Compound Summary
Compound Information
podophyllotoxin
Compound Name: | podophyllotoxin |
Compound CID: | 10607 |
Synonyms: | podophyllotoxin Podofilox 518-28-5 Condylox Condyline More... |
Iupac Name: | (5R,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one |
InChI: | InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19-,20-/m0/s1 |
InChIKey: | YJGVMLPVUAXIQN-XVVDYKMHSA-N |
Canonical Smiles: | COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O |
Isomeric Smiles: | COC1=CC(=CC(=C1OC)OC)[C@H]2[C@@H]3[C@H](COC3=O)[C@H](C4=CC5=C(C=C24)OCO5)O |
Molecular Weight: | 414.4 |
Molecular Formula: | C22H22O8 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
podophyllotoxin
Molecular Weight: | 414.4 |
Molecular Formula: | C22H22O8 |
Hydrogen Bond Donor Count: | 1 |
Hydrogen Bond Acceptor Count: | 8 |
Rotatable Bond Count: | 4 |
Heavy Atom Count: | 30 |
Complexity: | 629 |
Synonyms
podophyllotoxin
| podophyllotoxin | podophyllotoxin |
|---|---|
podophyllotoxin |
Podofilox |
518-28-5 |
Condylox |
Condyline |
(-)-Podophyllotoxin |
Wartec |
Podophyllinic acid lactone |
Podophyllotoxin 7 |
Warticon |
Podophyllum |
Podofilox USAN |
UNII-L36H50F353 |
NSC24818 |
CHEMBL61 |
MFCD00075290 |
(10R,11R,15R,16R)-16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo7.7.0.0^{3,7}.0^{11,15}hexadeca-1(9),2,7-trien-12-one |
(5R,5aR,8aR,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro3,4:6,7naphtho2,3-d1,3dioxol-6(5aH)-one |
MLS000069495 |
(5R,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-2benzofuro5,6-f1,3benzodioxol-8-one |
CHEBI:50305 |
Podofilox (USAN) |
NSC-24818 |
L36H50F353 |
NCGC00022001-05 |
Podofilm |
SMR000059121 |
NSC 24818 |
DSSTox_CID_25645 |
DSSTox_RID_81023 |
DSSTox_GSID_45645 |
(5R,5aR,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)furo(3,4:6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one |
(5R,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro5,6-f1,3benzodioxol-8-one |
(5R,5aR,8aR,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro3,4:6,7naphtho2,3-d1,3dioxol-6(8H)-one |
Podocon-25 |
Podophilox |
(5R,9R,5aR,8aR)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,9,5a,8a-pentahydro-2H -isobenzofurano5,6-2,1benzo4,5-d1,3-dioxolan-6-one |
CCRIS 565 |
HSDB 7238 |
SR-05000001749 |
MLS002702981 |
EINECS 208-250-4 |
Podofillina |
Podophylotoxin |
AI3-50456 |
Mayapple isolate |
Condylox (TN) |
(5R,5aR,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)furo3,4:6,7naphtho2,3-d-1,3-dioxol-6(5aH)-one |
CAS-518-28-5 |
Podophyllotoxin,(S) |
Prestwick_1018 |
Furo(3,4:6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5R-(5alpha,5abeta,8aalpha,9alpha))- |
Podofillina Italian |
Podophyllotoxin (BAN) |
Podophyllotoxin, 95% |
Spectrum_000199 |
Opera_ID_1397 |
Prestwick0_000782 |
Prestwick1_000782 |
Prestwick2_000782 |
Prestwick3_000782 |
Spectrum2_000878 |
Spectrum4_000592 |
Spectrum5_001368 |
UPCMLD-DP035 |
SCHEMBL42243 |
BSPBio_000884 |
BSPBio_002352 |
KBioGR_001084 |
KBioSS_000679 |
MLS001148204 |
MLS002172467 |
MLS006010754 |
MLS006011412 |
BIDD:GT0123 |
DivK1c_000292 |
UNII-16902YVY2B |
SPBio_000955 |
SPBio_002823 |
BPBio1_000974 |
CCRIS 4391 |
DTXSID3045645 |
