Cholesteryl chloroformate - 95%, high purity , CAS No.7144-08-3

  • ≥95%
Item Number
C498284
Grouped product items
SKUSizeAvailabilityPrice Qty
C498284-5g
5g
In stock
$38.90
C498284-25g
25g
In stock
$133.90

Basic Description

SynonymsCholesterol chloroformate | Chloroformic Acid Cholesterol Ester
Specifications & Purity≥95%
Storage TempArgon charged
Shipped InNormal
Product Description

Application: initiator

Names and Identifiers

Pubchem Sid488187466
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488187466
IUPAC Name [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] carbonochloridate
INCHI InChI=1S/C28H45ClO2/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-26(29)30)13-15-27(20,4)25(22)14-16-28(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,27+,28-/m1/s1
InChi Key QNEPTKZEXBPDLF-JDTILAPWSA-N
Canonical SMILES CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)Cl)C)C
Isomeric SMILES C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)Cl)C)C
WGK Germany 3
PubChem CID 111262
UN Number 3261
Molecular Weight 449.11
Beilstein 3223154

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

4 results found

Lot NumberCertificate TypeDateItem
G2431169Certificate of AnalysisJul 19, 2024 C498284
G2431188Certificate of AnalysisJul 19, 2024 C498284
B2317565Certificate of AnalysisFeb 24, 2023 C498284
B2317583Certificate of AnalysisFeb 24, 2023 C498284

Chemical and Physical Properties

SolubilitySoluble in water (reacts).
SensitivitySensitive to humidity
Specific Rotation[α]-23 ° (C=2, THF)
Melt Point(°C)116-118°C

Safety and Hazards(GHS)

Pictogram(s) GHS05
Signal Danger
Hazard Statements

H314:Causes severe skin burns and eye damage

Precautionary Statements

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P363:Wash contaminated clothing before reuse.

P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.

P302+P361+P354:IF ON SKIN: Take off Immediately all contaminated clothing. Immediately rinse with water for several minutes.

P316:Get emergency medical help immediately.

WGK Germany 3

Related Documents

Citations of This Product

1. Wang Yanzhi, Wang Linchao, Chang Hanyue, Shen Qing, Zhang Sai, Sun Shanshan, Liu Ying, Zheng Jiaxin, Liu Hongmin.  (2023)  Enhancing anti-tumor therapy with agmatine-cholesterol conjugate liposomes: in vitro and in vivo evidence.  Drug Delivery and Translational Research,    (16): (1-14).  [PMID:37755673] [10.1007/s13346-023-01433-5]
2. Yina Zhang, Liying Wang, Jiajia Shao, Yanning Liu, Yining Lu, Jing Yang, Siduo Xu, Jingkang Zhang, Minwei Li, Xiangrui Liu, Min Zheng.  (2023)  Nano-calcipotriol as a potent anti-hepatic fibrosis agent.  MedComm,  (5): (e354).  [PMID:37638336] [10.1002/mco2.354]
3. Danrong Hu, Omar Mezghrani, Lei Zhang, Yi Chen, Xue Ke, Tianyuan Ci.  (2023)  GE11 peptide modified and reduction-responsive hyaluronic acid-based nanoparticles induced higher efficacy of doxorubicin for breast carcinoma therapy.  International Journal of Nanomedicine,      [PMID:27785019] [10.2147/IJN.S113469]
4. Wenzhu Yin, Bihua Deng, Zeyu Xu, Haiyan Wang, Fang Ma, Mingxu Zhou, Yu Lu, Jinqiu Zhang.  (2023)  Formulation and Evaluation of Lipidized Imiquimod as an Effective Adjuvant.  ACS Infectious Diseases,  (2): (378–387).  [PMID:36688646] [10.1021/acsinfecdis.2c00583]
5. Hong Zhai, Kaibin Chen, Yue Meng, Zejia Wu, Rongli Deng, Ying Bai, Jing Zhou, Daping Quan.  (2022)  Synthesis and self-assembly of amphiphilic diblock polycarbonates with various pendant hydrophilic groups.  POLYMER,  244  (124664).  [PMID:] [10.1016/j.polymer.2022.124664]
6. Zhilang Xu, Lun Yuan, Qisong Liu, Defu Li, Changdao Mu, Lei Zhao, Xinying Li, Liming Ge.  (2022)  Crosslinking effect of dialdehyde cholesterol modified starch nanoparticles on collagen hydrogel.  CARBOHYDRATE POLYMERS,  285  (119237).  [PMID:35287860] [10.1016/j.carbpol.2022.119237]
7. Yanzhi Wang, Cancan Sun, Leaf Huang, Mengqian Liu, Lu Li, Xiping Wang, Linchao Wang, Shanshan Sun, Haiwei Xu, Gege Ma, Lei Zhang, Jiaxin Zheng, Hongmin Liu.  (2022)  Magnolol-loaded cholesteryl biguanide conjugate hydrochloride nanoparticles for triple-negative breast cancer therapy.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,  615  (121509).  [PMID:35085734] [10.1016/j.ijpharm.2022.121509]
8. Yuqi Shen, Yue Shen, Jiaolun Li, Feng Ding, Yifeng Wang.  (2021)  Polyethyleneimine-anchored liposomes as scavengers for improving the efficiency of protein-bound uremic toxin clearance during dialysis.  JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A,  110  (4): (976-983).  [PMID:34908219] [10.1002/jbm.a.37346]
9. Zhilang Xu, Die Yang, Tao Long, Lun Yuan, Shi Qiu, Defu Li, Changdao Mu, Liming Ge.  (2022)  pH-Sensitive nanoparticles based on amphiphilic imidazole/cholesterol modified hydroxyethyl starch for tumor chemotherapy.  CARBOHYDRATE POLYMERS,  277  (118827).  [PMID:34893244] [10.1016/j.carbpol.2021.118827]
10. Huan-Huan Ding, Jia-Zhu Chigan, Jian-Bin Zhen, Lu Liu, Yin-Sui Xu, Cheng Chen, Ke-Wu Yang.  (2021)  Cholesteroled polymer (Chol-b-Lys)-based nanoparticles (CL-NPs) confer antibacterial efficacy without resistance.  NEW JOURNAL OF CHEMISTRY,  45  (44): (20743-20750).  [PMID:] [10.1039/D1NJ03944J]
11. Liying Wang, Zimo Liu, Quan Zhou, Sufang Gu, Xiangsheng Liu, Jianxiang Huang, Haiping Jiang, Huifang Wang, Liping Cao, Jihong Sun, Youqing Shen, Huan Meng, Xiangrui Liu.  (2021)  Prodrug nanoparticles rationally integrating stroma modification and chemotherapy to treat metastatic pancreatic cancer.  BIOMATERIALS,  278  (121176).  [PMID:34656882] [10.1016/j.biomaterials.2021.121176]
