etoposide (Q418817)

(8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[6,5-f][1,3]benzodioxol-8-one

inferred from SMILES

1 reference

inferred from SMILES

part of

response to etoposide

subject has role

reactant

1 reference

Gene Ontology release 2019-11-16

has use

medication

0 references

chemical structure

Etoposide.svg
512 × 572; 14 KB

1 reference

image of molecular model or crystal lattice model

German Wikipedia

Etoposide ball-and-stick.png
2,000 × 1,418; 295 KB

depicts

ball-and-stick model

0 references

mass

588.184 dalton

1 reference

(5S,5aS,8aS,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one

etoposide (English)

17 November 2016

1 reference

inferred from InChI

chemical formula

C₂₉H₃₂O₁₃

1 reference

etoposide (English)

17 November 2016

CC1OCC2C(O1)C(C(C(O2)OC3C4COC(=O)C4C(C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O

1 reference

etoposide (English)

17 November 2016

C[C@@H]1OC[C@@H]2[C@@H](O1)[C@@H]([C@H]([C@@H](O2)O[C@H]3[C@H]4COC(=O)[C@@H]4[C@@H](C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O

1 reference

World Health Organisation international non-proprietary name

etoposide (English)

17 November 2016

1 reference

14 February 2018

1 reference

14 February 2018

etoposidum (Latin)

1 reference

Recommended INN: List 16

etopósido (Spanish)

1 reference

MedNet INN

13 June 2024

etoposide (English)

1 reference

Recommended INN: List 16

found in taxon

Trichoderma cornu-damae

1 reference

Macrocyclic Trichothecene Mycotoxins from a Deadly Poisonous Mushroom, Podostroma cornu-damae

Aspergillus alliaceus

1 reference

Coculture of Two Developmental Stages of a Marine-Derived Aspergillus alliaceus Results in the Production of the Cytotoxic Bianthrone Allianthrone A.

Linum flavum

1 reference

Isolation, Purification, and Cytotoxicity of 5-Methoxypodophyllotoxin, a Lignan from a Root Culture of Linum flavum

Trichoderma gamsii

1 reference

Trichoderpyrone, a Unique Polyketide Hybrid with a Cyclopentenone-Pyrone Skeleton from the Plant Endophytic Fungus Trichoderma gamsii

Aspergillus porosus

1 reference

Polyketides from Marine-Derived Aspergillus porosus: Challenges and Opportunities for Determining Absolute Configuration

Aspergillus versicolor

1 reference

Avertoxins A-D, Prenyl Asteltoxin Derivatives from Aspergillus versicolor Y10, an Endophytic Fungus of Huperzia serrata.

liquorice

1 reference

Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.

Flueggea suffruticosa

1 reference

Securinega Alkaloids from the Twigs of Securinega suffruticosa and Their Biological Activities

medical condition treated

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

13 December 2016

trophoblastic neoplasm

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

13 December 2016

1 reference

13 December 2016

acute myeloid leukemia

2 references

13 December 2016

2 October 2018

1 reference

13 December 2016

1 reference

13 December 2016

2 references

13 December 2016

2 October 2018

germ cell cancer

1 reference

2 October 2018

B-cell lymphoma

1 reference

2 October 2018

non-Hodgkin lymphoma

1 reference

testicular malignant germ cell cancer

2 October 2018

1 reference

2 October 2018

bone sarcoma

1 reference

neuroblastoma, susceptibility to

2 October 2018

1 reference

diffuse large B-cell lymphoma

2 October 2018

1 reference

Food and Drug Administration

2 October 2018

10 November 1983

1 reference

Inxight: Drugs Database

2 November 2018

https://drugs.ncats.io/drug/6PLQ3CP4P3

http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/020457s013lbl.pdf

lung small cell carcinoma

start time

17 May 1996

approved by

Food and Drug Administration

1 reference

Inxight: Drugs Database

2 November 2018

https://drugs.ncats.io/drug/6PLQ3CP4P3

http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/020457s013lbl.pdf

significant drug interaction

cyclosporine

side effect

leukopenia

1 reference

sourcing circumstances

probably

A reference set of clinically relevant adverse drug-drug interactions

physically interacts with

DNA topoisomerase II alpha

subject has role

enzyme inhibitor

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Guide to Pharmacology Ligand ID

