
- WDT5SLP0HQ
- EC Number
- 205-805-2
- Nikkaji
- J5.867J
Properties
Computed structural properties
- XLogP
- 2.5
- 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
- 652
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]
SpringerMaterials PropertiesChemical shift
LogP3.08
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point215 °C
Physical DescriptionSolid
Collision Cross Section
187.4 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
187.7 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
187.2 Ų [M+H]+
211.4 Ų [M+Na]+
Physicochemical properties
- Melting point
- 205 · 205-208 °C
- Boiling point
- 401.19 °C · 401.19°C (rough estimate)
- Density
- 1.22 · 1.22±0.1 g/cm3 (20 ºC 760 Torr)
- refractive index
- 120 ° · 120 ° (C=1, Dioxane)
- Flash point
- 9 ℃ · 9℃
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Dioxane (Slightly, Heated, Sonicated), DMSO (Slightly), Methanol (Slightly, Heated)
- form
- Solid
- pka
- 12 · 12+-.0.60(Predicted)
- color
- White to Off-White
- Water Solubility
- 44.08 mg/L · 44.08mg/L(37 ºC)
- Merck
- 14 · 14,2932
- Major Application
- diagnostic assay manufacturinghematologyhistology
- InChI
- InChI=1S/C21H30O4/c1-19-8-5-14(23)11-13(19)3-4-15-16(19)6-9-20(2)17(15)7-10-21(20,25)18(24)12-22/h11,15-17,22,25H,3-10,12H2,1-2H3/t15-,16+,17+,19+,20+,21+/m1/s1
- InChIKey
- WHBHBVVOGNECLV-OBQKJFGGSA-N
- SMILES
- C1(=O)C=C2[C@](C)(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)[C@@](O)(C(=O)CO)CC3)CC2
- CAS DataBase Reference
- 152 · 152-58-9(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 5 SLP0HQ · WDT5SLP0HQ
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 2 · GHS02,GHS06,GHS08
- Signal word
- Danger
- Hazard statements
- 225 · H225-H301+H311+H331-H370
- Precautionary statements
- 210 · P210-P260-P280-P301+P310-P311
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- F,T
- Risk Statements
- 11 · 11-23/24/25-39/23/24/25
- Safety Statements
- 24 · 24/25-22-45-36/37-16-7
- RIDADR
- 1230 · UN1230 - class 3 - PG 2 - Methanol, solution
- WGK Germany
- 3 · 3
- RTECS
- 5011500 · TU5011500
- HS Code
- 2937.23 · 2937.23.5050
- Storage Class
- 11 · 11 - Combustible Solids
- Toxicity
- 50 · mouse,LD50,intravenous,100mg/kg (100mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04684,
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- TU5011500
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- hs_code
- 2937.23.5050
- Toxicity
- mouse,LD50,intravenous,100mg/kg (100mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04684,
- risk_code
- 11-23/24/25-39/23/24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS06,GHS08
- hazard_code
- F,T
- safety_code
- 24/25-22-45-36/37-16-7
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H225-H301+H311+H331-H370
- Precautionary statements
- P210-P260-P280-P301+P310-P311
Chemistry & industry
Pharmacology
Metabolism/Metabolites17Beta-21-dihydroxyprogesterone is a known human metabolite of 17alpha-hydroxy-progesterone.
Tissue LocationsAll Tissues
Cellular LocationsCytoplasm
Metabolite Pathways11-beta-hydroxylase deficiency (CYP11B1)
Applications
Uses11-Deoxy Cortisol (Hydrocortisone EP Impurity F) is a glucocorticoid receptor binding.
Upstream & downstream products
Downstream products
Suppliers103 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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Additional notes
DefinitionChEBI: 11-deoxycortisol is a deoxycortisol that is cortisol in which the hydroxy group at position 11 has been replaced by a hydrogen. It has a role as a mouse metabolite and a human metabolite. It is a glucocorticoid, a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone and a deoxycortisol.
Related reactions
3 records
Compound notes
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