12. Wu Xia, Li Xinying, Yang Like, Yuan Lun, Xu Zhilang, Xu Jinfang, Ge Liming, Mu Changdao, Li Defu.  (2021)  Stability Enhanced Pickering Emulsions Based on Gelatin and Dialdehyde Starch Nanoparticles as Simple Strategy for Structuring Liquid Oils.  Food and Bioprocess Technology,  14  (8): (1600-1610).  [PMID:] [10.1007/s11947-021-02661-8]
13. Ziqian Wang, Chenyue Zhan, Fang Zeng, Shuizhu Wu.  (2020)  A biopolymer-based and inflammation-responsive nanodrug for rheumatoid arthritis treatment via inhibiting JAK-STAT and JNK signalling pathways.  Nanoscale,  12  (45): (23013-23027).  [PMID:33191426] [10.1039/D0NR05551D]
14. Yongbin Xu, Yaxin Zi, Jinfeng Lei, Xingyue Mo, Zilun Shao, Yuyao Wu, Ye Tian, Defu Li, Changdao Mu.  (2020)  pH-Responsive nanoparticles based on cholesterol/imidazole modified oxidized-starch for targeted anticancer drug delivery.  CARBOHYDRATE POLYMERS,  233  (115858).  [PMID:32059909] [10.1016/j.carbpol.2020.115858]
15. Haifeng Sun, Dinglingge Cao, Yanhong Liu, Hui Wang, Xue Ke, Tianyuan Ci.  (2018)  Low molecular weight heparin-based reduction-sensitive nanoparticles for antitumor and anti-metastasis of orthotopic breast cancer.  Biomaterials Science,  (8): (2172-2188).  [PMID:29942949] [10.1039/C8BM00486B]
16. Haifeng Sun, Dinglingge Cao, Hao Wu, Huan Liu, Xue Ke, Tianyuan Ci.  (2018)  Development of low molecular weight heparin based nanoparticles for metastatic breast cancer therapy.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  112  (343).  [PMID:29409771] [10.1016/j.ijbiomac.2018.01.195]
17. Bohong Guo, Danqiao Xu, Xiaohong Liu, Jun Yi.  (2017)  Enzymatic synthesis and in vitro evaluation of folate-functionalized liposomes.  Drug Design Development and Therapy,      [PMID:28684902] [10.2147/DDDT.S132841]
18. Xinhua Cao, Qianqian Ding, Aiping Gao, Haiting Lv, Na Zhao, Dan Liu.  (2017)  Regulation gel formation, hierarchical structures and surface wettability via isomeride effect in supramolecular organogel system.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,  494  (170).  [PMID:28157635] [10.1016/j.jcis.2017.01.080]
19. Wenhui Pan, Mengyao Qin, Guoguang Zhang, Yueming Long, Wenyi Ruan, Jingtong Pan, Zushuai Wu, Tao Wan, Chuanbin Wu, Yuehong Xu.  (2016)  Combination of hydrotropic nicotinamide with nanoparticles for enhancing tacrolimus percutaneous delivery.  International Journal of Nanomedicine,      [PMID:27578973] [10.2147/IJN.S108545]
20. Bin Yang, Yin Lv, Jing-yi Zhu, Yun-tao Han, Hui-zhen Jia, Wei-hai Chen, Jun Feng, Xian-zheng Zhang, Ren-xi Zhuo.  (2014)  A pH-responsive drug nanovehicle constructed by reversible attachment of cholesterol to PEGylated poly(l-lysine) via catechol–boronic acid ester formation.  Acta Biomaterialia,  10  (3686).  [PMID:24879311] [10.1016/j.actbio.2014.05.018]
21. Yangling Li, Chang Liu, Ying Tan, Kun Xu, Cuige Lu, Pixin Wang.  (2014)  In situ hydrogel constructed by starch-based nanoparticles via a Schiff base reaction.  CARBOHYDRATE POLYMERS,  110  (87).  [PMID:24906732] [10.1016/j.carbpol.2014.03.058]
22. Zhang Yu, Xiao ChunSheng, Li MingQiang, Ding JianXun, Yang ChenGuang, Zhuang XiuLi, Chen XueSi.  (2014)  Co-delivery of doxorubicin and paclitaxel with linear-dendritic block copolymer for enhanced anti-cancer efficacy.  Science China-Chemistry,  57  (4): (624-632).  [PMID:] [10.1007/s11426-014-5078-y]
23. Yuejin Tong, Haidong Li, Huaimin Guan, Jianming Zhao, Saadat Majeed, Saima Anjum, Feng Liang, Guobao Xu.  (2013)  Electrochemical cholesterol sensor based on carbon nanotube@molecularly imprinted polymer modified ceramic carbon electrode.  BIOSENSORS & BIOELECTRONICS,  47  (553).  [PMID:23644061] [10.1016/j.bios.2013.03.072]

