Medrysone (CED0016776)

Record Information

Version

1.0

Creation Date

2016-05-22 05:07:27 UTC

Update Date

2026-05-14 16:24:57 UTC

Accession Number

CHEM018276

Identification

Common Name

Medrysone

Class

Small Molecule

Description

Medrysone belongs to the pregnane steroids, a subclass of steroids and steroid derivatives within the organic compounds. This lipid-like molecule has the chemical formula C22H32O3 and an average molecular weight of 344.49 g/mol. The compound is found in or released from three recorded sources, including antiinflammatory agents within healthcare, pharmaceuticals, and veterinary products, as well as non electric simulated smoking devices among household cleaning and consumer products. It is also present in indoor air, dust, and atmospheric transport. Recorded exposure routes for this substance include ophthalmic and inhalation. Medrysone interacts with four recorded protein targets. It acts as an agonist or modulator of the glucocorticoid receptor (NR3C1). Additionally, it targets three steroid hormone receptors: ERR1 (ESRRA), ERR2 (ESRRB), and the estrogen-related receptor gamma (ESRRG).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
11beta-Hydroxy-6alpha-methylpregn-4-ene-3,20-dione	Kegg
HMS	Kegg
11b-Hydroxy-6a-methylpregn-4-ene-3,20-dione	Generator
11Β-hydroxy-6α-methylpregn-4-ene-3,20-dione	Generator
Hydroxymesterone	HMDB
11-Hydroxy-6-methylprogesterone	HMDB
HMS Liquifilm	HMDB
HMS Suspension	HMDB

Chemical Formula

C₂₂H₃₂O₃

Average Molecular Mass

344.488 g/mol

Monoisotopic Mass

344.235 g/mol

CAS Registry Number

2668-66-8

IUPAC Name

(1S,2R,8S,10S,11S,14S,15S,17S)-14-acetyl-17-hydroxy-2,8,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

Traditional Name

medrysone

SMILES

[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C22H32O3/c1-12-9-15-17-6-5-16(13(2)23)22(17,4)11-19(25)20(15)21(3)8-7-14(24)10-18(12)21/h10,12,15-17,19-20,25H,5-9,11H2,1-4H3/t12-,15-,16+,17-,19-,20+,21-,22+/m0/s1

InChI Key

GZENKSODFLBBHQ-ILSZZQPISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
20-oxosteroid
3-oxo-delta-4-steroid
3-oxosteroid
11-hydroxysteroid
11-beta-hydroxysteroid
Hydroxysteroid
Oxosteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Ketone
Secondary alcohol
Cyclic ketone
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

corticosteroid hormone (CHEBI:34829 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.034 g/L	ALOGPS
logP	3.06	ALOGPS
logP	3.13	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	19.14	ChemAxon
pKa (Strongest Basic)	-0.26	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	1	ChemAxon
Refractivity	98.85 m³·mol⁻¹	ChemAxon
Polarizability	39.92 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0kou-1968000000-6477c0d7e9701194dbec	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0uka-3539600000-a280d5d2a7873de198e3	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0329000000-a39ea3d5131dd74530f9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-4901000000-b25f2b64f82210ccef6f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0329000000-a39ea3d5131dd74530f9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-053j-3920000000-e4a574efed2d534b983c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004j-0009000000-dbb86b9b0caf47f63423	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056s-0459000000-19e6ee06a6dad18c5ac7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0pvi-4293000000-11a3580a7ecc9f1097d6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0009000000-28e86ee7311b452f8e3e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0009000000-b446d1e7be66aa56b146	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01t9-1049000000-e79e07a1ab29aca63f0f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0009000000-ac6607003a942882fb06	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0029000000-0609dc06d861d9788046	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a6s-0069000000-de9864609d2f0e26016d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0009000000-7b480a50024999a1446f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00pj-0195000000-be5aede579feb32cbfc0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05r0-2390000000-61b8b3d1b1e80d21b69c	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2090.0	Log mg/kg	[1200:3700]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
19	Indoor air	Air, dust & atmospheric transport	Not Available
396	Antiinflammatory agents	Healthcare, pharmaceuticals & veterinary products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
616	Face Mask Cosmetics	Personal care & cosmetics	Not Available

Pathways

3 pathways

Medrysone Action Pathway

Medrysone Drug Metabolism Action Pathway

Medrysone Predicted Metabolism Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	1.16774
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	4.43741
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	2.25763
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	3.34752
Click to view 3D structure	11-beta-hydroxysteroid dehydrogenase type 2	P80365	Humans	Predicted (SEA)	1.47914
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	13.4679
Click to view 3D structure	11-beta-hydroxysteroid dehydrogenase 1	P28845	Humans	Predicted (SEA)	6.69503
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	4.43741
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	18.1389
Click to view 3D structure	Solute carrier family 22 member 3	O88446	Rattus norvegicus	Predicted (SEA)	0.544945
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	1.71268
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	21.0971
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 2	P31213	Humans	Predicted (SEA)	4.12601
Click to view 3D structure	Solute carrier organic anion transporter family member 1A1	P46720	Rattus norvegicus	Predicted (SEA)	3.03612
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	29.1156
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	47.4102
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 1	P18405	Humans	Predicted (SEA)	3.73676
Click to view 3D structure	3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1	P14060	Humans	Predicted (SEA)	2.25763
Click to view 3D structure	Solute carrier family 22 member 2	Q9R0W2	Rattus norvegicus	Predicted (SEA)	0.622794
Click to view 3D structure	Steroid 17-alpha-hydroxylase/17,20 lyase	P05093	Humans	Predicted (SEA)	14.1686
Click to view 3D structure	Solute carrier family 22 member 1	O15245	Humans	Predicted (SEA)	2.25763
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	374.299
Click to view 3D structure	Solute carrier family 22 member 3	O75751	Humans	Predicted (SEA)	0.778492
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	59.0876
Click to view 3D structure	Aldo-keto reductase family 1 member B10	O60218	Humans	Predicted (SEA)	33.0081