POD

9-HYDROXY-5-(3,4,5-TRIMETHOXYPHENYL)-5,8,8A,9-TETRAHYDROFURO[3',4':6,7]NAPHTHO[2,3-D][1,3]DIOXOL-6(5AH)-ONE

Created:	2004-03-04
Last modified:	2020-06-05

Find Related PDB Entry
1 entries where POD is found as a standalone ligand

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	52
Chiral Atom Count	4
Bond Count	56
Aromatic Bond Count	12

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	9-HYDROXY-5-(3,4,5-TRIMETHOXYPHENYL)-5,8,8A,9-TETRAHYDROFURO[3',4':6,7]NAPHTHO[2,3-D][1,3]DIOXOL-6(5AH)-ONE
Synonyms	PODOPHYLLOTOXIN
Systematic Name (OpenEye OEToolkits)	n/a
Formula	C₂₂ H₂₂ O₈
Molecular Weight	414.405
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C4OCC5C(O)c2cc1OCOc1cc2C(c3cc(OC)c(OC)c(OC)c3)C45
SMILES	CACTVS	3.341	COc1cc(cc(OC)c1OC)[CH]2[CH]3[CH](COC3=O)[CH](O)c4cc5OCOc5cc24
SMILES	OpenEye OEToolkits	1.5.0	COc1cc(cc(c1OC)OC)C2c3cc4c(cc3C(C5C2C(=O)OC5)O)OCO4
Canonical SMILES	CACTVS	3.341	COc1cc(cc(OC)c1OC)[C@H]2[C@@H]3[C@H](COC3=O)[C@@H](O)c4cc5OCOc5cc24
Canonical SMILES	OpenEye OEToolkits	1.5.0	COc1cc(cc(c1OC)OC)[C@@H]2c3cc4c(cc3[C@@H]([C@@H]5C2C(=O)OC5)O)OCO4
InChI	InChI	1.03	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	InChI	1.03	YJGVMLPVUAXIQN-XVVDYKMHSA-N

Drug Info: DrugBank

DrugBank ID	DB01179
Name	Podofilox
Groups	approved
Description	A lignan found in podophyllin resin from the roots of podophyllum plants. It is a potent spindle poison, toxic if taken internally, and has been used as a cathartic. It is very irritating to skin and mucous membranes, has keratolytic actions, has been used to treat warts and keratoses, and may have antineoplastic properties, as do some of its congeners and derivatives.
Synonyms	Podophyllinic acid lactone Podofilox (−)-podophyllotoxin PPT Podophyllotoxin
Brand Names	Wartec Podofilox Condylox (podofilox)Topical Solution 0.5% Condylox Condyline
Indication	For treatment of external genital warts (<i>Condyloma acuminatum</i>).
Categories	Antimitotic Agents Antineoplastic Agents, Phytogenic Antiviral Agents Benzene Derivatives Benzyl Compounds Decreased Mitosis Dermatologicals Keratolytic Agents Lignans Misc. Skin and Mucous Membrane Agents Mitosis Modulators Naphthalenes Tetrahydronaphthalenes Tubulin Modulators
ATC-Code	D06BB04
CAS number	518-28-5

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Tubulin alpha-4A chain	MRECISVHVGQAGVQMGNACWELYCLEHGIQPDGQMPSDKTIGGGDDSFT...	unknown	inhibitor
Tubulin beta chain	MREIVHIQAGQCGNQIGAKFWEVISDEHGIDPTGTYHGDSDLQLDRISVY...	unknown	inhibitor
DNA topoisomerase 2-alpha	MEVSPLQPVNENMQVNKIKKNEDAKKRLSVERIYQKKTQLEHILLRPDTY...	unknown	inhibitor

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682