References

1. Wang Yanzhi, Wang Linchao, Chang Hanyue, Shen Qing, Zhang Sai, Sun Shanshan, Liu Ying, Zheng Jiaxin, Liu Hongmin.  (2023)  Enhancing anti-tumor therapy with agmatine-cholesterol conjugate liposomes: in vitro and in vivo evidence.  Drug Delivery and Translational Research,    (16): (1-14).  [PMID:37755673] [10.1007/s13346-023-01433-5]
2. Yina Zhang, Liying Wang, Jiajia Shao, Yanning Liu, Yining Lu, Jing Yang, Siduo Xu, Jingkang Zhang, Minwei Li, Xiangrui Liu, Min Zheng.  (2023)  Nano-calcipotriol as a potent anti-hepatic fibrosis agent.  MedComm,  (5): (e354).  [PMID:37638336] [10.1002/mco2.354]
3. Danrong Hu, Omar Mezghrani, Lei Zhang, Yi Chen, Xue Ke, Tianyuan Ci.  (2023)  GE11 peptide modified and reduction-responsive hyaluronic acid-based nanoparticles induced higher efficacy of doxorubicin for breast carcinoma therapy.  International Journal of Nanomedicine,      [PMID:27785019] [10.2147/IJN.S113469]
4. Wenzhu Yin, Bihua Deng, Zeyu Xu, Haiyan Wang, Fang Ma, Mingxu Zhou, Yu Lu, Jinqiu Zhang.  (2023)  Formulation and Evaluation of Lipidized Imiquimod as an Effective Adjuvant.  ACS Infectious Diseases,  (2): (378–387).  [PMID:36688646] [10.1021/acsinfecdis.2c00583]
5. Hong Zhai, Kaibin Chen, Yue Meng, Zejia Wu, Rongli Deng, Ying Bai, Jing Zhou, Daping Quan.  (2022)  Synthesis and self-assembly of amphiphilic diblock polycarbonates with various pendant hydrophilic groups.  POLYMER,  244  (124664).  [PMID:] [10.1016/j.polymer.2022.124664]
6. Zhilang Xu, Lun Yuan, Qisong Liu, Defu Li, Changdao Mu, Lei Zhao, Xinying Li, Liming Ge.  (2022)  Crosslinking effect of dialdehyde cholesterol modified starch nanoparticles on collagen hydrogel.  CARBOHYDRATE POLYMERS,  285  (119237).  [PMID:35287860] [10.1016/j.carbpol.2022.119237]
7. Yanzhi Wang, Cancan Sun, Leaf Huang, Mengqian Liu, Lu Li, Xiping Wang, Linchao Wang, Shanshan Sun, Haiwei Xu, Gege Ma, Lei Zhang, Jiaxin Zheng, Hongmin Liu.  (2022)  Magnolol-loaded cholesteryl biguanide conjugate hydrochloride nanoparticles for triple-negative breast cancer therapy.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,  615  (121509).  [PMID:35085734] [10.1016/j.ijpharm.2022.121509]
8. Yuqi Shen, Yue Shen, Jiaolun Li, Feng Ding, Yifeng Wang.  (2021)  Polyethyleneimine-anchored liposomes as scavengers for improving the efficiency of protein-bound uremic toxin clearance during dialysis.  JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A,  110  (4): (976-983).  [PMID:34908219] [10.1002/jbm.a.37346]
9. Zhilang Xu, Die Yang, Tao Long, Lun Yuan, Shi Qiu, Defu Li, Changdao Mu, Liming Ge.  (2022)  pH-Sensitive nanoparticles based on amphiphilic imidazole/cholesterol modified hydroxyethyl starch for tumor chemotherapy.  CARBOHYDRATE POLYMERS,  277  (118827).  [PMID:34893244] [10.1016/j.carbpol.2021.118827]
10. Huan-Huan Ding, Jia-Zhu Chigan, Jian-Bin Zhen, Lu Liu, Yin-Sui Xu, Cheng Chen, Ke-Wu Yang.  (2021)  Cholesteroled polymer (Chol-b-Lys)-based nanoparticles (CL-NPs) confer antibacterial efficacy without resistance.  NEW JOURNAL OF CHEMISTRY,  45  (44): (20743-20750).  [PMID:] [10.1039/D1NJ03944J]
11. Liying Wang, Zimo Liu, Quan Zhou, Sufang Gu, Xiangsheng Liu, Jianxiang Huang, Haiping Jiang, Huifang Wang, Liping Cao, Jihong Sun, Youqing Shen, Huan Meng, Xiangrui Liu.  (2021)  Prodrug nanoparticles rationally integrating stroma modification and chemotherapy to treat metastatic pancreatic cancer.  BIOMATERIALS,  278  (121176).  [PMID:34656882] [10.1016/j.biomaterials.2021.121176]
