Cas no 76497-69-3 (15,16-Dinor-8(17),11-labdadien-13-one)

15,16-Dinor-8(17),11-labdadien-13-one is a labdane-type diterpenoid derivative with a structurally unique framework, characterized by its nor-labdadiene skeleton and ketone functionality at the C-13 position. This compound is of interest in organic synthesis and medicinal chemistry due to its potential as a versatile intermediate for the preparation of bioactive molecules. Its rigid bicyclic structure and functional groups enable selective modifications, making it valuable for studying structure-activity relationships in terpenoid-based compounds. Additionally, its stability under standard laboratory conditions ensures reliable handling and storage. Researchers may explore its applications in fragrance chemistry, natural product synthesis, or pharmacological studies targeting terpenoid pathways.
15,16-Dinor-8(17),11-labdadien-13-one structure
76497-69-3 structure
Product Name:15,16-Dinor-8(17),11-labdadien-13-one
CAS No:76497-69-3
MF:C18H28O
MW:260.41432
CID:837045
PubChem ID:13994560
Update Time:2025-06-13

15,16-Dinor-8(17),11-labdadien-13-one Chemical and Physical Properties

Names and Identifiers

    • 15,16-Dinor-8(17),11-labdadien-13-one
    • (3E)-4-[(1S,4aS,8aS)-5,5,8a-Trimethyl-2-methylenedecahydro-1-naph thalenyl]-3-buten-2-one
    • 15,16-Dinorlabda-8(17),11-dien-13-one
    • AKOS032948642
    • CHEMBL2332436
    • BDBM50429855
    • HY-N9158
    • CS-0158861
    • 76497-69-3
    • (E)-4-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]but-3-en-2-one
    • FS-9019
    • (3e)-4-[(1s,4as,8as)-decahydro-5,5,8a-trimethyl-2-methylene-1-naphthalenyl]-3-buten-2-one
    • (E)-4-((1S,4aS,8aS)-5,5,8a-Trimethyl-2-methylenedecahydronaphthalen-1-yl)but-3-en-2-one
    • [ "" ]
    • 15,16-Dir-8(17),11-labdadien-13-one
    • Inchi: InChI=1S/C18H28O/c1-13-7-10-16-17(3,4)11-6-12-18(16,5)15(13)9-8-14(2)19/h8-9,15-16H,1,6-7,10-12H2,2-5H3/b9-8+/t15-,16-,18+/m0/s1
    • InChI Key: GWLGWWOKIBLQJF-YGUYEABBSA-N
    • SMILES: CC(=O)/C=C/[C@@H]1[C@@]2([C@H]([C@@](CCC2)(C)C)CCC1=C)C

Computed Properties

  • Exact Mass: 260.21400
  • Monoisotopic Mass: 260.214015512g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 415
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 3
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 6.568
  • Topological Polar Surface Area: 17.1?2

Experimental Properties

  • Color/Form: Powder
  • Density: 0.9±0.1 g/cm3
  • Boiling Point: 343.9±21.0 °C at 760 mmHg
  • Flash Point: 153.9±15.3 °C
  • PSA: 17.07000
  • LogP: 4.93040
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

15,16-Dinor-8(17),11-labdadien-13-one Security Information

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Additional information on 15,16-Dinor-8(17),11-labdadien-13-one

Exploring the Unique Properties and Applications of 15,16-Dinor-8(17),11-labdadien-13-one (CAS No. 76497-69-3)

15,16-Dinor-8(17),11-labdadien-13-one (CAS No. 76497-69-3) is a fascinating diterpenoid compound that has garnered significant attention in the fields of organic chemistry, fragrance development, and natural product research. This labdane-type diterpenoid is characterized by its unique molecular structure, featuring a distinctive 15,16-dinor configuration and a 13-one functional group. The compound's structural complexity makes it an interesting subject for synthetic chemistry studies and bioactive compound research.

In recent years, there has been growing interest in natural-derived compounds like 15,16-Dinor-8(17),11-labdadien-13-one due to their potential applications in green chemistry and sustainable fragrance development. Many researchers are investigating how such compounds can serve as eco-friendly alternatives to synthetic ingredients in various industries. The compound's aromatic properties make it particularly relevant to discussions about natural perfumery and botanical extracts, topics that are currently trending in cosmetic and personal care forums.

The structural analysis of 15,16-Dinor-8(17),11-labdadien-13-one reveals several interesting features that contribute to its chemical behavior. The 8(17),11-labdadiene skeleton provides a rigid framework that influences the compound's stereochemistry and reactivity patterns. These characteristics are particularly important when considering the compound's potential as a chiral building block in asymmetric synthesis, a topic frequently searched by organic chemistry students and researchers.

One of the most searched questions regarding compounds like 15,16-Dinor-8(17),11-labdadien-13-one relates to their natural occurrence and biological sources. While this specific compound may not be widely distributed in nature, its structural relatives are found in various plant resins and essential oils. This connection to botanical sources makes it relevant to current discussions about plant-based chemistry and bioprospecting, which are hot topics in both academic and industrial research communities.

From a spectroscopic characterization perspective, 15,16-Dinor-8(17),11-labdadien-13-one presents interesting challenges and opportunities. The compound's carbonyl group at position 13 and its conjugated double bonds create distinctive patterns in NMR spectroscopy and mass spectrometry, making it a valuable case study for students learning about structural elucidation techniques. These analytical aspects are frequently searched by chemistry students and early-career researchers.

The potential industrial applications of 15,16-Dinor-8(17),11-labdadien-13-one are another area of growing interest. While not yet widely commercialized, compounds with similar structures have found use as fragrance ingredients and flavor modifiers. The current market trend toward natural identical compounds in the fragrance industry makes this an opportune time to explore the commercial potential of such molecules. Many industry professionals are searching for information about novel fragrance compounds and their organoleptic properties.

In medicinal chemistry research, the labdane diterpenoid framework has shown various bioactivities, though specific studies on 15,16-Dinor-8(17),11-labdadien-13-one are limited. This presents an interesting research gap that aligns with current searches about understudied natural compounds and their therapeutic potential. The compound's structure suggests possible interactions with biological targets, making it worthy of further investigation in drug discovery programs.

The synthetic accessibility of 15,16-Dinor-8(17),11-labdadien-13-one is another topic of interest for organic chemists. Developing efficient synthetic routes to such complex molecules remains a challenge that attracts significant research attention. Many chemistry students search for information about terpenoid synthesis and complex molecule construction, making this aspect particularly relevant to current educational needs in organic chemistry.

From an environmental perspective, compounds like 15,16-Dinor-8(17),11-labdadien-13-one are increasingly interesting due to their potential biodegradability and low ecological impact compared to purely synthetic alternatives. This aligns with current searches about green chemistry metrics and environmental impact assessment of chemical products, reflecting the growing importance of sustainability in chemical research and development.

In conclusion, 15,16-Dinor-8(17),11-labdadien-13-one (CAS No. 76497-69-3) represents an intriguing subject for multiple areas of chemical research. Its unique structure connects to current interests in natural products chemistry, sustainable fragrance development, and medicinal chemistry exploration. As research continues to uncover more about this and related compounds, they may find broader applications across various scientific and industrial fields, answering many of the questions currently being searched by professionals and students alike.

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