69655-76-1|1,3,5,7,9,11,13,15-Octavinyl-2,4,6,8,10,12,14,16,17,18,19,20-dodecaoxa-1,3,5,7,9,11,13,15-octasilapentacyclo[9.5.1.13,9.15,15.17,13]icosane| Ambeed

CAS No. :	69655-76-1
Formula :	C₁₆H₂₄O₁₂Si₈
M.W :	633.04
SMILES Code :	C=C[Si]12O[Si]3(C=C)O[Si](O[Si]4(C=C)O1)(C=C)O[Si](O[Si]5(C=C)O4)(C=C)O[Si](O[Si](O5)(C=C)O2)(C=C)O3
MDL No. :	MFCD24450214
InChI Key :	ZWCNRMDCQDJIRL-UHFFFAOYSA-N
Pubchem ID :	144364

Safety of [ 69655-76-1 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Computational Chemistry of [ 69655-76-1 ] Show Less

Physicochemical Properties

Num. heavy atoms	36
Num. arom. heavy atoms	0
Fraction Csp3	0.0
Num. rotatable bonds	8
Num. H-bond acceptors	12.0
Num. H-bond donors	0.0
Molar Refractivity	140.63
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	110.76 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	5.84
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	7.95
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	1.57
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	-5.66
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-8.06
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	0.33

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-8.25
Solubility	0.0000036 mg/ml ; 0.0000000057 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Poorly soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-10.13
Solubility	0.0000000473 mg/ml ; 0.0000000001 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Insoluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-0.79
Solubility	104.0 mg/ml ; 0.164 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	No
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	Yes
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	No
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-4.52 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	2.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	3.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.17

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	1.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<3.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	8.11

Application In Synthesis of [ 69655-76-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 69655-76-1 ]

[ 69655-76-1 ] Synthesis Path-Downstream 1~54

1
[ 75-94-5 ]
[ 69655-76-1 ]

References: [1]Dalton Transactions,2006,p. 3668 - 3671.
[2]Journal of general chemistry of the USSR,1978,vol. 48,p. 2442 - 2444.
    Zhurnal Obshchei Khimii,1978,vol. 48,p. 2692 - 2695.
[3]Journal of Applied Spectroscopy,1984,vol. 40,p. 286 - 289.
    Zhurnal Prikladnoi Spektroskopii,1984,vol. 40,p. 399 - 404.
[4]Journal of general chemistry of the USSR,1982,vol. 52,p. 1400 - 1405.
    Zhurnal Obshchei Khimii,1982,vol. 52,p. 1585 - 1591.
[5]Journal of Organometallic Chemistry,1999,vol. 584,p. 11 - 15.

2
[ 75-79-6 ]
[ 75-94-5 ]
[ 17865-85-9 ]
[ 69655-76-1 ]
C₉H₂₄O₁₂Si₈ [ No CAS ]
C₁₁H₂₄O₁₂Si₈ [ No CAS ]
C₁₅H₂₄O₁₂Si₈ [ No CAS ]

References: [1]Journal of Organometallic Chemistry,1988,vol. 345,p. 11 - 18.

3
[ 4253-34-3 ]
[ 4130-08-9 ]
[ 17865-85-9 ]
[ 69655-76-1 ]
[ 64-19-7 ]
C₉H₂₄O₁₂Si₈ [ No CAS ]
C₁₀H₂₄O₁₂Si₈ [ No CAS ]
C₁₅H₂₄O₁₂Si₈ [ No CAS ]

References: [1]Journal of Organometallic Chemistry,1988,vol. 345,p. 11 - 18.

4
[ 77-73-6 ]
[ 69655-76-1 ]
pernorbornenyloctasilasesquioxane [ No CAS ]

References: [1]Journal of general chemistry of the USSR,1986,vol. 56,p. 2049 - 2053.
Zhurnal Obshchei Khimii,1986,vol. 56,p. 2320 - 2325.

5
[ 69655-76-1 ]
[ 18971-70-5 ]

References: [1]Journal of general chemistry of the USSR,1987,p. 995 - 998.
Zhurnal Obshchei Khimii,1987,vol. 57,p. 1114 - 1117.

6
[ 69655-76-1 ]
[ 542-92-7 ]
C₂₁H₃₀O₁₂Si₈ [ No CAS ]

References: [1]Journal of general chemistry of the USSR,1986,vol. 56,p. 2049 - 2053.
Zhurnal Obshchei Khimii,1986,vol. 56,p. 2320 - 2325.

7
[ 69655-76-1 ]
[ 542-92-7 ]
C₅₁H₆₆O₁₂Si₈ [ No CAS ]

References: [1]Journal of general chemistry of the USSR,1986,vol. 56,p. 2049 - 2053.
Zhurnal Obshchei Khimii,1986,vol. 56,p. 2320 - 2325.

8
[ 69655-76-1 ]
[ 71-43-2 ]
perphenetyloctasilsesquioxane [ No CAS ]

References: [1]Doklady Chemistry,1985,vol. 281,p. 126 - 129.
Dokl. Akad. Nauk SSSR Ser. Khim.,1985,vol. 281,p. 1374 - 1378.

