ETOPOSIDE

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

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H32O13
Molecular Weight	588.5566
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of ETOPOSIDE

Structure Search

SMILES

[H][C@]12COC(=O)[C@]1([H])[C@H](C3=CC(OC)=C(O)C(OC)=C3)C4=CC5=C(OCO5)C=C4[C@H]2O[C@]6([H])O[C@]7([H])CO[C@@H](C)O[C@@]7([H])[C@H](O)[C@H]6O

InChI

InChIKey=VJJPUSNTGOMMGY-MRVIYFEKSA-N

InChI=1S/C29H32O13/c1-11-36-9-20-27(40-11)24(31)25(32)29(41-20)42-26-14-7-17-16(38-10-39-17)6-13(14)21(22-15(26)8-37-28(22)33)12-4-18(34-2)23(30)19(5-12)35-3/h4-7,11,15,20-22,24-27,29-32H,8-10H2,1-3H3/t11-,15+,20-,21-,22+,24-,25-,26-,27-,29+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C29H32O13
Molecular Weight	588.5566
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 10
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:34:11 UTC 2023` Edited by `admin` on `Fri Dec 15 15:34:11 UTC 2023`
Record UNII	6PLQ3CP4P3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ETOPOSIDE

Official Name

English

(5R,5AR,8AR,9S)-9-((4,6-O-((1R)-ETHANE-1,1-DIYL)-.ALPHA.-D-GLUCOPYRANOSYL)OXY)-5-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-5,8,8A,9-TETRAHYDRO(2)BENZOFURO(5,6-F)(1,3)BENZODIOXOL-6(5AH)-ONE

Systematic Name

English

ETOPOSIDE [MART.]

Common Name

English

ETOPOSIDE [HSDB]

Common Name

English

VEPESID

Brand Name

English

VP-16-213

Code

English

ETOPOSIDE [USP-RS]

Common Name

English

TOPOSAR

Brand Name

English

ETOPOSIDE [USP MONOGRAPH]

Common Name

English

ETOPOSIDUM [WHO-IP LATIN]

Common Name

English

NSC-141540

Code

English

Etoposide [WHO-DD]

Common Name

English

ETOPOSIDE [ORANGE BOOK]

Common Name

English

ETOPOSIDE [JAN]

Common Name

English

ETOPOSIDE [VANDF]

Common Name

English

ETOPOSIDE [MI]

Common Name

English

etoposide [INN]

Common Name

English

SINTOPOZID

Common Name

English

ETOPOSIDE [USP IMPURITY]

Common Name

English

ETOPOSIDE [USAN]

Common Name

English

FURO(3',4':6,7)NAPHTHO(2,3-D)-1,3-DIOXOL-6(5AH)-ONE-, 9-((4,6-O-ETHYLIDENE-.BETA.-D-GLUCOPYRANOSYL)OXY)5,8,8A,9-TETRAHYDRO-5-(4-HYDROXY-3,5-DIMETHOXYPHENYL), (5R-(5.ALPHA.,5A.BETA.,8A.ALPHA.,9.BETA.(R*)))-

Common Name

English

ETOPOSIDE [WHO-IP]

Common Name

English

ETOPOSIDE [IARC]

Common Name

English

4'-DEMETHYLEPIPODOPHYLLOTOXIN 9-(4,6-O-(R)-ETHYLIDENE-.BETA.-D-GLUCOPYRANOSIDE)

Common Name

English

ETOPOSIDE [EP IMPURITY]

Common Name

English

ETOPOSIDE [EP MONOGRAPH]

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000175609

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

NDF-RT

N0000000176

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

WHO-VATC

QL01CB01

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

WHO-ESSENTIAL MEDICINES LIST

8.2

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

NCI_THESAURUS

C1331

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

LIVERTOX

NBK548102

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

WHO-ATC

L01CB01

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

Code System Code Type Description

DRUG CENTRAL

1112

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

CAS

33419-42-0

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

ChEMBL

CHEMBL44657

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

INN

3835

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

RS_ITEM_NUM

1268808

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

NCI_THESAURUS

C491

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

HSDB

6517

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

ECHA (EC/EINECS)