6815

intravenous infusion and defusion

17 August 2016

route of administration

0 references

oral administration

0 references

legal status (medicine)

boxed warning

1 reference

https://nctr-crs.fda.gov/fdalabel/ui/spl-summaries/criteria/343802

Australian pregnancy category D

FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links. (English)

pregnancy category

1 reference

English Wikipedia

US pregnancy category D

1 reference

DNA polymerase inhibitors

English Wikipedia

subject has role

1 reference

5 March 2018

topoisomerase inhibitor

1 reference

5 March 2018

phytogenic antineoplastic agents

1 reference

Medical Subject Headings

MeSH descriptor ID

D005047

topoisomerase II inhibitor

15 March 2018

1 reference

Medical Subject Headings

MeSH descriptor ID

D005047

15 March 2018

developmental toxicant

start time

1 July 1990

1 reference

California Proposition 65 list of chemicals

26 February 2020

https://oehha.ca.gov/chemicals/etoposide

carcinogen

1 reference

California Proposition 65 list of chemicals

26 February 2020

https://oehha.ca.gov/chemicals/etoposide

essential medicine

0 references

Commons category

Etoposide

0 references

Identifiers

InChI

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

1 reference

etoposide (English)

17 November 2016

2 references

etoposide (English)

17 November 2016

ChEBI release 2020-09-01

CAS Registry Number

33419-42-0

2 references

etoposide (English)

17 November 2016

https://commonchemistry.cas.org/detail?cas_rn=33419-42-0

9 April 2021

1 reference

Etoposide (English)

17 November 2016

2 references

etoposide (English)

17 November 2016

ChEBI ID

4911

mapping relation type

2 references

ETOPOSIDE (English)

17 November 2016

International Chemical Identifier

InChI

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

1 reference

ETOPOSIDE (English)

17 November 2016

2 references

inferred from InChIKey

splash10-004i-0190000000-ac64a57347a9295be5dc

1 reference

MassBank accession ID

MSBNK-Fiocruz-FIO00430

0 references

MSBNK-Fiocruz-FIO00431

0 references

MSBNK-Fiocruz-FIO00432

0 references

MSBNK-Fiocruz-FIO00433

0 references

MSBNK-Fiocruz-FIO00434

0 references

MSBNK-Waters-WA002745

0 references

MSBNK-Waters-WA002746

0 references

MSBNK-Waters-WA002747

0 references

MSBNK-Waters-WA002748

0 references

MSBNK-Waters-WA002749

0 references

MSBNK-Waters-WA002750

0 references

MSBNK-Waters-WA002751

0 references

SPLASH

0 references

splash10-004r-0590000000-e0e45774111103754c46

0 references

splash10-002r-0980000000-ccf595459b4b1988d77a

0 references

splash10-002r-0950000000-4d3313053107615d463a

0 references

DSSTox substance ID

DTXSID5023035

1 reference

DSSTOX compound identifier

0 references

0 references

0 references

0 references

1 reference

etoposide (English)

ECHA Substance Infocard ID

17 November 2016

100.046.812

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

27 December 2018

Etoposide (English)

CAS no.: 33419-42-0 (English)

1 reference

World Health Organisation international non-proprietary name numeric ID

Etoposide (English)

publication date

17 November 2015

3835

0 references

Guide to Pharmacology Ligand ID

6815

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Guide to Pharmacology Ligand ID

6815

D02.455.426.559.847.638.960.675.250

etoposide (English)

17 November 2016

Etoposide

0 references

MeSH concept ID

M0007930

0 references

MeSH tree code

0 references

D04.615.638.960.675.250

0 references

0 references

1 reference

etoposide (English)

17 November 2016

1 reference

Human Metabolome Database ID

HMDB0014911

2 references

inferred from InChIKey

2 references

etoposide (English)

17 November 2016

MedlinePlus drug identifier

a684055

route of administration

oral administration

0 references

a697011

route of administration

intravenous injection

0 references

NDF-RT ID

N0000146478

1 reference

etoposide (English)

17 November 2016

0 references

1 reference

1 reference

etoposide (English)

19 October 2016

1 reference

California Proposition 65 list of chemicals

etoposide (English)

19 October 2016

0 references

1 reference

6 January 2020

https://oehha.ca.gov/chemicals/etoposide

DeCS ID

5143

0 references

electronic Essential Medicines List medicine ID

88

0 references

Encyclopædia Britannica Online ID

science/etoposide

subject named as

etoposide

0 references

1 reference

28 October 2013

Microsoft Academic ID

0 references

1 reference

26 January 2022

https://docs.openalex.org/download-snapshot/snapshot-data-format

1 reference

4LB9 (English)

19 October 2016

1 reference

3QX3 (English)

19 October 2016

1 reference

5CDP (English)

19 October 2016

1 reference

5CDN (English)

19 October 2016

1 reference

1 reference