Hymeglusin - Moligand™, ≥95% , Inhibitor of hydroxymethylglutaryl-CoA synthase 1, CAS No.29066-42-0, Inhibitor of hydroxymethylglutaryl-CoA synthase 1

CAS: 29066-42-0 Cat. No.: H274952 Molecular Weight: 324.41 PubChem CID: 6440895

GRADE & PURITY Moligand™, ≥95%

Synonyms

Antibiotic 1233A | L-659,699 | 11-[3R-(hydroxymethyl)-4-oxo-2R-oxetanyl]-3,5,7R-trimethyl-2E,4E-undecadienoic acid | (2E,4E,7R)-11-[(2R,3R)-3-(hydroxymethyl)-4-oxooxetan-2-yl]-3,5,7-trimethylundeca-2,4-dienoic acid | (R,R)-Hymeglusin；Hymeglusin | F-244, 1

Storage

Store at -20°C,Argon charged,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Hymeglusin, A selective 3-hydroxy-3-methylglutaryl Coenzyme A (HMG-CoA) synthase 1 inhibitor, is also an antibiotic that reduces the expression level of BCL2 in HL-60 and KG-1 cells and can be used to study leukemia.

Specifications

Synonyms

Antibiotic 1233A | L-659, 699 | 11-[3R-(hydroxymethyl)-4-oxo-2R-oxetanyl]-3, 5, 7R-trimethyl-2E, 4E-undecadienoic acid | (2E, 4E, 7R)-11-[(2R, 3R)-3-(hydroxymethyl)-4-oxooxetan-2-yl]-3, 5, 7-trimethylundeca-2, 4-dienoic acid | (R, R)-Hymeglusin；Hymeglusin | F-244, 1

Specifications & Purity

Moligand™, ≥95%

Biochemical and Physiological Mechanisms

β-Lactone antibacterial and antifungal agent. Specific irreversible inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase (IC 50 = 0.12 µM) in vitro and in vivo .

Storage

Store at -20°C, Argon charged, Desiccated

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of hydroxymethylglutaryl-CoA synthase 1

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: OC[C@@H](C1=O)[C@H](O1)CCCC[C@@H](C)C/C(C)=C/C(C)=C/C(O)=O
• IUPAC Name: (2E,4E,7R)-11-[(2R,3R)-3-(hydroxymethyl)-4-oxooxetan-2-yl]-3,5,7-trimethylundeca-2,4-dienoic acid
• InChIKey: ODCZJZWSXPVLAW-KXCGKLMDSA-N
• INCHI: 1S/C18H28O5/c1-12(8-13(2)9-14(3)10-17(20)21)6-4-5-7-16-15(11-19)18(22)23-16/h9-10,12,15-16,19H,4-8,11H2,1-3H3,(H,20,21)/b13-9+,14-10+/t12-,15-,16-/m1/s1
• Isomeric SMILES: C[C@H](CCCC[C@@H]1[C@H](C(=O)O1)CO)C/C(=C/C(=C/C(=O)O)/C)/C
• PubChem CID: 6440895
• Molecular Weight: 324.41

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Long-chain fatty acids
• Alternative Parents: Methyl-branched fatty acids Hydroxy fatty acids Heterocyclic fatty acids Unsaturated fatty acids Dicarboxylic acids and derivatives Beta propiolactones Oxetanes Carboxylic acid esters Oxacyclic compounds Carboxylic acids Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Long-chain fatty acid - Branched fatty acid - Heterocyclic fatty acid - Hydroxy fatty acid - Methyl-branched fatty acid - Dicarboxylic acid or derivatives - Unsaturated fatty acid - Beta_propiolactone - Carboxylic acid ester - Lactone - Oxetane - Organoheterocyclic compound - Oxacycle - Carboxylic acid - Carboxylic acid derivative - Hydrocarbon derivative - Alcohol - Carbonyl group - Organic oxide - Primary alcohol - Organooxygen compound - Organic oxygen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
• 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)

HMGCS1 Tchem Hydroxymethylglutaryl-CoA synthase, cytoplasmic (1 Activities)

Discover Target: HMGCS1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Agrobacterium tumefaciens (620 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Staphylococcus aureus (210822 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Escherichia coli (133304 Activities)

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Bacillus anthracis (2936 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol and in DMSO
• Sensitivity: Moisture sensitive
• Molecular Weight: 324.400 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 324.194 Da
• Monoisotopic Mass: 324.194 Da
• Topological Polar Surface Area: 83.800 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 478.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1