Methyl oleanonate - ≥99% , CAS No.1721-58-0

CAS: 1721-58-0 Cat. No.: M648154 Molecular Weight: 468.71 PubChem CID: 10695622

GRADE & PURITY ≥99%

Synonyms

SCHEMBL16152971 | MS-28660 | BDBM50456758 | HY-N7624 | AKOS040763800 | DTXSID201316509 | Methyl oleanonate | 3-Oxo-18beta-olean-12-en-28-oic acid methyl ester | 3-Oxo-olean-12-en-28-oic acid methyl ester | 3-Oxoolean-12-en-28-oic acid methyl ester

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Methyl oleanonate is a natural triterpene PPARγ agonist isolated from the species of Pistacia lentiscus var. Chia Methyl oleanonate is a modified oleanolic acid derivative with anti-cancer effects .

Form:Solid

IC50& Target:PPARγ

Specifications

Synonyms

SCHEMBL16152971 | MS-28660 | BDBM50456758 | HY-N7624 | AKOS040763800 | DTXSID201316509 | Methyl oleanonate | 3-Oxo-18beta-olean-12-en-28-oic acid methyl ester | 3-Oxo-olean-12-en-28-oic acid methyl ester | 3-Oxoolean-12-en-28-oic acid methyl ester

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Methyl oleanonate is a natural triterpene PPARγ agonist isolated from the species of Pistacia lentiscus var. Chia. Methyl oleanonate is a modified oleanolic acid derivative with anti-cancer effects.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

AGONIST

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(=O)C5(C)C)C)C)C2C1)C)C(=O)OC)C
• IUPAC Name: methyl (4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylate
• InChIKey: PPMUFCXCVKVCSV-VNNAKPRGSA-N
• INCHI: 1S/C31H48O3/c1-26(2)15-17-31(25(33)34-8)18-16-29(6)20(21(31)19-26)9-10-23-28(5)13-12-24(32)27(3,4)22(28)11-14-30(23,29)7/h9,21-23H,10-19H2,1-8H3/t21-,22-,23+,28-,29+,30+,31-/m0/s1
• Isomeric SMILES: C[C@]12CCC(=O)C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)OC)C)C)(C)C
• Alternate CAS: 1721-58-0
• PubChem CID: 10695622
• Molecular Weight: 468.71

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Triterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Triterpenoids
• Alternative Parents: Methyl esters Cyclic ketones Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Triterpenoid - Methyl ester - Cyclic ketone - Ketone - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - 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: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

STAT3 Tchem Signal transducer and activator of transcription 3 (3313 Activities)

Discover Target: STAT3

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HT-29 (80576 Activities)

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MCF7 (126967 Activities)

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MDA-MB-453 (1139 Activities)

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PC-3 (62116 Activities)

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A549 (127892 Activities)

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T47D (39041 Activities)

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HeLa (62764 Activities)

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MDA-MB-231 (73002 Activities)

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SR (39847 Activities)

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Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

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J774.A1 (2436 Activities)

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RAW264.7 (28094 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 2.5 mg/mL (5.33 mM; ultrasonic and warming and heat to 60°C)
• Molecular Weight: 468.700 g/mol
• XLogP3: 7.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 468.36 Da
• Monoisotopic Mass: 468.36 Da
• Topological Polar Surface Area: 43.400 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 942.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• 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