Cholesterol → HCID 131731037, compound

HRID 2039408Notes

Reaction equation

HRID 2039408 reaction equation
[CH3:1][C@@:2]12[C@H:11]3[CH2:12][CH:13]=[C:14]4[CH:19]5[CH2:20][C:21]([CH3:25])([CH3:24])[CH2:22][CH2:23][C@:18]5([C:26]([O:28][C@@H:29]5[O:34][C@H:33]([CH2:35][OH:36])[C@@H:32]([OH:37])[C@H:31]([O:38][C@@H:39]6[O:44][C@H:43]([CH2:45][OH:46])[C@@H:42]([OH:47])[C@H:41]([O:48][C@@H:49]7[O:54][C@H:53]([CH2:55][OH:56])[C@@H:52]([OH:57])[C@H:51]([O:58][C@@H:59]8[O:64][C@H:63]([CH2:65][OH:66])[C@@H:62]([OH:67])[C@H:61]([O:68][C@@H:69]9[O:74][C@H:73]([CH2:75][OH:76])[C@@H:72]([OH:77])[C@H:71]([OH:78])[C@H:70]9[OH:79])[C@H:60]8[OH:80])[C@H:50]7[OH:81])[C@H:40]6[OH:82])[C@H:30]5[OH:83])=[O:27])[CH:17]([OH:84])[CH2:16][C@@:15]4([CH3:85])[C@:10]3([CH3:86])[CH2:9][CH2:8][C@H:7]1[C@@:6]([CH:88]=[O:89])([CH3:87])[C@@H:5]([O:90][C@@H:91]1[O:96][C@H:95]([CH2:97][OH:98])[C@@H:94]([OH:99])[C@H:93]([O:100][C@@H:101]3[O:106][C@H:105]([CH2:107][OH:108])[C@@H:104]([OH:109])[C@H:103]([O:110][C@@H:111]4[O:116][C@H:115]([CH2:117][OH:118])[C@@H:114]([OH:119])[C@H:113]([OH:120])[C@H:112]4[OH:121])[C@H:102]3[OH:122])[C@H:92]1[OH:123])[CH2:4][CH2:3]2.[CH3:124][CH:125]([CH2:127][CH2:128][CH2:129][C@H:130]([C@@H:132]1[C@:150]2([CH3:151])[C@H:135]([C@H:136]3[C@H:147]([CH2:148][CH2:149]2)[C@:145]2([CH3:146])[C:139]([CH2:140][C@H:141]([CH2:143][CH2:144]2)[OH:142])=[CH:138][CH2:137]3)[CH2:134][CH2:133]1)[CH3:131])[CH3:126]>O>[CH3:1][C@@:2]12[C@H:11]3[CH2:12][CH:13]=[C:14]4[CH:19]5[CH2:20][C:21]([CH3:24])([CH3:25])[CH2:22][CH2:23][C@:18]5([C:26]([O:28][C@@H:29]5[O:34][C@H:33]([CH2:35][OH:36])[C@@H:32]([OH:37])[C@H:31]([O:38][C@@H:39]6[O:44][C@H:43]([CH2:45][OH:46])[C@@H:42]([OH:47])[C@H:41]([O:48][C@@H:49]7[O:54][C@H:53]([CH2:55][OH:56])[C@@H:52]([OH:57])[C@H:51]([O:58][C@@H:59]8[O:64][C@H:63]([CH2:65][OH:66])[C@@H:62]([OH:67])[C@H:61]([O:68][C@@H:69]9[O:74][C@H:73]([CH2:75][OH:76])[C@@H:72]([OH:77])[C@H:71]([OH:78])[C@H:70]9[OH:79])[C@H:60]8[OH:80])[C@H:50]7[OH:81])[C@H:40]6[OH:82])[C@H:30]5[OH:83])=[O:27])[CH:17]([OH:84])[CH2:16][C@@:15]4([CH3:85])[C@:10]3([CH3:86])[CH2:9][CH2:8][C@H:7]1[C@@:6]([CH:88]=[O:89])([CH3:87])[C@@H:5]([O:90][C@@H:91]1[O:96][C@H:95]([CH2:97][OH:98])[C@@H:94]([OH:99])[C@H:93]([O:100][C@@H:101]3[O:106][C@H:105]([CH2:107][OH:108])[C@@H:104]([OH:109])[C@H:103]([O:110][C@@H:111]4[O:116][C@H:115]([CH2:117][OH:118])[C@@H:114]([OH:119])[C@H:113]([OH:120])[C@H:112]4[OH:121])[C@H:102]3[OH:122])[C@H:92]1[OH:123])[CH2:4][CH2:3]2.[CH3:126][CH:125]([CH2:127][CH2:128][CH2:129][C@H:130]([C@@H:132]1[C@:150]2([CH3:151])[C@H:135]([C@H:136]3[C@H:147]([CH2:148][CH2:149]2)[C@:145]2([CH3:146])[C:139]([CH2:140][C@H:141]([CH2:143][CH2:144]2)[OH:142])=[CH:138][CH2:137]3)[CH2:134][CH2:133]1)[CH3:131])[CH3:124]

Participants

4

Reactant 2

HCID 5997CholesterolHCID 56841866Quil A

Product 1

HCID 131731037HCID 131731037, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Range of Quil A and Cholesterol concentrations in the various formulations was as low as 1/1 ug/ml of Quil A to cholesterol to as high as 1000/1000 ug/mL. To prepare a Quil A/Cholesterol stock solution of 50/50 μg/mL, the Quil A stock solution was diluted with water to a concentration of 50 μg/mL. While stirring this solution, the cholesterol stock solution was slowly added to a final concentration of 50 μg/mL.

Workup

  1. concentrationRange of Quil A and Cholesterol concentrations in the various formulations
  2. customTo prepare a Quil A/Cholesterol stock solution of 50/50 μg/mL

Sources & evidence

ORD record
ord-5c82d7dc57e24fa29d69ab7e3988fddb
Source dataset
uspto-grants-2013_11
Patent number
US08580280B2

Reaction notes

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