Determine the necessary mass, volume, or concentration for preparing a solution.
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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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U107243-250mg
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250mg |
2
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$100.90
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U107243-1g
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1g |
3
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$309.90
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U107243-5g
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5g |
2
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$1,393.90
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|
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U107243-25g
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25g |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
|
$6,271.90
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| Synonyms | CCG-208282 | 3.beta.-hydroxy-Urs-12-en-28-oic acid | 3beta-hydroxy-Urs-12-en-28-oic acid | 3beta-Hydroxyurs-12-en-28-oic acid | SCHEMBL70205 | Urs-12-en-28-oic acid, 3-hydroxy-, (3.beta.)- | Urs-12-en-28-oic acid, 3-hydroxy-, (3beta)- | Ursolic acid, Euro |
|---|---|
| Specifications & Purity | ≥93% |
| Biochemical and Physiological Mechanisms | Ursolic Acid, a naturally occurring triterpenoid, has been noted to demonstrate anti-angiogenic and anti-proliferative properties. Mechanistic studies suggest that this compound down-regulates MMP-2 and uPA expression in cells via inhibition of Akt, JNK, |
| Storage Temp | Store at 2-8°C |
| Shipped In |
Wet ice This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
An anti-angiogenic and anti-proliferative agent |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Prenol lipids |
| Subclass | Triterpenoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Triterpenoids |
| Alternative Parents | Secondary alcohols Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic homopolycyclic compounds |
| Substituents | Triterpenoid - Cyclic alcohol - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
| External Descriptors | Taraxastane, ursane and bauerane triterpenoids |
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| IUPAC Name | (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid |
|---|---|
| INCHI | InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1 |
| InChIKey | WCGUUGGRBIKTOS-GPOJBZKASA-N |
| Smiles | CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O |
| Isomeric SMILES | C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O |
| PubChem CID | 64945 |
| Molecular Weight | 456.7 |
| Beilstein | 2228563 |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Feb 21, 2025 | U107243 | |
| Certificate of Analysis | Dec 24, 2024 | U107243 | |
| Certificate of Analysis | Jan 23, 2024 | U107243 | |
| Certificate of Analysis | Nov 15, 2022 | U107243 | |
| Certificate of Analysis | Jun 28, 2022 | U107243 | |
| Certificate of Analysis | Feb 21, 2022 | U107243 | |
| Certificate of Analysis | Feb 21, 2022 | U107243 |
| Solubility | Soluble in ethanol (5 mg/ml warm), DMSO (>25 mg/ml warm), and DMF. Insoluble in water. |
|---|---|
| Specific Rotation[α] | 61° (C=1,Pyridine) |
| Melt Point(°C) | 283-285°C |
| Molecular Weight | 456.700 g/mol |
| XLogP3 | 7.300 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 456.36 Da |
| Monoisotopic Mass | 456.36 Da |
| Topological Polar Surface Area | 57.500 Ų |
| Heavy Atom Count | 33 |
| Formal Charge | 0 |
| Complexity | 874.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 10 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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| 22. Tenghe Zhang, Xinlu Li, Hang Song, Shun Yao. (2019) Ionic liquid-assisted catalysis for glycosidation of two triterpenoid sapogenins. NEW JOURNAL OF CHEMISTRY, 43 (43): (16881-16888). |
| 23. Lu Jianrao, Yi Yang, Pan Ronghua, Zhang Chuanfu, Han Haiyan, Chen Jie, Liu Wenrui. (2018) Berberine protects HK-2 cells from hypoxia/reoxygenation induced apoptosis via inhibiting SPHK1 expression. Journal of Natural Medicines, 72 (2): (390-398). |
| 24. Huafang Ding, Xing Hu, Ximing Xu, Guowen Zhang, Deming Gong. (2018) Inhibitory mechanism of two allosteric inhibitors, oleanolic acid and ursolic acid on α-glucosidase. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 107 (1844). |
| 25. Fangfang Zeng, Zhiwei Ge, Jarukitt Limwachiranon, Li Li, Simin Feng, Yansheng Wang, Zisheng Luo. (2017) Antioxidant and tyrosinase inhibitory activity of Rosa roxburghii fruit and identification of main bioactive phytochemicals by UPLC-Triple-TOF/MS. INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY, 52 (4): (897-905). |
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| 27. Wuxia Zhang, Dongqi Dong, Peng Li, Dongdong Wang, Haibo Mu, Hong Niu, Jinyou Duan. (2016) Novel pH-sensitive polysialic acid based polymeric micelles for triggered intracellular release of hydrophobic drug. CARBOHYDRATE POLYMERS, 139 (75). |
| 28. Zaixiang Lou, Yuxia Tang, Xinyi Song, Hongxin Wang. (2015) Metabolomics-Based Screening of Biofilm-Inhibitory Compounds against Pseudomonas aeruginosa from Burdock Leaf. MOLECULES, 20 (9): (16266-16277). |
| 29. Simin Feng, Zisheng Luo, Yanbing Zhang, Zhou Zhong, Baiyi Lu. (2014) Phytochemical contents and antioxidant capacities of different parts of two sugarcane (Saccharum officinarum L.) cultivars. FOOD CHEMISTRY, 151 (452). |
| 30. Shuai Xue,Jianli Yin,Jiawei Shao,Yuanhuan Yu,Linfeng Yang,Yidan Wang,Mingqi Xie,Martin Fussenegger,Haifeng Ye. (2017-02-06) A Synthetic-Biology-Inspired Therapeutic Strategy for Targeting and Treating Hepatogenous Diabetes.. Molecular therapy : the journal of the American Society of Gene Therapy, 25 ((2)): (443-455). |
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