9
[ 115-21-9 ]
[ 75-94-5 ]
[ 18971-70-5 ]
[ 69655-76-1 ]
C₁₆H₃₈O₁₂Si₈ [ No CAS ]
C₁₆H₂₆O₁₂Si₈ [ No CAS ]

References: [1]Journal of general chemistry of the USSR,1982,vol. 52,p. 1833 - 1835.
Zhurnal Obshchei Khimii,1982,vol. 52,p. 2060 - 2062.
[2]Journal of general chemistry of the USSR,1982,vol. 52,p. 1833 - 1835.
Zhurnal Obshchei Khimii,1982,vol. 52,p. 2060 - 2062.

10
[ 75-94-5 ]
[ 69655-76-1 ]
C₁₆H₂₅ClO₁₂Si₈ [ No CAS ]
C₂₁H₃₄O₁₄Si₉ [ No CAS ]
C₂₀H₃₁ClO₁₅Si₁₀ [ No CAS ]
C₂₂H₃₆O₁₆Si₁₀ [ No CAS ]

References: [1]Journal of general chemistry of the USSR,1982,vol. 52,p. 1400 - 1405.
Zhurnal Obshchei Khimii,1982,vol. 52,p. 1585 - 1591.

11
[ 75-94-5 ]
[ 67-63-0 ]
[ 69655-76-1 ]
C₂₁H₃₄O₁₄Si₉ [ No CAS ]

References: [1]Journal of general chemistry of the USSR,1982,vol. 52,p. 1400 - 1405.
Zhurnal Obshchei Khimii,1982,vol. 52,p. 1585 - 1591.

12
[ 78-08-0 ]
[ 69655-76-1 ]

Yield	Reaction Conditions	Operation in experiment
51%	With potassium hydroxide; In ethanol; water; at 20℃;	Triethoxyvinylsilane (l lg, 0.058 mol) was dissolved in 30 mL of EtOH at room temperature followed by the addition of 2.0 ml of aqueous KOH solution (lOmg/ml). The reaction mixture was stirred for overnight at RT. The next day a white precipitate was filtered off and dried in-vacuo to provide 2.3g of white solid. (51percent). Obtained white solid/ or commercially available octavinyl-T8-silsesquioxane (5.0 g, 7.9 mmol, 1 eq) and triethoxysilane (10.4 g, 0.063 mol, 8 eq) were dissolved in anhydrous toluene (40 mL) and purged under Argon for 30 minutes. Then, catalytic amount of Pt(dvs) (25 muEpsilon) was added to the reaction mixture and heated up to 80 °C for overnight. The solution was filtered through silica to remove excess starting material. The organic filtrate is dried in-vacuo. Obtained pale yellow oil. Yield: 1 1.8 g (79percent). (0169) [00106] MR (CDCb, 500 MHz): delta 0.63-0.66 (t, 32H), 1.20-1.23 (t, 72H), 3.78-3.81 (d, 48H), 13C NMR (CDCb, 120 MHz): 1.61 (8C), 3.35 (8C), 18.27 (24C), 58.32 (24C).

References: [1]Patent: WO2019/40853,2019,A1 .Location in patent: Paragraph 00105; 00106.
[2]Dalton Transactions,2006,p. 3668 - 3671.
[3]Journal of the Chemical Society, Dalton Transactions,1997,p. 1617 - 1626.
[4]RSC Advances,2015,vol. 5,p. 17709 - 17715.
[5]Catalysis science and technology,2016,vol. 6,p. 875 - 881.
[6]New Journal of Chemistry,2016,vol. 40,p. 1022 - 1028.

13
[ 75-54-7 ]
[ 69655-76-1 ]
octa(dichloromethylsilylethyl)silsesquioxane [ No CAS ]

References: [1]Journal of the Chemical Society, Dalton Transactions,1998,p. 2767 - 2770.

14
[ 1066-35-9 ]
[ 69655-76-1 ]
octa(chlorodimethylsilylethyl)silsesquioxane [ No CAS ]

References: [1]Journal of the Chemical Society, Dalton Transactions,1998,p. 2767 - 2770.

15
[ 69655-76-1 ]
[ 214675-88-4 ]

References: [1]Journal of the Chemical Society. Dalton Transactions (2001),2001,p. 3261 - 3268.
[2]Journal of the Chemical Society, Dalton Transactions,1998,p. 2767 - 2770.

16
[ 676-59-5 ]
[ 69655-76-1 ]
octakis-(dimethylphosphanoethyl)-octasilsesquioxane [ No CAS ]

References: [1]Journal of Organometallic Chemistry,1999,vol. 584,p. 11 - 15.

18
[ 69655-76-1 ]
2-(3-(dimethylsilyl)phenyl)-1,3-dioxolane [ No CAS ]
1,3,5,7,9,11,13,15-octakis{2-[3-(1,3-dioxolan-2-yl)phenyldimethylsilyl]ethyl}pentacyclo[9.5.1.1^3,9.1^5,15.1^7,13]octasiloxane [ No CAS ]

References: [1]Journal of the Chemical Society, Dalton Transactions,2001,p. 1123 - 1127.

19
[ 69655-76-1 ]
(4-(1,3-dioxolan-2-yl)phenyl)dimethylsilane [ No CAS ]
1,3,5,7,9,11,13,15-octakis{2-[4-(1,3-dioxolan-2-yl)phenyldimethylsilyl]ethyl}pentacyclo[9.5.1.1^3,9.1^5,15.1^7,13]octasiloxane [ No CAS ]

References: [1]Journal of the Chemical Society, Dalton Transactions,2001,p. 1123 - 1127.

20
[ 292638-84-7 ]
[ 69655-76-1 ]
C₆₄H₅₆O₁₂Si₈ [ No CAS ]