UPCMLD-DP035:001 |
UPCMLD-DP035:002 |
BCBcMAP01_000165 |
HMS500O14 |
KBio1_000292 |
KBio2_000679 |
KBio2_003247 |
KBio2_005815 |
AMY2648 |
NINDS_000292 |
16902YVY2B |
HMS1570M06 |
HMS2093P16 |
HMS2097M06 |
HMS2235A23 |
HMS3259J19 |
HMS3714M06 |
Pharmakon1600-02300332 |
(5R,5aR,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo(3,4:6,7)naphtho2,3-d-1,3-dioxol-6(5aH)-one" |
9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro3,4:6,7naphtho2,3-d1,3dioxol-6(5ah)-one |
ALBB-020906 |
BCP24085 |
Podophyllotoxin, analytical standard |
ZINC3861806 |
EINECS 232-546-2 |
Tox21_110874 |
Tox21_202922 |
B18-5C |
BBL033695 |
BDBM50035218 |
CCG-39894 |
CP0089 |
NSC759591 |
STK801918 |
AKOS000265559 |
Tox21_110874_1 |
AC-1656 |
CS-1185 |
DB01179 |
KS-1281 |
MCULE-9617461427 |
NC00675 |
ND-1185 |
NSC-759591 |
SDCCGMLS-0066888.P001 |
IDI1_000292 |
SMP1_000243 |
NCGC00022001-03 |
NCGC00022001-07 |
NCGC00022001-08 |
NCGC00022001-09 |
NCGC00022001-10 |
NCGC00022001-11 |
NCGC00022001-13 |
NCGC00022001-14 |
NCGC00260468-01 |
1,3,3a,4,9,9a-Hexahydro-9-hydroxy-6,7-(methylenedioxy)-4-(3,4,5-trimethoxyphenyl)benz(f)isobenzofuran-3-one |
HY-15552 |
NCI60_001981 |
RD4-6269 |
ST066914 |
AB0012227 |
EN300-52746 |
D05529 |
P-6980 |
70339-EP2305243A1 |
70339-EP2308833A2 |
518P285 |
A828801 |
Q421193 |
SR-01000003030 |
SR-01000003030-3 |
SR-05000001749-1 |
SR-05000001749-2 |
BRD-K47869605-001-05-6 |
BRD-K47869605-001-18-9 |
Z1258578359 |
(10R,11R,15R,16R)-16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo7.7.0.0?,?.0??,??hexadeca-1(9),2,7-trien-12-one |
(5R,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro6,5-f1,3benzodioxol-8-one |
(5R,5aR,8aR,9R)-5-oxidanyl-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-2benzofuro5,6-f1,3benzodioxol-8-one |
11016-28-7 |
5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)furo3,4:6,7naphtho2,3-d-1,3-dioxol-6(5aH)-one, 5R-(5.alpha.,5a.beta.,8a.alpha.,9.alpha.)" |
furo3,4:6,7naphtho2,3-d-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9R)-" |
Furo3,7naphtho2,3-d-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, 5R-(5.alpha.,5a.beta.,8a.alpha.,9.alpha.)- |
Naphtho2,3-dioxole-6-carboxylic acid, 5,6,7,8-tetrahydro-8-hydroxy-7-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl-, .gamma.-lactone |
Experimental Data
podophyllotoxin
| 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 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Drosophila melanogaster | 200 | umol/L | 44.8 | 46 | 2.674 | NS | MALES | 33008901 | Inactive | ||||
| Caenorhabditis elegans | 10 | umol/L | 15.38 | 15.71 | 2.131 | NS | N2 | 33008901 | Inactive | ||||
| Drosophila melanogaster | 20 | umol/L | 45.44 | 47.7 | 4.966 | NS | FEMALES | 33008901 | Inactive | ||||
| Caenorhabditis elegans | 100 | umol/L | 17.08 | 16.14 | -5.454 | NS | N2 | 33008901 | Inactive | ||||
| Caenorhabditis elegans | 33 | umol/L | 6 | NS | N2 | 24134630 | Inactive |
Experimental Data Visualization
podophyllotoxin
Statistics Data
podophyllotoxin
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 6 | 2 | 3 | |
| Drosophila melanogaster | 4.966 | 1 | 2 |
Statistics Data Visualization
podophyllotoxin