12. Wu Xia, Li Xinying, Yang Like, Yuan Lun, Xu Zhilang, Xu Jinfang, Ge Liming, Mu Changdao, Li Defu.  (2021)  Stability Enhanced Pickering Emulsions Based on Gelatin and Dialdehyde Starch Nanoparticles as Simple Strategy for Structuring Liquid Oils.  Food and Bioprocess Technology,  14  (8): (1600-1610).  [PMID:] [10.1007/s11947-021-02661-8]
13. Ziqian Wang, Chenyue Zhan, Fang Zeng, Shuizhu Wu.  (2020)  A biopolymer-based and inflammation-responsive nanodrug for rheumatoid arthritis treatment via inhibiting JAK-STAT and JNK signalling pathways.  Nanoscale,  12  (45): (23013-23027).  [PMID:33191426] [10.1039/D0NR05551D]
14. Yongbin Xu, Yaxin Zi, Jinfeng Lei, Xingyue Mo, Zilun Shao, Yuyao Wu, Ye Tian, Defu Li, Changdao Mu.  (2020)  pH-Responsive nanoparticles based on cholesterol/imidazole modified oxidized-starch for targeted anticancer drug delivery.  CARBOHYDRATE POLYMERS,  233  (115858).  [PMID:32059909] [10.1016/j.carbpol.2020.115858]
15. Haifeng Sun, Dinglingge Cao, Yanhong Liu, Hui Wang, Xue Ke, Tianyuan Ci.  (2018)  Low molecular weight heparin-based reduction-sensitive nanoparticles for antitumor and anti-metastasis of orthotopic breast cancer.  Biomaterials Science,  (8): (2172-2188).  [PMID:29942949] [10.1039/C8BM00486B]
16. Haifeng Sun, Dinglingge Cao, Hao Wu, Huan Liu, Xue Ke, Tianyuan Ci.  (2018)  Development of low molecular weight heparin based nanoparticles for metastatic breast cancer therapy.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  112  (343).  [PMID:29409771] [10.1016/j.ijbiomac.2018.01.195]
17. Bohong Guo, Danqiao Xu, Xiaohong Liu, Jun Yi.  (2017)  Enzymatic synthesis and in vitro evaluation of folate-functionalized liposomes.  Drug Design Development and Therapy,      [PMID:28684902] [10.2147/DDDT.S132841]
18. Xinhua Cao, Qianqian Ding, Aiping Gao, Haiting Lv, Na Zhao, Dan Liu.  (2017)  Regulation gel formation, hierarchical structures and surface wettability via isomeride effect in supramolecular organogel system.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,  494  (170).  [PMID:28157635] [10.1016/j.jcis.2017.01.080]
19. Wenhui Pan, Mengyao Qin, Guoguang Zhang, Yueming Long, Wenyi Ruan, Jingtong Pan, Zushuai Wu, Tao Wan, Chuanbin Wu, Yuehong Xu.  (2016)  Combination of hydrotropic nicotinamide with nanoparticles for enhancing tacrolimus percutaneous delivery.  International Journal of Nanomedicine,      [PMID:27578973] [10.2147/IJN.S108545]
20. Bin Yang, Yin Lv, Jing-yi Zhu, Yun-tao Han, Hui-zhen Jia, Wei-hai Chen, Jun Feng, Xian-zheng Zhang, Ren-xi Zhuo.  (2014)  A pH-responsive drug nanovehicle constructed by reversible attachment of cholesterol to PEGylated poly(l-lysine) via catechol–boronic acid ester formation.  Acta Biomaterialia,  10  (3686).  [PMID:24879311] [10.1016/j.actbio.2014.05.018]
21. Yangling Li, Chang Liu, Ying Tan, Kun Xu, Cuige Lu, Pixin Wang.  (2014)  In situ hydrogel constructed by starch-based nanoparticles via a Schiff base reaction.  CARBOHYDRATE POLYMERS,  110  (87).  [PMID:24906732] [10.1016/j.carbpol.2014.03.058]
22. Zhang Yu, Xiao ChunSheng, Li MingQiang, Ding JianXun, Yang ChenGuang, Zhuang XiuLi, Chen XueSi.  (2014)  Co-delivery of doxorubicin and paclitaxel with linear-dendritic block copolymer for enhanced anti-cancer efficacy.  Science China-Chemistry,  57  (4): (624-632).  [PMID:] [10.1007/s11426-014-5078-y]
23. Yuejin Tong, Haidong Li, Huaimin Guan, Jianming Zhao, Saadat Majeed, Saima Anjum, Feng Liang, Guobao Xu.  (2013)  Electrochemical cholesterol sensor based on carbon nanotube@molecularly imprinted polymer modified ceramic carbon electrode.  BIOSENSORS & BIOELECTRONICS,  47  (553).  [PMID:23644061] [10.1016/j.bios.2013.03.072]

Solution Calculators