Xanthorrhizol - ≥97% , CAS No.30199-26-9

CAS: 30199-26-9 Cat. No.: X274701 Formula: C₁₅H₂₂O Molecular Weight: 218.33 EC Number: 250-090-2 PubChem CID: 93135

GRADE & PURITY ≥97%

Synonyms

HY-112657 | (-)-Xanthorrizol | HB4127 | 5-[(1R)-1,5-dimethyl-4-hexen-1-yl]-2-methylphenol | EN300-6736093 | Org 6216 | ZWAVGFSZMACJHA-PMNBYGLBSA-N | SCHEMBL14879579 | 5-(1,5-Dimethyl-4-hexenyl)-2-methylphenol # | Phenol, 5-(1,5-dimethyl-4-hexenyl)-2-methy

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

HY-112657 | (-)-Xanthorrizol | HB4127 | 5-[(1R)-1,5-dimethyl-4-hexen-1-yl]-2-methylphenol | EN300-6736093 | Org 6216 | ZWAVGFSZMACJHA-PMNBYGLBSA-N | SCHEMBL14879579 | 5-(1,5-Dimethyl-4-hexenyl)-2-methylphenol # | Phenol, 5-(1,5-dimethyl-4-hexenyl)-2-methy

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

Antioxidant agent (IC 50 = 2 μM, copper-mediated oxidation of LDL). Antiproliferative agent. Activates caspase-3 and caspase-9. Modulates PARP-1 protein. Induces cytochrome c release. Shows apoptotic, antibacterial, antifungal, anticancer, phytoestrogenic

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

≥97%

Names and Identifiers

Canonical Smiles

CC1=C(C=C(C=C1)C(C)CCC=C(C)C)O

IUPAC Name

2-methyl-5-[(2R)-6-methylhept-5-en-2-yl]phenol

InChIKey

FKWGCEDRLNNZOZ-GFCCVEGCSA-N

INCHI

1S/C15H22O/c1-11(2)6-5-7-12(3)14-9-8-13(4)15(16)10-14/h6,8-10,12,16H,5,7H2,1-4H3/t12-/m1/s1

Isomeric SMILES

CC1=C(C=C(C=C1)[C@H](C)CCC=C(C)C)O

PubChem CID

93135

Molecular Weight

218.33

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Sesquiterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Sesquiterpenoids
• Alternative Parents: Aromatic monoterpenoids Ortho cresols Toluenes 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Bisabolane sesquiterpenoid - Sesquiterpenoid - P-cymene - O-cresol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Toluene - Phenol - Benzenoid - Monocyclic benzene moiety - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive 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(non-human)

fabI Enoyl-[acyl-carrier-protein] reductase (206 Activities)

Discover Target: fabI

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Enterococcus faecium (13803 Activities)

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Bacillus subtilis (32866 Activities)

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Candida albicans (78123 Activities)

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fabI Enoyl-acyl-carrier protein reductase (415 Activities)

Discover Target: fabI

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol and in DMSO
• Sensitivity: light sensitive
• Molecular Weight: 218.330 g/mol
• XLogP3: 5.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 218.167 Da
• Monoisotopic Mass: 218.167 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 228.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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