251-509-1

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

DAILYMED

6PLQ3CP4P3

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

RXCUI

4179

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

RxNorm

MESH

D005047

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

MERCK INDEX

m5199

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

Merck Index

SMS_ID

100000082091

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

PUBCHEM

36462

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

EVMPD

SUB07337MIG

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

CHEBI

4911

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

WIKIPEDIA

ETOPOSIDE

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

EPA CompTox

DTXSID5023035

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

DRUG BANK

DB00773

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

WHO INTERNATIONAL PHARMACOPEIA

ETOPOSIDE

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

Description: A white or almost white, crystalline powder.Solubility: Practically insoluble in water; sparingly soluble in methanol R; slightly soluble in ethanol (~750 g/l) TS and dichloromethane R.Category: Cytotoxic drug.Storage: Etoposide should be kept in a tightly closed container.Labelling: The designation Etoposide for parenteral use indicates that the substance complies with the additional requirementsand may be used for parenteral administration. Expiry date.Additional information:. CAUTION - Etoposide must be handled with care, avoiding contact with the skin and inhalation of airborne particles.Requirement: Etoposide contains not less than 98.0% and not more than the equivalent of 102.0% of C29H32O13, calculated with reference to the dried substance.

IUPHAR

6815

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

FDA UNII

6PLQ3CP4P3

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

NSC

141540

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

LACTMED

Etoposide

Created by admin on Fri Dec 15 15:34:11 UTC 2023 , Edited by admin on Fri Dec 15 15:34:11 UTC 2023

PRIMARY

Related Record Type Details


					L5GTM43M4I

DNA TOPOISOMERASE 2-ALPHA

TARGET -> INHIBITOR

Interaction Type:

BINDING

Amount:


					Y49M64GZ4Q

MRP-1

TRANSPORTER -> SUBSTRATE

Amount:


					1YV0492L5Z

MRP-3

TRANSPORTER -> SUBSTRATE


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> SUBSTRATE


					4AF605U6JN

MRP-2

TRANSPORTER -> INHIBITOR


					4AF605U6JN

MRP-2

TRANSPORTER -> SUBSTRATE

Related Record Type Details


					RW5CKV6C56

3'-O-DEMETHYLETOPOSIDE

METABOLITE -> PARENT

Amount:


					F65IJO84A1

ETOPOSIDE GLUCURONIDE

METABOLITE -> PARENT

Qualification:

URINE

Amount:


					AS9U988B9E

ETOPOSIDE HYDROXY ACID, TRANS-

METABOLITE -> PARENT

Qualification:

PLASMA; URINE

Amount:


					A59HL2Q48U

ETOPOSIDE TONIRIBATE

PRODRUG -> METABOLITE ACTIVE

Amount:


					97TTC6H2Z2

ETOPOSIDE SULFATE CONJUGATE

METABOLITE -> PARENT

Amount:

Related Record Type Details


					JWA7VL2SLR

(5R,5AR,8AR,9S)-9-ETHOXY-5-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-5,8,8A,9-TETRAHYDRO(2)BENZOFURO(5,6-F)(1,3)BENZODIOXOL-6(5AH)-ONE

IMPURITY -> PARENT

Amount:


					Z9HRT622K3

(5R,5AR,8AR,9S)-5-(4-(((BENZYLOXY)CARBONYL)OXY)-3,5-DIMETHOXYPHENYL)-9-((4,6-O-((1R)-ETHANE-1,1-DIYL)-2,3-DI-O-FORMYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-5,8,8A,9-TETRAHYDRO(2)BENZOFURO(5,6-F)(1,3)BENZODIOXOL-6(5AH)-ONE

IMPURITY -> PARENT

Amount:


					C2G3ZRK3U4

LIGNAN P

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					UY5BXI2HZ5

5,8,8A,9-TETRAHYDRO-5-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-9-METHOXY-FURO(3',4':6,7)NAPHTHO(2,3-D)-1,3-DIOXOL-6(5AH)-ONE, (5R-(5.ALPHA.,5A.BETA.,8A.ALPHA.,9.BETA.))-

IMPURITY -> PARENT

Amount:


					9MGA5DV6CG

DEMETHYLEPIPODOPHYLLOTOXIN DIMER

IMPURITY -> PARENT

Amount:


					U4TV66B9YG

(5R,5AR,8AR,9S)-9-((2,3-BIS-O-(DICHLOROACETYL)-4,6-O-((1S)-ETHANE-1,1-DIYL)-.BETA.-L-GLUCOPYRANOSYL)OXY)-5-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-5,8,8A,9-TETRAHYDRO(2)BENZOFURO(5,6-F)(1,3)BENZODIOXOL-6(5AH)-ONE

IMPURITY -> PARENT

Amount:


					SD2141W3YA

ETOPOSIDE DESACCHARODIMER

IMPURITY -> PARENT

Amount:

Related Record Type Details


					6PLQ3CP4P3

ETOPOSIDE

ACTIVE MOIETY

Amount: