(−)-α-Bisabolol - ≥93% , CAS No.23089-26-1

CAS: 23089-26-1 Cat. No.: B463298 Formula: C₁₅H₂₆O Peso molecolare: 222.37 Numero EC: 245-423-3

GRADE & PURITY ≥93%

Synonyms

.alpha.-Bisabolol | 3-CYCLOHEXENE-1-METHANOL, .ALPHA.,4-DIMETHYL-.ALPHA.-(4-METHYL-3-PENTEN-1-YL)-, (.ALPHA.S,1S)- | 3-Cyclohexene-1-methanol, a,4-dimethyl-a-(4-methyl-3-pentenyl)-,(aS,1S)- | 3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-pe

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Panoramica

(-)-α-Bisabolol is the major constituent of essential oil from leaves ofHymenocrater yazdianus.(-)-α-Bisabolol was used to investigate the leishmanicidal and cytotoxic activity of essential oil ofVanillosmopsis arborea.

Specifications

Sinonimi

.alpha.-Bisabolol | 3-CYCLOHEXENE-1-METHANOL, .ALPHA.,4-DIMETHYL-.ALPHA.-(4-METHYL-3-PENTEN-1-YL)-, (.ALPHA.S,1S)- | 3-Cyclohexene-1-methanol, a,4-dimethyl-a-(4-methyl-3-pentenyl)-,(aS,1S)- | 3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-pe

Specifiche e purezza

≥93%

Meccanismi biochimici e fisiologici

α-Bisabolol is active against primary acute leukemia cells, including BCR-ABL(+) acute lymphoblastic leukemias. It is the inhibitor of voltage-dependent Ca(2+) channels in tracheal smooth muscle preparations of rat. It also inhibits human and rat glioma c

Condizioni di conservazione di stoccaggio

Store at 2-8°C,Protected from light,Argon charged

Spedito in

Wet ice

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Tipo di azione

INHIBITOR

Purezza

≥93%

Nomi e identificatori

• Pubchem Sid: 504758781
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758781
• Sorrisi canonici: CC1=CCC(CC1)C(C)(CCC=C(C)C)O
• IUPAC Name: (2S)-6-methyl-2-[(1S)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol
• InChIKey: RGZSQWQPBWRIAQ-CABCVRRESA-N
• INCHI: 1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15+/m1/s1
• Isomeri SMILES: CC1=CC[C@H](CC1)[C@](C)(CCC=C(C)C)O
• Peso molecolare: 222.37
• Reaxy-Rn: 2209092
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2209092&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Prenol lipids
• Subclass: Sesquiterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Sesquiterpenoids
• Alternative Parents: Tertiary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Bisabolane sesquiterpenoid - Sesquiterpenoid - Tertiary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homomonocyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
• External Descriptors: Bisabolane sesquiterpenoids

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

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Meccanismi d'azione

Proprietà chimiche e fisiche

• Sensibilità: light sensitive
• Indice di rifrazione: 1.496
• Rotazione specifica [α]: [α]/D -58±5°, neat
• Peso molecolare: 222.370 g/mol
• XLogP3: 3.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 222.198 Da
• Monoisotopic Mass: 222.198 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 284.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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

Riferimenti

1. Yao Lu, Di Liu, Long Wang, Yongai Ma, Tai-Ping Fan, Huaxiang Deng, Yujie Cai.  (2024)  Constructing High-Yielding Serratia marcescens for (−)-α-Bisabolol Production Based on the Exogenous Haloarchaeal MVA Pathway and Endogenous Molecular Chaperones.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:39699554] [10.1021/acs.jafc.4c10135]

2. Wei Li, Di Liu, Linbo Gou, Shengfang Wu, Xiuwen Zhou, Tai-Ping Fan, Long Wang, Yujie Cai.  (2025)  Antibiotic-free high-yield (-)-α-bisabolol production in Serratia marcescens via metabolic engineering and genomic integration of mevalonate pathway genes.  Synthetic and Systems Biotechnology,      [PMID:41551739] [10.1016/j.synbio.2025.12.011]

3. Haiquan Yang, Lingling Chen, Wei Shen, Yuanyuan Xia, Li Zhou, Xianzhong Chen.  (2026)  De Novo High-Titer Biosynthesis of (−)-α-Bisabolol in Engineered Candida tropicalis via Green Metabolic Engineered Strategies.  ACS Synthetic Biology,      [PMID:41564424] [10.1021/acssynbio.5c00625]

Domande frequenti

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What is the purity of this product?

This product is supplied at ≥93% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C, protected from light, under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 23089-26-1, the molecular formula is C15H26O, and the molecular weight is 222.37 g/mol. InChIKey RGZSQWQPBWRIAQ-CABCVRRESA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.