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PPP

Molecular FormulaC₂₂H₂₂O₈
Average mass414.405 Da
Monoisotopic mass414.131470 Da
ChemSpider ID65362

- 4 of 4 defined stereocentres

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Names and Synonyms
Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(5R,5aS,8aR)-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

(5R,5aS,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,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)-on [German] [ACD/IUPAC Name]

(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 [ACD/IUPAC Name]

(5R,5aS,8aR,9R)-9-Hydroxy-5-(3,4,5-triméthoxyphényl)-5,8,8a,9-tétrahydrofuro[3',4':6,7]naphto[2,3-d][1,3]dioxol-6(5aH)-one [French] [ACD/IUPAC Name]

(5R,5aS,8aR,9R)-9-Hydroxy-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one

[5R-(5a,5aa,8aa,9a)]-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

477-47-4 [RN]

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,5aS,8aR)-

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,5aS,8aR,9R)- [ACD/Index Name]

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IN00190; picropodophyllotoxin

LV2510000

MFCD01742647

Picropodophyllin

Picropodophyllin (8CI)

Picropodophyllinic Acid Lactone

Picropodophyllotoxin

PPP

(±)-epipodophyllotoxin

(10R,11S,15R,16R)-16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.03,7.011,15]hexadeca-1,3(7),8-trien-12-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

(5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofurano[5,6-f][1,3]benzodioxol-8-one

(5R,5aS,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,5aS,8aR,9R)-9-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

?(5R,?5aS,?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

1454782-81-0 [RN]

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-(α-5aα,8aα,9α)]

656820-32-5 [RN]

77519-38-1 [RN]

AXL 1717

AXL1717

AXL-1717

AXL1717 (Picropodophyllotoxin)

AXL1717|podofilox

BS-16874

BSPBio_003481

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-α,5a-α,8a-α,9-α))-

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-(5α, 5aα,8aα,9α)]-

Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hy...

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-(5α,5aα,8aα,9α)]-

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-(5a,5aa,8aa,9a)]-

https://www.ebi.ac.uk/chembl/compound_reportcard/CHEMBL283120/

IGF-1R Inhibitor, PPP

IGF-1R Inhibitor, PPP - CAS 477-47-4 - Calbiochem

IN00190

Insulin-like Growth Factor-1 Receptor Inhibitor

Insulin-like Growth Factor-1 Receptor Inhibitor, Picropodophyllin

NCGC00161923-01

Picropodophyllin (PPP)

Picropodophyllin |

Picropodophyllotoxin;Picropodophyllin;PPP;AXL-1717;AXL 1717

Picropodophyllotoxin-d3

Picropodopyhllin |

PICROPODOPYHLLIN; (5R,5AS,8AR,9R)-5,8,8A,9-TETRAHYDRO-9-HYDROXY-5-(3,4,5-T RIMETHOXYPHENYL)-FURO[3',4':6,7]NAPHTHO[2,3-D]-1,3-DIOXOL-6(5AH)-ONE

Podofilox [USAN]

SPECTRUM1504410

Spectrum5_000631

WLN: T E5 C665 FVO NO PO OHTT&&J DR CO1 DO1 EO1& JQ

苦鬼臼毒素 [Chinese]

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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

0F35AOI227 [DBID]

NSC 36407 [DBID]

AIDS006792 [DBID]

AIDS-006792 [DBID]

BRN 0099161 [DBID]

KBio2_002116 [DBID]

KBio2_004684 [DBID]

KBio2_007252 [DBID]

KBio3_002701 [DBID]

KBioGR_002538 [DBID]

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Experimental data
Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon
Predicted - Mcule

Experimental Physico-chemical Properties

AXL1717 (Picropodophyllotoxin) is an orally active insulin-like growth factor-1 receptor (IGF-1R) inhibitor with IC50 of 1 nM; exhibits little effect towards IR, FGFR, PDGFR and EGFR, and exerts no ef fects on microtubules and DNA topoisomerase II. MedChem Express http://www.medchemexpress.com/nsc-42834.html

AXL1717 (Picropodophyllotoxin) is an orally active insulin-like growth factor-1 receptor (IGF-1R) inhibitor with IC50 of 1 nM; exhibits little effect towards IR, FGFR, PDGFR and EGFR, and exerts no effects on microtubules and DNA topoisomerase II. MedChem Express HY-15494

