Hydrocortisone buteprate (CED0030834)

Record Information

Version

1.0

Creation Date

2016-05-22 06:34:02 UTC

Update Date

2026-08-22 08:36:01 UTC

SynCED ID

CED0030834

Secondary Accession Numbers

CHEM019845

Identification

Common Name

Hydrocortisone buteprate

Class

Small Molecule

Description

Hydrocortisone buteprate is an organic compound with the chemical formula $\text{C}_{28}\text{H}_{40}\text{O}_7$ and an average molecular weight of 488.61 g/mol. Hydrocortisone buteprate belongs to the pregnane steroids, a subclass of steroids and steroid derivatives within the organic compounds. It is classified within the superclass of lipids and lipid-like molecules. The compound has been identified in two recorded sources: indoor air, representing air, dust, and atmospheric transport, and corticosteroids, representing healthcare, pharmaceuticals, and veterinary products. Recorded exposure routes for this substance include topical application and inhalation. Hydrocortisone buteprate interacts with four recorded protein targets. It acts as an agonist or inhibitor of the glucocorticoid receptor (NR3C1), Annexin A1 (ANXA1), 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1 (HSD3B1), and 11-beta-hydroxysteroid dehydrogenase type 2 (HSD11B2).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Hydrocortisone buteprate	Kegg
Hydrocortisone probutate	Kegg
Pandel	Kegg
Hydrocortisone butepric acid	Generator
Hydrocortisone probutic acid	Generator
Hydrocortisone butyric acid propionic acid	Generator
Hydrocortisone 17-butyrate 21-propionate	MeSH
Hydrocortisone butyrate propionate	KEGG

Chemical Formula

C₂₈H₄₀O₇

Average Molecular Mass

488.613 g/mol

Monoisotopic Mass

488.277 g/mol

CAS Registry Number

72590-77-3

IUPAC Name

(1S,2R,10S,11S,14R,15S,17S)-17-hydroxy-2,15-dimethyl-5-oxo-14-[2-(propanoyloxy)acetyl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl butanoate

Traditional Name

pandel

SMILES

[H][C@@]12CC[C@](OC(=O)CCC)(C(=O)COC(=O)CC)[C@@]1(C)C[C@]([H])(O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C28H40O7/c1-5-7-24(33)35-28(22(31)16-34-23(32)6-2)13-11-20-19-9-8-17-14-18(29)10-12-26(17,3)25(19)21(30)15-27(20,28)4/h14,19-21,25,30H,5-13,15-16H2,1-4H3/t19-,20-,21-,25+,26-,27-,28-/m0/s1

InChI Key

FOGXJPFPZOHSQS-AYVLZSQQSA-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
Steroid ester
20-oxosteroid
3-oxo-delta-4-steroid
3-oxosteroid
11-hydroxysteroid
11-beta-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Alpha-acyloxy ketone
Dicarboxylic acid or derivatives
Cyclic alcohol
Carboxylic acid ester
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

butyrate ester (CHEBI:31675 )
corticosteroid hormone (CHEBI:31675 )
C21 steroids (gluco/mineralocorticoids, progestogens) and derivatives (C13358 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030128 )

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	0.0028 g/L	ALOGPS
logP	3.83	ALOGPS
logP	4	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	14.81	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.97 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	129.56 m³·mol⁻¹	ChemAxon
Polarizability	54.07 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-5003900000-0f94bc1b80685ae091eb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0l6s-9013500000-b12f0ba96b6c6266843a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ab9-7192000000-4273380582eb75a58520	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05tr-9002500000-74c326584f62975a033a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05fr-9002100000-6903d0188f3fbfd3f482	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ab9-9002000000-b776518acc6a8159fa33	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2590.0 Log mg/kg [1500:4600]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000019	Indoor air?Indoor air can be a significant reservoir for synthetic chemical contaminants, which often originate from various sources within enclosed environments.	Air, dust & atmospheric transport	Not Available
CEDs000309	Corticosteroids?Corticosteroids are synthetic drugs that mimic the effects of hormones produced by the adrenal glands and are widely used for their anti-inflammatory and immunosuppressive properties.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	Electrical & Electronic Equipment	PubChem
CEDs000537	Television Systems?Television systems can be a source of synthetic chemical contamination due to the various materials and components used in their manufacture and operation.	Electrical & Electronic Equipment	PubChem
CEDs000583	Anchoring Equipment?Anchoring equipment, commonly used in marine applications, can be a source of synthetic chemical contamination due to the materials and coatings utilized in their manufacturing.	Marine, shipping & aquaculture	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000617	Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000642	Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.	Textiles, leather & furnishings	PubChem
CEDs000695	Treatment Of Milk Or Cream?The treatment of milk or cream involves various processes such as pasteurization, homogenization, and the addition of preservatives to enhance shelf life and safety.	Food, food processing & cookware	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem
CEDs000741	Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.	Paper, pulp & fiber products	PubChem

