(1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

• ChemBase ID: 105040
• Molecular Formular: C30H48O3
• Molecular Mass: 456.70032
• Monoisotopic Mass: 456.3603454
• SMILES: C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]34C)O)[C@@H]2[C@H]1C)C(=O)O
• Canonical SMILES: C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C(=O)O
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
• IUPAC Traditional name: ursolic acid
• Synonyms: Ursolic acid; 3β-Hydroxy-12-ursen-28-ic acid; 3-Hydroxy-12-ursen-28-oic acid; 3β-Hydroxy-12-ursen-28-ic acid; URSOLIC ACID; Prunol; Malol; beta-Ursolic acil; NSC4060, CCRIS 7123, TOS-BB-0966, 3-beta-hydroxyurs-12-en-28-oic acid; 3-羟基-(3β)-乌索-12-烯-28-酸; 熊果酸

Database IDs

• CAS Number: 77-52-1
• EC Number: 201-034-0
• MDL Number: MFCD00009621
• Beilstein Number: 2228563
• PubChem SID: 162093310; 24889274; 24900660
• PubChem CID: 64945
• CHEBI ID: 9908
• CHEMBL: 169
• Chemspider ID: 58472
• Wikipedia Title: Ursolic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.744127
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.7564616
• LogD (pH = 7.4): 3.9795034
• Log P: 6.581805
• Molar Refractivity: 133.698 cm^3
• Polarizability: 53.23124 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder
• Melting Point: 292 °C (dec.)(lit.); 292°C (decomposes)
• Optical Rotation: [α]20/D +67°, c = 1 in alc. KOH

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: mouse ... Ifng(15978), Nos2(18126)

Product Information

• Purity: >97%; ≥90%; ≥98.5% (HPLC); 98.0
• Grade: analytical standard
• Empirical Formula (Hill Notation): C30H48O3

DETAILS

MP Biomedicals - 02158253

Purity: >97%

Sigma Aldrich - 301728

Biochem/physiol Actions
Triterpenoid found in a variety of fruits, including apples. Cardioprotective and anti-tumor agent. Under study as a potential Alzheimer′s disease therapeutic due to its inhibitory effect on the interactions between amyloid-β and the CD36 receptor.
Packaging
500 mg in glass bottle

Sigma Aldrich - U6753

Biochem/physiol Actions
Triterpenoid found in a variety of fruits, including apples. Cardioprotective and anti-tumor agent. Under study as a potential Alzheimer′s disease therapeutic due to its inhibitory effect on the interactions between amyloid-β and the CD36 receptor.
包装
100 mg in poly bottle
500 mg in poly tube
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. U6753.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 89797

Biochem/physiol Actions
Triterpenoid found in a variety of fruits, including apples. Cardioprotective and anti-tumor agent. Under study as a potential Alzheimer′s disease therapeutic due to its inhibitory effect on the interactions between amyloid-β and the CD36 receptor.