UMIROLIMUS

Possibly Marketed Outside US

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C55H87NO14
Molecular Weight	986.2776
Optical Activity	UNSPECIFIED
Defined Stereocenters	15 / 15
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOCCO[C@@H]1CC[C@@H](C[C@@H](C)[C@@H]2CC(=O)[C@H](C)\C=C(C)\[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)\C=C\C=C\C=C(C)\[C@H](C[C@@H]3CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N4CCCC[C@H]4C(=O)O2)OC)C[C@H]1OC

InChI

InChIKey=YYSFXUWWPNHNAZ-PKJQJFMNSA-N

InChI=1S/C55H87NO14/c1-12-67-26-27-68-45-24-22-41(31-48(45)65-10)30-37(5)47-33-44(57)36(4)29-39(7)50(59)51(66-11)49(58)38(6)28-34(2)18-14-13-15-19-35(3)46(64-9)32-42-23-21-40(8)55(63,70-42)52(60)53(61)56-25-17-16-20-43(56)54(62)69-47/h13-15,18-19,29,34,36-38,40-43,45-48,50-51,59,63H,12,16-17,20-28,30-33H2,1-11H3/b15-13+,18-14+,35-19+,39-29+/t34-,36-,37-,38-,40-,41+,42+,43+,45-,46+,47+,48-,50-,51+,55-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C55H87NO14
Molecular Weight	986.2776
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	15 / 15
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800021868 | https://www.ncbi.nlm.nih.gov/pubmed/26466021

Umirolimus (Biolimus A9), an analogue of sirolimus, is a highly lipophilic macrolide compound developed by Biosensors International as an antiproliferative agent in coronary artery restenosis. Umirolimus has immunosuppressive and anti-inflammatory effects. It is used for the prevention of restenosis.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serine/threonine-protein kinase mTOR 35 Target ID: CHEMBL1255165 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27982705 \| https://www.scbt.com/scbt/product/umirolimus-851536-75-9	Inhibitor 8504

PubMed

Title	Date	PubMed
Comparison of Biolimus Versus Everolimus for Drug-Eluting Stents in the Percutaneous Treatment of Infra-Inguinal Arterial Disease.	2017	28117007
Polymer-free Drug-Coated Coronary Stents in Patients at High Bleeding Risk.	2015-11-19	26466021
Mixed agonist-antagonist properties of umespirone at neostriatal dopamine receptors in relation to its behavioral effects in the rat.	1992-11-03	1361441

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:53:19 GMT 2025` Edited by `admin` on `Mon Mar 31 20:53:19 GMT 2025`
Record UNII	U36PGF65JH
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

umirolimus [INN]

Preferred Name

English

UMIROLIMUS

Official Name

English

UMIROLIMUS [USAN]

Common Name

English

40-O-(2-ETHOXYETHYL)RAPAMYCIN

Common Name

English

BA-9

Code

English

RAPAMYCIN, 42-O-(2-ETHOXYETHYL)-

Common Name

English

TRM-986

Code

English

BA9

Code

English

42-O-(2-ETHOXYETHYL) RAPAMYCIN

Common Name

English

A9

Code

English

BIOLIMUS

Common Name

English

A-9

Code

English

BIOLIMUS A9

Common Name

English

TRM986

Code

English

Umirolimus [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C574