Prednicarbate (CED0014107)

Record Information

Version

1.0

Creation Date

2016-05-22 05:11:07 UTC

Update Date

2026-08-22 07:41:34 UTC

Accession Number

CHEM018360

Identification

Common Name

Prednicarbate

Class

Small Molecule

Description

Prednicarbate is an organic compound with the formula C27H36O8 and an average molecular weight of 488.58 g/mol. Prednicarbate belongs to the pregnane steroids, a subclass of steroids and steroid derivatives within the organic compounds. It is classified under the superclass of lipids and lipid-like molecules. This compound is found in healthcare, pharmaceuticals, and veterinary products as a corticosteroid, with topical application as the recorded route of exposure. Prednicarbate acts on four recorded protein targets, serving as an agonist or modulator of the glucocorticoid receptor (NR3C1), as well as the steroid hormone receptors ERR1 (ESRRA) and ERR2 (ESRRB), and the estrogen-related receptor gamma (ESRRG).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dermatop	Kegg
Prednicarbic acid	Generator
[2-[(8S,9S,10R,11S,13S,14S,17R)-17-Ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoic acid	Generator
HOE-777	MeSH
Prednicarbate	MeSH
Peitel	MeSH
Batmen	MeSH
Prednisolone-17-ethylcarbonate-21-propionate	MeSH
HOE 777	MeSH
2-[(1S,2R,10S,11S,14R,15S,17S)-14-[(Ethoxycarbonyl)oxy]-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl]-2-oxoethyl propanoic acid	Generator

Chemical Formula

C₂₇H₃₆O₈

Average Molecular Mass

488.577 g/mol

Monoisotopic Mass

488.241 g/mol

CAS Registry Number

73771-04-7

IUPAC Name

2-[(1S,2R,10S,11S,14R,15S,17S)-14-[(ethoxycarbonyl)oxy]-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl]-2-oxoethyl propanoate

Traditional Name

batmen

SMILES

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

InChI Identifier

InChI=1S/C27H36O8/c1-5-22(31)34-15-21(30)27(35-24(32)33-6-2)12-10-19-18-8-7-16-13-17(28)9-11-25(16,3)23(18)20(29)14-26(19,27)4/h9,11,13,18-20,23,29H,5-8,10,12,14-15H2,1-4H3/t18-,19-,20-,23+,25-,26-,27-/m0/s1

InChI Key

FNPXMHRZILFCKX-KAJVQRHHSA-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-1,4-steroid
3-oxosteroid
11-hydroxysteroid
11-beta-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-1,4-steroid
Alpha-acyloxy ketone
Carbonic acid diester
Cyclic alcohol
Carbonic acid derivative
Ketone
Carboxylic acid ester
Secondary alcohol
Cyclic ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

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	0.0056 g/L	ALOGPS
logP	3.08	ALOGPS
logP	3.83	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	14.83	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	116.2 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	127.8 m³·mol⁻¹	ChemAxon
Polarizability	52.43 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
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-3971000000-7e24277333421d606578	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-060a-3005900000-d9e4fa61cf4cf00f4148	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0aos-9018800000-c5957b71204135df5caf	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-053r-3392000000-6385f1f1e0baf838d967	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05g0-9001600000-849993bbab0bb34d4c92	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9002100000-67905fe80232959f1755	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ab9-9002000000-3257618f27bc709e5170	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
2072.0	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
309	Corticosteroids	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

2 pathways

Prednicarbate Action Pathway

Prednicarbate Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	11.8331
Click to view 3D structure	Glucocorticoid receptor	P06536	Rattus norvegicus	Predicted (SEA)	2.88042
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	7.78492
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	8.01847
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	17.049
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	39.236
Click to view 3D structure	Glucocorticoid receptor	P06537	Mus musculus	Predicted (SEA)	2.33548
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	17.9832
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	33.553
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	34.4872
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	11.0546
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	16.7376
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	45.6196
Click to view 3D structure	Tyrosine aminotransferase	P04694	Rattus norvegicus	Predicted (SEA)	1.71268
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	51.614
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 2	Q9R1A7	Rattus norvegicus	Predicted (SEA)	2.17978
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	18.2946
Click to view 3D structure	Interstitial collagenase	P03956	Humans	Predicted (SEA)	534.98
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	3673.55
Click to view 3D structure	Solute carrier organic anion transporter family member 1A1	P46720	Rattus norvegicus	Predicted (SEA)	12.3002
Click to view 3D structure	Solute carrier family 22 member 3	O88446	Rattus norvegicus	Predicted (SEA)	13.0787
Click to view 3D structure	11-beta-hydroxysteroid dehydrogenase type 2	P80365	Humans	Predicted (SEA)	16.8154
Click to view 3D structure	Steroid 17-alpha-hydroxylase/17,20 lyase	P05093	Humans	Predicted (SEA)	59.7104
Click to view 3D structure	Protein kinase C delta type	Q05655	Humans	Predicted (SEA)	2036.54
Click to view 3D structure	cAMP-dependent protein kinase catalytic subunit alpha	P17612	Humans	Predicted (SEA)	2406.63