EPIRUBICIN

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H29NO11
Molecular Weight	543.5193
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of EPIRUBICIN

Structure Search

SMILES

[H][C@@]1(C[C@H](N)[C@@H](O)[C@H](C)O1)O[C@H]2C[C@@](O)(CC3=C(O)C4=C(C(=O)C5=C(OC)C=CC=C5C4=O)C(O)=C23)C(=O)CO

InChI

InChIKey=AOJJSUZBOXZQNB-VTZDEGQISA-N

InChI=1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,17-,22-,27-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C27H29NO11
Molecular Weight	543.5193
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:51:39 UTC 2023` Edited by `admin` on `Fri Dec 15 15:51:39 UTC 2023`
Record UNII	3Z8479ZZ5X
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

EPIRUBICIN

Official Name

English

5,12-NAPHTHACENEDIONE, 10-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-ARABINO-HEXOPYRANOSYL)OXY)-7,8,9,10-TETRAHYDRO-6,8,11-TRIHYDROXY-8-(HYDROXYACETYL)-1-METHOXY-, (8S-CIS)-

Common Name

English

EPIADRIAMYCIN

Common Name

English

EPIDOXORUBICIN

Common Name

English

(1S,3S)-3-GLYCOLOYL-1,2,3,4,6,11-HEXAHYDRO-3,5,12-TRIHYDROXY-10-METHOXY-6,11-DIOXO-1-NAPHTHACENYL 3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-ARABINO-HEXOPYRANOSIDE

Common Name

English

EPIRUBICIN [HSDB]

Common Name

English

4'-EPI-ADRIAMYCIN

Common Name

English

EPIRUBICINE

Common Name

English

Epirubicin [WHO-DD]

Common Name

English

EPIRUBICIN [VANDF]

Common Name

English

NSC-256942

Code

English

FARMORUBICIN

Brand Name

English

EPIRUBICIN [MI]

Common Name

English

epirubicin [INN]

Common Name

English

Classification Tree Code System Code

LIVERTOX

NBK548622

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

NDF-RT

N0000000176

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

NDF-RT

N0000007530

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

FDA ORPHAN DRUG

588517

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

WHO-ATC

L01DB03

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

NDF-RT

N0000175414

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

FDA ORPHAN DRUG

121498

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

WHO-VATC

QL01DB03

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

NCI_THESAURUS

C1594

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

NDF-RT

N0000007530

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

NDF-RT

N0000007530

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

Code System Code Type Description

INN

5171

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

EVMPD

SUB06571MIG

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

RXCUI

3995

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

RxNorm

MESH

D015251

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

CAS

56420-45-2

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

HSDB

6962

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

MERCK INDEX

m4948

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

Merck Index

CHEBI

47898

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

FDA UNII

3Z8479ZZ5X

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

EPA CompTox

DTXSID0022987

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

NCI_THESAURUS

C62028

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

WIKIPEDIA

EPIRUBICIN

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

DRUG CENTRAL

1030

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

DAILYMED

3Z8479ZZ5X

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

NSC

256942

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

DRUG BANK

DB00445

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

PUBCHEM

41867

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

SMS_ID

100000080474

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

ChEMBL

CHEMBL417

Created by admin on Fri Dec 15 15:51:39 UTC 2023 , Edited by admin on Fri Dec 15 15:51:39 UTC 2023

PRIMARY

Related Record Type Details


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> SUBSTRATE


					22966TX7J5

EPIRUBICIN HYDROCHLORIDE

SALT/SOLVATE -> PARENT


					Y49M64GZ4Q

MRP-1

TRANSPORTER -> SUBSTRATE

Amount:

Related Record Type Details


					9YZM874P44

METABOLITE -> PARENT

Interaction Type:

MAJOR


					VB2YU5128G

7-DEOXYDOXORUBICINONE

METABOLITE -> PARENT

Comments:

The mean metabolite/parent AUC ratio is about 25% for 7-deoxydoxorubicin aglycone


					X023T6C35L

METABOLITE -> PARENT

Comments:

The mean metabolite/parent AUC ratio is about 15% for doxorubicin aglycone


					J8G768TP3D

EPIRUBICIN GLUCURONIDE

METABOLITE -> PARENT

Comments:

The mean metabolite/parent AUC ratio is about 20% for epirubicin glucuronide

Interaction Type:

MAJOR

Qualification:

PLASMA


					S79Z6XJ3KG

EPIRUBICINOL GLUCURONIDE

METABOLITE -> PARENT

Comments:

The mean metabolite/parent AUC ratio is about 25% for epirubicinol glucuronide


					68V3NJ6MPZ

7-DEOXYDOXORUBICINOLONE

METABOLITE -> PARENT

Comments:

The mean metabolite/parent AUC ratio is about 4% 7-deoxydoxorubicinol aglycone


					LI15ZES27N

DOXORUBICINOL AGLYCONE

METABOLITE -> PARENT

Comments:

The mean metabolite/parent AUC ratio is about 15% for doxorubicinol aglycone


					RQU6X0IM9R

NC-6300

PRODRUG -> METABOLITE ACTIVE

Related Record Type Details


					3Z8479ZZ5X

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC