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Impurities and reference standards

Picropodophyllin

Also known as Picropodophyllotoxin, cyclolignan PPP, picro-podophyllin

CAS 477-47-4Formula C22H22O8Molar mass 414.41 g/molEC 637-166-4
GHS signal word: Danger. Pictograms: Acute toxicity (severe), Harmful or irritant 16 suppliers listed
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Picropodophyllin chemical structure, C22H22O8, CAS 477-47-4
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
477-47-4
Formula
C22H22O8
Molar mass
414.41 g/mol
EC number
637-166-4
HS code
293220
Category
Impurities and reference standards

What is Picropodophyllin?

Plain description, key identifiers and synonyms

Picropodophyllotoxin is an organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing 3,4,5-trimethoxyphenyl and hydroxy substituents. It has a role as an antineoplastic agent, a tyrosine kinase inhibitor, an insulin-like growth factor receptor 1 antagonist and a plant metabolite. It is a lignan, an organic heterotetracyclic compound and a furonaphthodioxole.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
CAS number
477-47-4 CAS number cross-checkedOther or deprecated CAS: 118627-04-6, 1352873-82-5, 17434-18-3
EC number
637-166-4
Molecular formula
C22H22O8
UNII
0F35AOI227
MDL number
MFCD01742647
InChIKey
YJGVMLPVUAXIQN-HAEOHBJNSA-N
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
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

Synonyms

  • Picropodophyllotoxin
  • cyclolignan PPP
  • picro-podophyllin
  • Picropodophyllin (PPP)
  • Podophyllotoxin picropodophyllin
  • (5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
  • (5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-(2)benzofuro(5,6-f)(1,3)benzodioxol-8-one
  • 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-(5-alpha,5a-alpha,8a-alpha,9-alpha))-
  • (-)PPP
  • (5R,5aS,8aR,9R)-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
  • AXL1717 (Picropodophyllotoxin)
  • (5R,5aS,8aR,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one
  • Podophyllotoxin impurity a
  • IGF-1R Inhibitor, PPP
  • AXL 1717
  • AXL1717, Picropodophyllin, PPP
  • (5R,5as,8ar,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro(3',4':6,7)naphtho(2,3-d)(1,3)dioxol-6(8H)-one
  • Sdccgmls-0066757.p001
  • 2-[2-hydroxyethyl(propan-2-yl)amino]et
  • Picropodophyllotoxin, Picropodophyllin, PPP
  • 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-(5-alpha,5a-alpha,8a-alpha,9-alpha))-
  • Picropodophyllotoxin, >=96% (HPLC), powder
  • (10R,11S,15R,16R)-16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0?,?.0??,??]hexadeca-1(9),2,7-trien-12-one
  • (10R,11S,15R,16R)-16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(9),2,7-trien-12-one
  • (5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-8-one
Show all 30 synonyms
  • (5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[6,5-f][1,3]benzodioxol-8-one
  • (5R,5aS,8aR,9R)-5,8,8a,9-Tetrahydro not-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo[3',4':6,7 not]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
  • (5R,5aS,8aR,9R)-9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydro-2H-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)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, [5R-(alpha-5aalpha,8aalpha,9alpha)]
  • Furo[3',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,5aalpha,8aalpha,9alpha)]-

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
414.41 g/molcalc.
Exact mass
414.1315 Dacalc.
LogP (octanol/water)
2.41calc.
Topological polar surface area
92.68 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
8calc.
Rotatable bonds
4calc.
Heavy atoms
30calc.
Rings
5calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.41calc.
Formal charge
0calc.
Stereocentres
4calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1OCC2Cc3cc4c(cc3C(c3ccccc3)C12)OCO4

O=C1OCC2Cc3cc4c(cc3C(c3ccccc3)C12)OCO4

5 rings, 23 atoms.

68 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS06: Acute toxicity (severe)
Acute toxicity (severe)
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H301Toxic if swallowed.
  • H312Harmful in contact with skin.
  • H315Causes skin irritation.
  • H319Causes serious eye irritation.
  • H335May cause respiratory irritation.
Precautionary statements (20)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • P270Do not eat, drink or smoke when using this product.
  • P271Use only outdoors or in a well-ventilated area.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P301 + P316If swallowed: Get emergency medical help immediately.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P317Get medical help.
  • P319Get medical help if you feel unwell.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P332 + P317If skin irritation occurs: Get medical help.
  • P337 + P317If eye irritation persists: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Picropodophyllin suppliers

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All 16 suppliers
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Where suppliers are based

16 suppliers in 3 countries

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Picropodophyllin price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Roles

  • antagonist
  • antineoplastic agent
  • enzyme inhibitor
  • eukaryotic metabolite
  • insulin-like growth factor receptor 1 antagonist
  • metabolite
  • pharmaceutical
  • plant metabolite
  • protein kinase inhibitor
  • tyrosine kinase inhibitor

Pharmacology

Picropodophyllin is a cyclolignan alkaloid found in the mayapple plant family (Podophyllum peltatum), and a small molecule inhibitor of the insulin-like growth factor 1 receptor (IGF1R) with potential antineoplastic activity. Picropodophyllin specifically inhibits the activity and downregulates the cellular expression of IGF1R without interfering with activities of other growth factor receptors, such as receptors for insulin, epidermal growth factor, platelet-derived growth factor, fibroblast growth factor and mast/stem cell growth factor (KIT).

Read more

This agent shows potent activity in the suppression o f tumor cell proliferation and the induction of tumor cell apoptosis. IGF1R, a receptor tyrosine kinase overexpressed in a variety of human cancers, plays a critical role in the growth and survival of many types of cancer cells.

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Picropodophyllin is traded under.

HS 2932.20Indicative HS code

Lactones

World exports in 2024
$1.97B
−4.7% vs 2023, imports $2.07B
2019 to 2024
Top exporters
  1. China56.3%
  2. India * partner reported7.4%
  3. Germany7.3%
Top importers
  1. United States14.2%
  2. India * partner reported13.5%
  3. Brazil8.5%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Picropodophyllin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Picropodophyllin, based on the data on this page

What is Picropodophyllin?

Picropodophyllotoxin is an organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing 3,4,5-trimethoxyphenyl and hydroxy substituents. It has a role as an antineoplastic agent, a tyrosine kinase inhibitor, an insulin-like growth factor receptor 1 antagonist and a plant metabolite.

What is the CAS number of Picropodophyllin?

The CAS registry number of Picropodophyllin is 477-47-4. Other or deprecated CAS numbers: 118627-04-6, 1352873-82-5, 17434-18-3.

What is the molecular formula and weight of Picropodophyllin?

The molecular formula of Picropodophyllin is C22H22O8 and its molar mass is 414.41 g/mol.

What is Picropodophyllin used for?

Known uses and roles of Picropodophyllin include antagonist, antineoplastic agent, enzyme inhibitor, eukaryotic metabolite, insulin-like growth factor receptor 1 antagonist and 5 more.

Is Picropodophyllin hazardous?

Picropodophyllin carries the GHS signal word "Danger". Main hazards: toxic if swallowed, harmful in contact with skin, causes skin irritation. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Picropodophyllin?

Picropodophyllin is usually classified under HS code 293220 (Lactones). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Picropodophyllin?

CompoundList lists 16 suppliers of Picropodophyllin in China, United States and Germany. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Picropodophyllin?

Suppliers quote Picropodophyllin on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Picropodophyllin

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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