Terrein - ≥98% , CAS No.582-46-7

CAS: 582-46-7 Cat. No.: T275372 Molecular Weight: 154.16 PubChem CID: 6436830

GRADE & PURITY ≥98%

Synonyms

2-Cyclopenten-1-one, 4,5-dihydroxy-3-propenyl- | MHOOPNKRBMHHEC-HZIBQTDNSA- | (+)Terrein | (+)-TERREIN | AKOS006327725 | BRD-K68034638-001-01-1 | MFCD09752761 | (4S,5R)-4,5-dihydroxy-3-[(E)-prop-1-enyl]cyclopent-2-en-1-one | Q27257243 | Pliolite 151 | SCH

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Store at -20°C. It is important to note that this product is reported to be light sensitive. Store In the Dark. Store under desiccating conditions.

Specifications

Synonyms

2-Cyclopenten-1-one, 4, 5-dihydroxy-3-propenyl- | MHOOPNKRBMHHEC-HZIBQTDNSA- | (+)Terrein | (+)-TERREIN | AKOS006327725 | BRD-K68034638-001-01-1 | MFCD09752761 | (4S, 5R)-4, 5-dihydroxy-3-[(E)-prop-1-enyl]cyclopent-2-en-1-one | Q27257243 | Pliolite 151 | SCH

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Bioactive fungal metabolite. Akt and ERK inhibitor. Blocks NFκB activation. Induces G2/M cell cycle arrest. Inhibits melanogenesis. Shows antiproliferative and anti-inflammatory effects.

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

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

≥98%

Names and Identifiers

• Canonical Smiles: CC=CC1=CC(=O)C(C1O)O
• IUPAC Name: (4S,5R)-4,5-dihydroxy-3-[(E)-prop-1-enyl]cyclopent-2-en-1-one
• InChIKey: MHOOPNKRBMHHEC-HZIBQTDNSA-N
• INCHI: 1S/C8H10O3/c1-2-3-5-4-6(9)8(11)7(5)10/h2-4,7-8,10-11H,1H3/b3-2+/t7-,8-/m0/s1
• Isomeric SMILES: C/C=C/C1=CC(=O)[C@@H]([C@H]1O)O
• PubChem CID: 6436830
• Molecular Weight: 154.16

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Alcohols and polyols
        • Level5 Polyols
          • Level6 1,2-diols

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Alcohols and polyols
• Intermediate Tree Nodes: Polyols
• Direct Parent: 1,2-diols
• Alternative Parents: Secondary alcohols Cyclic ketones Organic oxides Hydrocarbon derivatives Aldehydes
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Cyclic ketone - Secondary alcohol - Ketone - 1,2-diol - Organic oxide - Hydrocarbon derivative - Carbonyl group - Aldehyde - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO
• Sensitivity: light sensitive
• Molecular Weight: 154.160 g/mol
• XLogP3: -0.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 154.063 Da
• Monoisotopic Mass: 154.063 Da
• Topological Polar Surface Area: 57.500 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 227.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1