Pathways

1 pathwayPathway Source: PathBank

Hydrocortisone probutate Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	Prediction Confidence Score 0.472 Applicability Domain 0.569 Statistical Significance 4.00e-04 Supporting Reference Compounds 74 E-value 3.11397
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	Prediction Confidence Score 0.46 Applicability Domain 0.569 Statistical Significance 5.60e-04 Supporting Reference Compounds 33 E-value 4.35956
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	Prediction Confidence Score 0.46 Applicability Domain 0.569 Statistical Significance 3.90e-04 Supporting Reference Compounds 21 E-value 3.03612
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	Prediction Confidence Score 0.432 Applicability Domain 0.569 Statistical Significance 0.0017 Supporting Reference Compounds 154 E-value 13.1565
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.419 Applicability Domain 0.473 Statistical Significance 0.0011 Supporting Reference Compounds 73 E-value 8.71911
Click to view 3D structure	Glucocorticoid receptor	P06537	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.393 Applicability Domain 0.569 Statistical Significance 1.40e-04 Supporting Reference Compounds 10 E-value 1.08989
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	Prediction Confidence Score 0.389 Applicability Domain 0.442 Statistical Significance 0.0028 Supporting Reference Compounds 146 E-value 21.7978
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.384 Applicability Domain 0.403 Statistical Significance 7.60e-04 Supporting Reference Compounds 40 E-value 5.91654
Click to view 3D structure	Glucocorticoid receptor	P06536	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.376 Applicability Domain 0.569 Statistical Significance 6.00e-04 Supporting Reference Compounds 26 E-value 4.67095
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	Prediction Confidence Score 0.362 Applicability Domain 0.39 Statistical Significance 0.0028 Supporting Reference Compounds 119 E-value 22.1092
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	Prediction Confidence Score 0.35 Applicability Domain 0.39 Statistical Significance 0.0058 Supporting Reference Compounds 201 E-value 44.9968
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.346 Applicability Domain 0.442 Statistical Significance 6.20e-04 Supporting Reference Compounds 19 E-value 4.82665
Click to view 3D structure	11-beta-hydroxysteroid dehydrogenase type 2	P80365	Humans	Predicted (SEA)	Prediction Confidence Score 0.343 Applicability Domain 0.473 Statistical Significance 5.60e-04 Supporting Reference Compounds 32 E-value 4.35956
Click to view 3D structure	Solute carrier family 22 member 3	O88446	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.338 Applicability Domain 0.474 Statistical Significance 3.30e-04 Supporting Reference Compounds 3 E-value 2.56902
Click to view 3D structure	Steroid 17-alpha-hydroxylase/17,20 lyase	P05093	Humans	Predicted (SEA)	Prediction Confidence Score 0.333 Applicability Domain 0.442 Statistical Significance 0.0017 Supporting Reference Compounds 69 E-value 13.3901
Click to view 3D structure	Solute carrier organic anion transporter family member 1A1	P46720	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.321 Applicability Domain 0.474 Statistical Significance 7.30e-04 Supporting Reference Compounds 10 E-value 5.68299
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	Prediction Confidence Score 0.321 Applicability Domain 0.39 Statistical Significance 0.0072 Supporting Reference Compounds 174 E-value 55.8957
Click to view 3D structure	11-beta-hydroxysteroid dehydrogenase 1	P28845	Humans	Predicted (SEA)	Prediction Confidence Score 0.302 Applicability Domain 0.473 Statistical Significance 0.0026 Supporting Reference Compounds 76 E-value 20.1629
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 1	P18405	Humans	Predicted (SEA)	Prediction Confidence Score 0.301 Applicability Domain 0.354 Statistical Significance 7.90e-04 Supporting Reference Compounds 14 E-value 6.15009
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	Prediction Confidence Score 0.3 Applicability Domain 0.364 Statistical Significance 0.0042 Supporting Reference Compounds 104 E-value 32.7745
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 2	P31213	Humans	Predicted (SEA)	Prediction Confidence Score 0.297 Applicability Domain 0.354 Statistical Significance 0.0011 Supporting Reference Compounds 19 E-value 8.40772
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.295 Applicability Domain 0.378 Statistical Significance 0.1895 Supporting Reference Compounds 1538 E-value 1475.55
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	Prediction Confidence Score 0.285 Applicability Domain 0.378 Statistical Significance 0.0122 Supporting Reference Compounds 127 E-value 95.3653
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	Prediction Confidence Score 0.28 Applicability Domain 0.39 Statistical Significance 0.0069 Supporting Reference Compounds 54 E-value 53.9495
Click to view 3D structure	Solute carrier family 22 member 2	Q9R0W2	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.278 Applicability Domain 0.474 Statistical Significance 3.00e-04 Supporting Reference Compounds 14 E-value 2.33548