ChemSpider 2D Image | (8S,10S)-8-Glycoloyl-6,8,11-trihydroxy-1-methoxy-10-{[(1S,3R,4aS,9S,9aR,10aS)-9-methoxy-1-methyloctahydro-1H-pyrano[4',3':4,5][1,3]oxazolo[2,3-c][1,4]oxazin-3-yl]oxy}-7,8,9,10-tetrahydro-5,12-tetracen edione | C32H35NO13

(8S,10S)-8-Glycoloyl-6,8,11-trihydroxy-1-methoxy-10-{[(1S,3R,4aS,9S,9aR,10aS)-9-methoxy-1-methyloctahydro-1H-pyrano[4',3':4,5][1,3]oxazolo[2,3-c][1,4]oxazin-3-yl]oxy}-7,8,9,10-tetrahydro-5,12-tetracen edione

  • Molecular FormulaC32H35NO13
  • Average mass641.619 Da
  • Monoisotopic mass641.210815 Da
  • ChemSpider ID8049877

  • defined stereocentres - 8 of 8 defined stereocentres

More details:

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

(8S,10S)-6,8,11-Trihydroxy-8-(2-hydroxyacétyl)-1-méthoxy-10-{[(1S,3R,4aS,9S,9aR,10aS)-9-méthoxy-1-méthyloctahydro-1H-pyrano[4',3':4,5][1,3]oxazolo[2,3-c][1,4]oxazin-3-yl]oxy}-7,8,9,10-tétrahydro-5,12- tétracènedione [French] [ACD/IUPAC Name]
(8S,10S)-8-Glycoloyl-6,8,11-trihydroxy-1-methoxy-10-{[(1S,3R,4aS,9S,9aR,10aS)-9-methoxy-1-methyloctahydro-1H-pyrano[4',3':4,5][1,3]oxazolo[2,3-c][1,4]oxazin-3-yl]oxy}-7,8,9,10-tetrahydro-5,12-tetracen dion [German] [ACD/IUPAC Name]
(8S,10S)-8-Glycoloyl-6,8,11-trihydroxy-1-methoxy-10-{[(1S,3R,4aS,9S,9aR,10aS)-9-methoxy-1-methyloctahydro-1H-pyrano[4',3':4,5][1,3]oxazolo[2,3-c][1,4]oxazin-3-yl]oxy}-7,8,9,10-tetrahydro-5,12-tetracen edione [ACD/IUPAC Name]
5,12-Naphthacenedione, 7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-10-[[(1S,3R,4aS,9S,9aR,10aS)-octahydro-9-methoxy-1-methyl-1H-pyrano[4',3':4,5]oxazolo[2,3-c][1,4]oxazin-3-yl] oxy]-, (8S,10S)- [ACD/Index Name]
(7S,9S)-6,9,11-Trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-7-[[(2S,4R,6S,7S,9R,10S)-10-methoxy-6-methyl-5,8,11-trioxa-1-azatricyclo[7.4.0.02,7]tridecan-4-yl]oxy]-8,10-dihydro-7H-tetracene-5,12-dione
(7S,9S)-7-[[(1S,3R,4aS,9S,9aR,10aS)-9-methoxy-1-methyl-3,4,4a,6,7,9,9a,10a-octahydro-1H-pyrano[1,2][1,3]oxazolo[3,4-b][1,4]oxazin-3-yl]oxy]-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
(8S,10S)-6,8,11-Trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-10-(((1S,3R,4aS,9S,9aR,10aS)-9-methoxy-1-methyloctahydro-1H-pyrano[4',3':4,5]oxazolo[2,3-c][1,4]oxazin-3-yl)oxy)-7,8,9,10-tetrahydrotetracene-5,12-dione
202350-68-3 [RN]
3'-deamino-3'',4'-anhydro-[2''(S)-methoxy-3''(R)-oxy-4''-morpholinyl]doxorubicin
MFCD12756329
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  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      ADCs cytotoxin MedChem Express HY-16700
      ADCs cytotoxin Topoisomerase MedChem Express HY-16700
      Antibody-drug conjugates/ADCs Related MedChem Express HY-16700
      Antibody-drug conjugates/ADCs Related; Cell Cycle/DNA Damage; MedChem Express HY-16700
      PNU-159682 is a major bioactive metabolite of Nemorubicin in human liver microsomes; MedChem Express http://www.medchemexpress.com/iso-1.html
      PNU-159682 is a major bioactive metabolite of Nemorubicin in human liver microsomes; > 3,000-fold cytotoxic than its parent compound(MMDX and doxorubicin).; IC50 value: 0.1-0.5 nM (HT-29; DU145; Jurkat cell lines, etc) [1]; Target: Topoisomerase I inhibitor; in vitro: The cytotoxicity of PNU-159682 were in the subnanomolar range (0.07-0.58 nmol/L) and noticeably lower than that recorded for both MMDX and doxorubicin; PNU-159682 was 2,360- to 790-fold and 6,420- to 2,100-fold more potent than MMDX and doxorubicin, respectively [1].; in vivo: An evaluation of the in vivo antitumor activity of PNU-; 159682, in comparison with that of MMDX, was then conducted; in mice bearing disseminated murine L1210 leukemia. MedChem Express HY-16700
      PNU-159682 is a major bioactive metabolite of Nemorubicin in human liver microsomes; > 3,000-fold cytotoxic than its parent compound(MMDX and doxorubicin).;IC50 value: 0.1-0.5 nM (HT-29; DU145; Jurkat cell lines, etc) [1];Target: Topoisomerase I inhibitor;In vitro: The cytotoxicity of PNU-159682 were in the subnanomolar range (0.07-0.58 nmol/L) and noticeably lower than that recorded for both MMDX and doxorubicin; PNU-159682 was 2,360- to 790-fold and 6,420- to 2,100-fold more potent than MMDX and doxorubicin, respectively [1].;In vivo: An evaluation of the in vivo antitumor activity of PNU-159682, in comparison with that of MMDX, was then conducted;In mice bearing disseminated murine L1210 leukemia. Preliminary;Toxicity dose-finding studies showed that 15 Ag/kg i.v. was the single-dose maximum tolerated dose of PNU-159682 [1]. Several patents reported that PNU-159682 can be used as cytotoxin in ADCs design. MedChem Express HY-16700

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

Density: 1.6±0.1 g/cm3
Boiling Point: 838.5±65.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.2 mmHg at 25°C
Enthalpy of Vaporization: 127.7±3.0 kJ/mol
Flash Point: 460.9±34.3 °C
Index of Refraction: 1.691
Molar Refractivity: 154.5±0.4 cm3
#H bond acceptors: 14
#H bond donors: 4
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 3
ACD/LogP: 6.18
ACD/LogD (pH 5.5): 3.62
ACD/BCF (pH 5.5): 332.02
ACD/KOC (pH 5.5): 2200.66
ACD/LogD (pH 7.4): 3.13
ACD/BCF (pH 7.4): 106.47
ACD/KOC (pH 7.4): 705.70
Polar Surface Area: 191 Å2
Polarizability: 61.2±0.5 10-24cm3
Surface Tension: 86.9±5.0 dyne/cm
Molar Volume: 403.8±5.0 cm3

Click to predict properties on the Chemicalize site


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