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Compound Summary

Compound Information

etoposide

Compound Name:	etoposide
Compound CID:	36462
Synonyms:	etoposide 33419-42-0 VePesid Toposar trans-Etoposide More...
Iupac Name:	(5S,5aR,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-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
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
InChIKey:	VJJPUSNTGOMMGY-MRVIYFEKSA-N
Canonical Smiles:	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
Isomeric Smiles:	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
Molecular Weight:	588.6
Molecular Formula:	C29H32O13

Compound Structure

2D Structure:

3D Structure:

Computed Properties

etoposide

Molecular Weight:	588.6
Molecular Formula:	C29H32O13
Hydrogen Bond Donor Count:	3
Hydrogen Bond Acceptor Count:	13
Rotatable Bond Count:	5
Heavy Atom Count:	42
Complexity:	969

Synonyms

etoposide

etoposide	etoposide
etoposide	33419-42-0
VePesid	Toposar
trans-Etoposide	Lastet
(-)-Etoposide	Zuyeyidal
VP-16	Etoposido
Etoposidum	Etoposidum INN-Latin
Etoposide (VP16)	VP 16-213
VP-16-213	Vepesid J
4-Demethylepipodophyllotoxin beta-D-ethylideneglucoside	UNII-6PLQ3CP4P3
NSC-141540	VP 16 (pharmaceutical)
4-Demethylepipodophyllotoxin 9-(4,6-O-(R)-ethylidene-beta-D-glucopyranoside)	VP 16
6PLQ3CP4P3	Epipodophyllotoxin VP-16213
CHEMBL44657	CHEBI:4911
NK 171	Demethylepipodophyllotoxin-beta-D-ethylideneglucoside
NSC 141540	4-Demethylepipodophyllotoxin 9-(4,6-O-ethylidene-beta-D-glucopyranoside)
Etosid	1,3benzodioxol-8-one
Etoposido INN-Spanish	(5S,5aR,8aR,9R)-5-(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano3,2-d1,3dioxin-6-yloxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-2benzofuro6,5-f1,3benzodioxol-8-one
(5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro3,4:6,7naphtho2,3-d1,3dioxol-5-yl 4,6-O-(1R)-ethylidene-beta-D-glucopyranoside	Etopophos (phosphate salt)
Vepeside	Etopol
VP 16213	MFCD00869325
NSC141540	Etoposide (VP-16)
9-((4,6-O-Ethylidine-beta-D-glucopyranosyl)oxy)-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,4-dimethyloxyphenyl)furo(3,4:6,7)naptho-(2,3-d)-1,3-dioxol-6(5aH)-one	SMR000112002
CCRIS 2392	HSDB 6517
VePESID (TN)	EINECS 251-509-1
4-Demethylepipodophyllotoxin ethylidene-.beta.-D-glucoside	Etoposide,(S)
(5S,5aR,8aR,9R)-5-(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano3,2-d1,3dioxin-6-yloxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-2benzofuro5,6-f	(5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro3,4:6,7naphtho2,3-d1,3dioxol -5-yl 4,6-O-(1R)-ethylidene-beta-D-glucopyranoside
EVP	Furo3,4:6,7naphtho2,3-d-1,3-dioxol-6(5aH)-one, 9-4,6-O-(1R)-ethylidene-.beta.-D-glucopyranosyloxy-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R,5aR,8aR,9S)-"
4-O-Demethyl-1-O-(4,6-O-ethylidene-beta-D-glucopyranosyl)epipodophyllotoxin"	Epipodophyllotoxin, 4-demethyl-, 9-(4,6-O-ethylidene-beta-D-glucopyranoside)
Etoposide USAN:USP:INN:BAN:JAN	Etoposide; VP-16
CPD000112002	Epipodophyllotoxin-beta-D-ethyliden-glucoside, 4-demethyl-
Prestwick3_000396	Etoposide resolution mixture
SCHEMBL4259	BSPBio_000611
9-((4,6-O-Ethylidene-beta-D-glucopyranosyl)oxy)-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-furo(3,4:6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, (5R-(5alpha,5abeta,8aalpha,9beta(R*)))-"	9-((4,6-O-Ethylidine-beta-D-glucopyranosyl)oxy)-5,8,8a,9-tetrahydro-5-(4- hydroxy-3,4-dimethyloxyphenyl)furo (3,4:6,7) naptho-(2,3-d)-1,3-dioxol-6 (5aH)-one
MLS000049957	MLS001074951
MLS001424283	MLS002153463
MLS002207239	MLS002222184
Etoposide (JP17/USP/INN)	BPBio1_000673
GTPL6815	DTXSID5023035
etoposide4-o-b-d-galactopyranoside	HMS2052N05
HMS2089F14	HMS2096O13
HMS2232L03	HMS3713O13
EX-A1207	ZINC3938684
BDBM50127140	s1225
Etoposide - CAS 33419-42-0	AKOS007930275
ACN-057122	BCP9000669
CCG-101165	CS-1774
