3957-22-0|(Propane-2,2-diylbis(2-hydroxybenzene-5,3,1-triyl))tetramethanol| Ambeed

Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of [ 3957-22-0 ] Purity: 97% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of [ 3957-22-0 ]

CAS No. :	3957-22-0
Formula :	C₁₉H₂₄O₆
M.W :	348.39
SMILES Code :	CC(C1=CC(CO)=C(O)C(CO)=C1)(C2=CC(CO)=C(O)C(CO)=C2)C
MDL No. :	MFCD00071732
Boiling Point :	No data available
InChI Key :	ZRIRUWWYQXWRNY-UHFFFAOYSA-N
Pubchem ID :	77564

Safety of [ 3957-22-0 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P280-P305+P351+P338

Computational Chemistry of [ 3957-22-0 ] Show Less

Physicochemical Properties

Num. heavy atoms	25
Num. arom. heavy atoms	12
Fraction Csp3	0.37
Num. rotatable bonds	6
Num. H-bond acceptors	6.0
Num. H-bond donors	6.0
Molar Refractivity	93.95
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	121.38 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	2.1
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	1.57
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	0.79
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.	0.79
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	2.92
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	1.63

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-2.95
Solubility	0.392 mg/ml ; 0.00113 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-3.73
Solubility	0.065 mg/ml ; 0.000186 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
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	-3.87
Solubility	0.0471 mg/ml ; 0.000135 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	No
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	Yes
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	Yes
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-7.31 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	1.0
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	1.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

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	0.0 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<0.0
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)	2.52

Application In Synthesis of [ 3957-22-0 ]

* 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 [ 3957-22-0 ]

[ 3957-22-0 ] Synthesis Path-Downstream 1~15

1
[ 79-46-9 ]
[ 3957-22-0 ]
[ 75458-75-2 ]

References: [1]Liebigs Annalen der Chemie,1980,p. 1239 - 1251.

2
[ 80-05-7 ]
[ 50-00-0 ]
[ 3957-22-0 ]

Yield	Reaction Conditions	Operation in experiment
		A reaction vessel is charged with 22.8 grams (0.1 mole) of bisphenol-A and 8 grams (0.2 mole) of sodium hydroxide (as 20 weight % solution), and heated to 65 oC. About 4 moles of formaldehyde (as 37% w/w formalin solution) is added and the reaction is continued at 65 oC for three hours, maintaining the pH at 9-10. The tetra-methylol bisphenol- A formed is reacted with mixture of 0.2 mole of diethanolamine and 0.2 mole of N,N- didodecyl amine at ambient temperature, and then heated to 60 oC for two hours. [0133] The product formed above is reacted with 0.2 mole of epichlorohydrin at pH 9-10 at 65 oC. The epichlorohydrin derivative is added slowly to an equimolar mixture of N,N-diethanol amine and N,N,di-dodecylamine, and mixed at 30 oC for one hour. The mixture is further heated to 100 oC for one hour. The final product is evaporated by rotary evaporators and dried under vacuum to obtain the gemini surfactant compound 20.
	With sodium hydroxide; at 65℃; for 2h;pH 9 - 10;	Example 9 Preparation of Hydroxymethyl Bisphenols (Compounds 9 and 11) (0083) About 50 grams of bisphenol A and 270 grams of formalin solution (37% concentration) were mixed in a five-neck reaction flask fitted with a condenser, mechanical stirrer, dropping funnel, and a thermometer. The reaction was started by adding 40% sodium hydroxide solution dropwise, and the pH of the reaction mixture was adjusted to between 9 and 10. The reaction mixture was heated to about 65 C. for 2 hours, and the pH was maintained between 9 and 10. At the end of this period, the reaction mixture was cooled and neutralized with cold (5-10 C.) solution of sodium dihydrogen phosphate. The oily viscous layer was separated, dissolved in ethanol, desalted, and dried with molecular sieves. The product was evaporated by rotary evaporators and dried under vacuum to obtain compound 9. (0084) Similarly, compound 11 could be obtained by similar methods using bisphenol F as the starting material.
17.4 g	With potassium hydroxide; In methanol; water; at 50℃; for 6h;	20 g of a commercially available compound (C-a) was mixed with 20 g of methanol, 100 g of water, and 12.3 g of potassium hydroxide in a 500 ml recovery flask. 26 g of paraformaldehyde was added to the mixture, followed by stirring at 50 C. for 6 hours to obtain a reaction solution. The resulting reaction solution was cooled to room temperature, and adjusted to about pH 5 by neutralization using 3N HCl (aq). Then, 120 g of ethyl acetate was added to carry out liquid separation. The resulting organic layer was washed with 120 g of water and concentrated to give 17.4 g of a compound (C-b).

References: [1]Monatshefte fur Chemie,1973,vol. 104,p. 1077 - 1089.
[2]Patent: WO2015/84304,2015,A1 .Location in patent: Paragraph 0132; 0133.
[3]Patent: US2016/9672,2016,A1 .Location in patent: Paragraph 0083-0084.
[4]Patent: US2016/280675,2016,A1 .Location in patent: Paragraph 0458.

3
[ 3236-71-3 ]
[ 3957-22-0 ]