podophyllotoxin Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
3481 518-28-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • podophyllotoxin
  • podofilox
  • condyline
A lignan (LIGNANS) 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.
  • Molecular weight: 414.41
  • Formula: C22H22O8
  • CLOGP: 1.30
  • LIPINSKI: 0
  • HAC: 8
  • HDO: 1
  • TPSA: 92.68
  • ALOGS: -3.56
  • ROTB: 4

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
Dec. 13, 1990 FDA ACTAVIS LABS UT INC

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC D06BB04 DERMATOLOGICALS
ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
CHEMOTHERAPEUTICS FOR TOPICAL USE
Antivirals
FDA PE N0000008732 Decreased Mitosis
MeSH PA D050256 Antimitotic Agents
MeSH PA D000970 Antineoplastic Agents
MeSH PA D000972 Antineoplastic Agents, Phytogenic
MeSH PA D003879 Dermatologic Agents
MeSH PA D007641 Keratolytic Agents
MeSH PA D050257 Tubulin Modulators
CHEBI has role CHEBI:35610 cytostatic
CHEBI has role CHEBI:50176 desquamating agent
CHEBI has role CHEBI:60832 tubulin modulators
CHEBI has role CHEBI:61951 microtubule destabilising role
CHEBI has role CHEBI:64911 mitosis inhibitors
CHEBI has role CHEBI:76924 plant metabolites

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Condyloma acuminatum indication 240542006 DOID:11168
Pregnancy, function contraindication 289908002

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 10.37 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Cytochrome P450 3A4 Enzyme IC50 6.22 DRUG MATRIX
Cytochrome P450 2C9 Enzyme IC50 5.40 DRUG MATRIX
Cytochrome P450 2C19 Enzyme IC50 5.30 DRUG MATRIX
Glucocorticoid receptor Nuclear hormone receptor IC50 7.85 CHEMBL
Tubulin Structural IC50 6 CHEMBL
Tubulin Structural Ki 5.66 CHEMBL
Tubulin alpha-1A chain Structural IC50 6.34 CHEMBL
Human papillomavirus regulatory protein E2 Unclassified Kd 4.15 CHEMBL
Regulatory protein E2 Unclassified Kd 4.70 CHEMBL
Regulatory protein E2 Unclassified Kd 5.98 CHEMBL
Tubulin Structural IC50 6.34 CHEMBL

External reference:

IDSource
4019583 VUID
N0000147681 NUI
D05529 KEGG_DRUG
4019583 VANDF
C0730961 UMLSCUI
CHEBI:50305 CHEBI
POD PDB_CHEM_ID
CHEMBL61 ChEMBL_ID
D011034 MESH_DESCRIPTOR_UI
DB01179 DRUGBANK_ID
10607 PUBCHEM_CID
L36H50F353 UNII
225782 RXNORM
5312 MMSL
003584 NDDF
415128000 SNOMEDCT_US
76575003 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Condylox HUMAN PRESCRIPTION DRUG LABEL 1 0023-6118 GEL 5 mg TOPICAL NDA 23 sections
PODOFILOX HUMAN PRESCRIPTION DRUG LABEL 1 0574-0611 SOLUTION 5 mg TOPICAL ANDA 24 sections
Podofilox HUMAN PRESCRIPTION DRUG LABEL 1 0591-3204 SOLUTION 5 mg TOPICAL NDA AUTHORIZED GENERIC 23 sections
Podofilox HUMAN PRESCRIPTION DRUG LABEL 1 54868-6198 SOLUTION 5 mg TOPICAL NDA authorized generic 20 sections