DB00773	EBD2157958
Etoposide, synthetic, >=98%, powder	NC00415
SDCCGSBI-0050405.P002	4-Demethyl-epipodophyllotoxin 9-4,6-O-(R)-ethylidene-beta-D-glucopyranoside"
Epipodophyllotoxin, 4-demethyl-, 4,6-O-ethylidene-beta-D-glucopyranoside (8CI)	NCGC00179504-02
AS-35312	BE164434
Furo(3,4:6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, 9-((4,6-O-(1R)-ethylidene-beta-D-glucopyranosyl)oxy)-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R,5aR,8aR,9S)-"	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-(5alpha,5abeta,8aalpha,9beta(R*)))-
HY-13629	SBI-0051910.P002
AB00438905	C01576
D00125	13165-EP2269989A1
13165-EP2270008A1	13165-EP2270014A1
13165-EP2270018A1	13165-EP2272827A1
13165-EP2272832A1	13165-EP2275413A1
13165-EP2275420A1	13165-EP2277565A2
13165-EP2277566A2	13165-EP2277567A1
13165-EP2277568A2	13165-EP2277569A2
13165-EP2277570A2	13165-EP2277865A1
13165-EP2277876A1	13165-EP2280012A2
13165-EP2281815A1	13165-EP2287156A1
13165-EP2289892A1	13165-EP2292280A1
13165-EP2292614A1	13165-EP2292615A1
13165-EP2292617A1	13165-EP2295055A2
13165-EP2295416A2	13165-EP2295426A1
13165-EP2295427A1	13165-EP2298305A1
13165-EP2298746A1	13165-EP2298748A2
13165-EP2298764A1	13165-EP2298765A1
13165-EP2298768A1	13165-EP2298772A1
13165-EP2298778A1	13165-EP2298780A1
13165-EP2301928A1	13165-EP2301933A1
13165-EP2305640A2	13165-EP2305642A2
13165-EP2305671A1	13165-EP2305679A1
13165-EP2305689A1	13165-EP2308812A2
13165-EP2308833A2	13165-EP2308839A1
13165-EP2308855A1	13165-EP2308861A1
13165-EP2311453A1	13165-EP2311807A1
13165-EP2311808A1	13165-EP2311825A1
13165-EP2311827A1	13165-EP2311829A1
13165-EP2311840A1	13165-EP2311842A2
13165-EP2314574A1	13165-EP2316832A1
13165-EP2316833A1	13165-EP2316834A1
13165-EP2374454A1	AB00438905-17
AB00438905-18	AB00438905_19
419E420	Q418817
SR-01000763196	SR-01000763196-3
BRD-K37798499-001-02-5	BRD-K37798499-001-05-8
BRD-K37798499-001-10-8	BRD-K37798499-001-14-0
BRD-K37798499-001-27-2	Etoposide, British Pharmacopoeia (BP) Reference Standard
Etoposide, European Pharmacopoeia (EP) Reference Standard	Etoposide, United States Pharmacopeia (USP) Reference Standard
4-Demethylepipodophyllotoxin 9-(4,6-O-(R)-ethylidene-beta-D-glucopyranoside)	Etoposide for system suitability, European Pharmacopoeia (EP) Reference Standard
(10r,11r,15r,16s)-16-((2r,4ar,7r,8r,8as)-7,8-dihydroxy-2-methyl-hexahydro-2h-pyrano3,2-d1,3diox	(10R,11R,15R,16S)-16-{(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-hexahydro-2H-pyrano3,2-d1,3dioxin-6-yloxy}-10-(4-hydroxy-3,5-dimethoxyphenyl)-4,6,13-trioxatetracyclo7.7.0.0^{3,7}.0^{11,15}hexadeca-1(9),2,7-trien-12-one
(5R,5AR,8aR,9S)-9-(((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methylhexahydropyrano3,2-d1,3dioxin-6-yl)oxy)-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahy	(5R,5aR,8aR,9S)-9-(((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methylhexahydropyrano3,2-d1,3dioxin-6-yl)oxy)-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro3,4:6,7naphtho2,3-d1,3dioxol-6(8H)-one"
(5R,5aR,8aR,9S)-9-4,6-O-(1R)-Ethylidene-beta-D-glucopyranosyloxy-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)furo3,4:6,7naphtho2,3-d-1,3-dioxol-6(5aH)-one	(5S,5aR,8aR,9R)-5-(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano3,2-d1,3dioxin-6-yloxy-9-(4-hydroxy-3,5-dimethoxy-phenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro5,6-f1,3benzodioxol-8-one
(5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro3,4:6,7naphtho2,3-d1,3dioxol-5-yl 4,6-O-(1R)-ethylidene-beta-D-glucopyranoside"	5R-5?,5a?,8a?,9?(R*)-9-(4,6-?-Ethylidene-?-D-glucopyranosyl)oxy-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)furo3,4:6,7naphtho2,3-d-1,3-dioxol-6-(5aH)-one
121471-01-0	9-((4,6-O-Ethylidine-beta-D-glucopyranosyl)oxy)-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,4-dimethyloxyphenyl)furo(3,4:6,7)naptho-(2,3-d)-1,3-dioxol-6(5aH)-one"

