Teprenone [mixture of (5E,9E,13E)- and (5Z,9E,13E)- isomers] - ≥95% , CAS No.6809-52-5

CAS: 6809-52-5 Cat. No.: T137670 Molecular Weight: 330.56 EC Number: 614-276-0 PubChem CID: 5282199

GRADE & PURITY ≥95%

Synonyms

Geranylgeranyl acetone | S8S8451A4O | 5,9,13,17-Nonadecatetraen-2-one, 6,10,14,18-tetramethyl-, (E,E,E)- | CCG-267813 | s5006 | (5E,9E,13E)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one | 5,9,13,17-NONADECATETRAEN-2-ONE, 6,10,14,18-TETRAMETHYL- |

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Teprenone is an anti-ulcer agent, and works as an inducer of heat shock proteins (HSPs).

Application：
Geranylgeranylacetone has been used as an inducer of heat shock protein 70 (HSP70) to analyze its protective effects against cerebral ischemia/reperfusion (I/R).

Specifications

Synonyms

Geranylgeranyl acetone | S8S8451A4O | 5, 9, 13, 17-Nonadecatetraen-2-one, 6, 10, 14, 18-tetramethyl-, (E, E, E)- | CCG-267813 | s5006 | (5E, 9E, 13E)-6, 10, 14, 18-tetramethylnonadeca-5, 9, 13, 17-tetraen-2-one | 5, 9, 13, 17-NONADECATETRAEN-2-ONE, 6, 10, 14, 18-TETRAMETHYL- |

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Geranylgeranylacetone can induce expression of HSP70, HSPB8, and HSPB1. Induction of HSP70 expression is protective against the development of various diseases, such as inflammatory bowel disease, hypoxic/ischemic brain injury and spinal and bulbar muscul

Storage

Store at -20°C, Argon charged

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

≥95%

Names and Identifiers

• Pubchem Sid: 504763410
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763410
• Canonical Smiles: CC(=CCCC(=CCCC(=CCCC(=CCCC(=O)C)C)C)C)C
• IUPAC Name: (5E,9E,13E)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one
• InChIKey: HUCXKZBETONXFO-NJFMWZAGSA-N
• INCHI: 1S/C23H38O/c1-19(2)11-7-12-20(3)13-8-14-21(4)15-9-16-22(5)17-10-18-23(6)24/h11,13,15,17H,7-10,12,14,16,18H2,1-6H3/b20-13+,21-15+,22-17+
• Isomeric SMILES: CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CCC(=O)C)/C)/C)/C)C
• WGK Germany: 3
• RTECS: RA5391300
• PubChem CID: 5282199
• Molecular Weight: 330.56
• Reaxy-Rn: 8717724

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Diterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Acyclic diterpenoids
• Alternative Parents: Ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Acyclic diterpenoid - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.
• 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

Chemical and Physical Properties

• Sensitivity: air sensitive& heat sensitive
• Refractive Index: 1.49
• Boil Point(°C): 160 °C/0.01 mmHg
• Molecular Weight: 330.500 g/mol
• XLogP3: 7.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 330.292 Da
• Monoisotopic Mass: 330.292 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 482.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 3
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 1