Methylprednisolone aceponate

Modify Date: 2024-01-02 10:54:11

Methylprednisolone aceponate structure	Common Name	Methylprednisolone aceponate
	CAS Number	86401-95-8	Molecular Weight	472.570
	Density	1.2±0.1 g/cm3	Boiling Point	595.8±50.0 °C at 760 mmHg
	Molecular Formula	C₂₇H₃₆O₇	Melting Point	N/A
	MSDS	N/A	Flash Point	193.1±23.6 °C

Use of Methylprednisolone aceponate

Methylprednisolone aceponate (ZK 91588) is a glucocorticoid and anti-inflammatory agent with weak systemic effects. Methylprednisolone aceponate is a selective glucocorticoid receptor Ligand.Methylprednisolone aceponate can be used for research of eczema and other inflammatory skin disorders[1][2][3].

Name	Methylprednisolone aceponate
Synonym	More Synonyms

Description	Methylprednisolone aceponate (ZK 91588) is a glucocorticoid and anti-inflammatory agent with weak systemic effects. Methylprednisolone aceponate is a selective glucocorticoid receptor Ligand.Methylprednisolone aceponate can be used for research of eczema and other inflammatory skin disorders[1][2][3].
Related Catalog	Research Areas >> Inflammation/Immunology Signaling Pathways >> GPCR/G Protein >> Glucocorticoid Receptor
In Vitro	Methylprednisolone aceponate 抑制胶原酶启动子活性 (在 HeLa 细胞中)、LPS 诱导的 IL-12p40 分泌 (在人 PBMC 中) 和植物凝集素诱导的 IFN-γ 分泌 (在人 PBMC 中)，IC50s 分别为 9.3 , 16.8, 15.2 nM[3]. Methylprednisolone aceponate 激活 MMTV 启动子和 TAT 活性，EC50 分别为 21.8 和 20.5 nM[3]。
In Vivo	Methylprednisolone aceponate (局部应用, 50 μL, 巴豆油引起的伊文蓝水肿模型) 具有抗炎作用，IC50 为 0.0015%，全身副作用低[1]. Methylprednisolone aceponate (0.0001%-0.1%，局部应用) 在小鼠和大鼠的刺激性接触性皮炎中抑制水肿形成，ED50 为 0.002%[3]。 Animal Model: Irritant contact dermatitis mice and rat[3] Dosage: 0.0001%-0.1% Administration: Topically applied, 10 µL for mice and 20 µL for rats. Result: Significantly inhibited ear inflammation.
References	[1]. Ruzicka T. Methylprednisolone aceponate in eczema and other inflammatory skin disorders -- a clinical update. Int J Clin Pract. 2006 Jan;60(1):85-92. [2]. H.J. Zentel, et al. Preclinical evaluation of a new topical corticosteroid methylprednisolone aceponate. 1994. 3 (s1), S32-S38. [3]. Schäcke H, et al. Characterization of ZK 245186, a novel, selective glucocorticoid receptor agonist for the topical treatment of inflammatory skin diseases. Br J Pharmacol. 2009 Oct;158(4):1088-103.

Density	1.2±0.1 g/cm3
Boiling Point	595.8±50.0 °C at 760 mmHg
Molecular Formula	C₂₇H₃₆O₇
Molecular Weight	472.570
Flash Point	193.1±23.6 °C
Exact Mass	472.246094
PSA	106.97000
LogP	4.01
Vapour Pressure	0.0±3.8 mmHg at 25°C
Index of Refraction	1.560

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TU3686900

CHEMICAL NAME :: Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-11-hydroxy-6-methyl-17-(1-oxopropoxy)- , (6-alpha,11-beta)-

CAS REGISTRY NUMBER :: 86401-95-8

LAST UPDATED :: 199612

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C27-H36-O7

MOLECULAR WEIGHT :: 472.63

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 19,3103,1991 ** ACUTE TOXICITY DATA **

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Gastrointestinal - hypermotility, diarrhea Kidney, Ureter, Bladder - incontinence

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 19,3015,1991

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >3 gm/kg

TOXIC EFFECTS :: Endocrine - other changes

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 19,3015,1991 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 7280 ug/kg/52W-C

TOXIC EFFECTS :: Endocrine - changes in thymus weight Blood - changes in leukocyte (WBC) count Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 19,3039,1991

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3920 ug/kg/14W-C

TOXIC EFFECTS :: Liver - changes in liver weight Endocrine - changes in spleen weight Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 19,3021,1991 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 1620 ug/kg

SEX/DURATION :: male 60 day(s) pre-mating female 2 week(s) pre-mating - 7 day(s) after conception

TOXIC EFFECTS :: Reproductive - Paternal Effects - other effects on male Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Effects on Embryo or Fetus - other effects to embryo

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 19,3063,1991

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 3300 ug/kg

SEX/DURATION :: female 7-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 19,3073,1991

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 11 mg/kg

SEX/DURATION :: female 7-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - other effects Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 19,3073,1991

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 27 mg/kg

SEX/DURATION :: female 17-22 day(s) after conception lactating female 21 day(s) post-birth

TOXIC EFFECTS :: Reproductive - Maternal Effects - parturition Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4)

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 19,3089,1991

21-acetoxy-6α-m...

CAS#:86413-47-0

Methylprednisol...

CAS#:86401-95-8

Literature: US4587236 A1, ;

11β,21-dihydrox...

CAS#:79512-61-1

17α,21-diacetox...

CAS#:86413-24-3

Methylprednisol...

CAS#:86401-95-8

Literature: US4587236 A1, ;

6α-Methylpredni...

CAS#:85198-27-2

Methylprednisol...

CAS#:86401-95-8

Literature: Chemical and Pharmaceutical Bulletin, , vol. 33, # 5 p. 1889 - 1898

(6S,8S,9S,10R,1...

CAS#:99598-76-2

Methylprednisol...

CAS#:86401-95-8

Literature: Chemical and Pharmaceutical Bulletin, , vol. 33, # 5 p. 1889 - 1898

Ethanoic anhydride

CAS#:108-24-7

11β,21-dihydrox...

CAS#:79512-61-1

Methylprednisol...

CAS#:86401-95-8

Literature: Chemical and Pharmaceutical Bulletin, , vol. 33, # 5 p. 1889 - 1898

Precursor 5
CAS#:86413-47-0 21-acetoxy-6α-m... CAS#:79512-61-1 11β,21-dihydrox... CAS#:86413-24-3 17α,21-diacetox... CAS#:85198-27-2 6α-Methylpredni...
CAS#:108-24-7 Ethanoic anhydride
DownStream 0

Aceponato de metilprednisolona [Spanish]

Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-11-hydroxy-6-methyl-17-(1-oxopropoxy)-, (6α,11β)-

(6a,11b)-21-(Acetyloxy)-11-hydroxy-6-methyl-17-(1-oxopropoxy)pregna-1,4-diene-3,20-dione

Advantan

Methylprednisoloni aceponas [Latin]

SH-440

Aceponate de methylprednisolone [French]

Methylprednisolone aceponate

[(6S,8S,9S,10R,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-11-hydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl] propanoate

(6α,11β)-21-(acetyloxy)-11-hydroxy-6-methyl-3,20-dioxopregna-1,4-dien-17-yl propanoate

(6α,11β)-21-Acetoxy-11-hydroxy-6-methyl-3,20-dioxopregna-1,4-dien-17-yl propionate

11b,17,21-Trihydroxy-6a-methylpregna-1,4-diene-3,20-dione 21-Acetate 17-Propionate