Experimental Data

etoposide

Species	Dosage	Unit	CG Lifespan(AVG/MED days)	TG Lifespan(AVG/MED days)	Lifespan Change(AVG/MED%)	CG Lifespan(MAX days)	TG Lifespan(MAX days)	Lifespan Change(MAX%)	Significant	Strain	Gender	PubMed	Active Label
Caenorhabditis elegans	33	umol/L			2				NS	N2		24134630	Inactive

Experimental Data Visualization

etoposide

Statistics Data

etoposide

Species	Lifespan Change(AVG/MED%)	Lifespan Change(MAX%)	Count Reference	Count Data point
Caenorhabditis elegans	2		1	1

Statistics Data Visualization

etoposide

Compound Name:

etoposide

Compound CID:

36462

Synonyms:

etoposide 33419-42-0 VePesid Toposar trans-Etoposide More...

Iupac Name:

(5S,5aR,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-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one

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

InChIKey:

VJJPUSNTGOMMGY-MRVIYFEKSA-N

Canonical Smiles:

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

Isomeric Smiles:

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

Molecular Weight:

588.6

Molecular Formula:

C29H32O13

Molecular Weight:

588.6

Molecular Formula:

C29H32O13

Hydrogen Bond Donor Count:

3

Hydrogen Bond Acceptor Count:

13

Rotatable Bond Count:

5

Heavy Atom Count:

42

Complexity:

969

etoposide

33419-42-0

VePesid

Toposar

trans-Etoposide

Lastet

(-)-Etoposide

Zuyeyidal

VP-16

Etoposido

Etoposidum

Etoposidum INN-Latin

Etoposide (VP16)

VP 16-213

VP-16-213

Vepesid J

4-Demethylepipodophyllotoxin beta-D-ethylideneglucoside

UNII-6PLQ3CP4P3

NSC-141540

VP 16 (pharmaceutical)

4-Demethylepipodophyllotoxin 9-(4,6-O-(R)-ethylidene-beta-D-glucopyranoside)

VP 16

6PLQ3CP4P3

Epipodophyllotoxin VP-16213

CHEMBL44657

CHEBI:4911

NK 171

Demethylepipodophyllotoxin-beta-D-ethylideneglucoside

NSC 141540

4-Demethylepipodophyllotoxin 9-(4,6-O-ethylidene-beta-D-glucopyranoside)

Etosid

1,3benzodioxol-8-one

Etoposido INN-Spanish

(5S,5aR,8aR,9R)-5-(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano3,2-d1,3dioxin-6-yloxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-2benzofuro6,5-f1,3benzodioxol-8-one

(5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro3,4:6,7naphtho2,3-d1,3dioxol-5-yl 4,6-O-(1R)-ethylidene-beta-D-glucopyranoside

Etopophos (phosphate salt)

Vepeside

Etopol

VP 16213

MFCD00869325

NSC141540

Etoposide (VP-16)

9-((4,6-O-Ethylidine-beta-D-glucopyranosyl)oxy)-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,4-dimethyloxyphenyl)furo(3,4:6,7)naptho-(2,3-d)-1,3-dioxol-6(5aH)-one

SMR000112002

CCRIS 2392

HSDB 6517

etoposide

33419-42-0

VePesid

Toposar

trans-Etoposide

More...