Enzyme-Linked Receptors Tocris Bioscience 2956

IGF-1R MedChem Express HY-15494

Insulin and insulin-like Receptors Tocris Bioscience 2956

Orally active insulin-like growth factor 1 receptor (IGF1R) inhibitor that exhibits no activity at the insulin receptor, FGFR, PDGFR or EGFR. Inhibits IGF1R autophosphorylation (IC50 ~ 1 nM), increase s the fraction of cells in the G2/M phase and upregulates apoptosis. Exhibits antiproliferative effects in multiple cancer cell lines (IC50 = 0.05 - 15 ?M), and has anticancer and antineovascularizati on activity in vivo. Tocris Bioscience 2956

Orally active insulin-like growth factor 1 receptor (IGF1R) inhibitor that exhibits no activity at the insulin receptor, FGFR, PDGFR or EGFR. Inhibits IGF1R autophosphorylation (IC50 ~ 1 nM), increases the fraction of cells in the G2/M phase and upregulates apoptosis. Exhibits antiproliferative effects in multiple cancer cell lines (IC50 = 0.05 - 15 ?M), and has anticancer and antineovascularization activity in vivo. Tocris Bioscience 2956

Orally active insulin-like growth factor 1 receptor (IGF1R) inhibitor that exhibits no activity at the insulin receptor, FGFR, PDGFR or EGFR. Inhibits IGF1R autophosphorylation (IC50 ~ 1 nM), increases the fraction of cells in the G2/M phase and upregulates apoptosis. Exhibits antiproliferative effects in multiple cancer cell lines (IC50 = 0.05 - 15 muM), and has anticancer and antineovascularization activity in vivo. Tocris Bioscience 2956

Protein Tyrosine Kinase/RTK MedChem Express HY-15494

Protein Tyrosine Kinase/RTK; MedChem Express HY-15494

Receptor Tyrosine Kinases (RTKs) Tocris Bioscience 2956

Selective IGF1R inhibitor Tocris Bioscience 2956

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density:	1.4±0.1 g/cm³
Boiling Point:	597.9±50.0 °C at 760 mmHg
Vapour Pressure:	0.0±1.8 mmHg at 25°C
Enthalpy of Vaporization:	93.6±3.0 kJ/mol
Flash Point:	210.2±23.6 °C
Index of Refraction:	1.606
Molar Refractivity:	104.3±0.3 cm³
#H bond acceptors:	8
#H bond donors:	1
#Freely Rotating Bonds:	4
#Rule of 5 Violations:	0

ACD/LogP:	1.60
ACD/LogD (pH 5.5):	1.95
ACD/BCF (pH 5.5):	17.77
ACD/KOC (pH 5.5):	273.01
ACD/LogD (pH 7.4):	1.95
ACD/BCF (pH 7.4):	17.77
ACD/KOC (pH 7.4):	273.01
Polar Surface Area:	93 Å²
Polarizability:	41.3±0.5 10^-24cm³
Surface Tension:	52.8±3.0 dyne/cm
Molar Volume:	302.4±3.0 cm³

Predicted data is generated using the US Environmental Protection Agency�s EPISuite™

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  -1.54

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  549.79  (Adapted Stein & Brown method)
    Melting Pt (deg C):  235.86  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.91E-014  (Modified Grain method)
    Subcooled liquid VP: 5.47E-012 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  1.632e+005
       log Kow used: -1.54 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  282.68 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Esters
       Benzyl Alcohols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.99E-018  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  9.746E-020 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -1.54  (KowWin est)
  Log Kaw used:  -15.913  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  14.373
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.1176
   Biowin2 (Non-Linear Model)     :   0.9998
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2653  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.8370  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.8425
   Biowin6 (MITI Non-Linear Model):   0.6094
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.7657
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  7.29E-010 Pa (5.47E-012 mm Hg)
  Log Koa (Koawin est  ): 14.373
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.11E+003 
       Octanol/air (Koa) model:  57.9 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 219.6237 E-12 cm3/molecule-sec
      Half-Life =     0.049 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.584 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  809
      Log Koc:  2.908 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: -1.54 (estimated)

 Volatilization from Water:
    Henry LC:  2.99E-018 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.991E+014  hours   (1.663E+013 days)
    Half-Life from Model Lake : 4.354E+015  hours   (1.814E+014 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       1.07e-005       1.17         1000       
   Water     46.4            900          1000       
   Soil      53.5            1.8e+003     1000       
   Sediment  0.0891          8.1e+003     0          
     Persistence Time: 973 hr

Click to predict properties on the Chemicalize site

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PPP

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