Cas no 1898-13-1 ((+)-Cembrene)

(+)-Cembrene is a naturally occurring diterpene hydrocarbon, primarily isolated from marine and plant sources. It is characterized by a 14-membered macrocyclic ring structure, contributing to its unique chemical and biological properties. This compound is of interest in organic synthesis due to its role as a precursor for complex natural products and fragrances. Its stereochemistry and structural complexity make it valuable for studying terpene biosynthesis and cyclization mechanisms. (+)-Cembrene also exhibits potential bioactivity, including antimicrobial and anti-inflammatory effects, though further research is required to fully elucidate its applications. Its stability and lipophilic nature make it suitable for use in specialized chemical and pharmaceutical research.
(+)-Cembrene structure
(+)-Cembrene structure
Product Name:(+)-Cembrene
CAS No:1898-13-1
MF:C20H32
MW:272.468086242676
CID:156617
PubChem ID:5377896
Update Time:2025-10-29

(+)-Cembrene Chemical and Physical Properties

Names and Identifiers

    • 1,3,6,10-Cyclotetradecatetraene,3,7,11-trimethyl-14-(1-methylethyl)-, (1E,3Z,6E,10E,14S)-
    • CEMBRENE
    • (1S,2E,7E,11E)-2,4(18),7,11-Cembratraene
    • (S)-14-Isopropyl-3,7,11-trimethyl-cyclotetradeca-1t,3c,6t,10t-tetraen
    • (S)-14-isopropyl-3,7,11-trimethyl-cyclotetradeca-1t,3c,6t,10t-tetraene
    • 1,3,6,10-Cyclotetradecatetr
    • 1,3,6,10-Cyclotetradecatetraene,14-isopropyl-3,7,11-trimethyl-,(+)
    • 14-Isopropyl-3,7,11-trimethyl-1,3,6
    • 14-Isopropyl-3,7,11-trimethyl-1,3,6,10-cyclotetradecatetraene
    • Thunbergen
    • Thunbergene
    • (+)-CEMBRENE
    • 1,3,6,10-Cyclotetradecatetraene, 14-isopropyl-3,7,11-trimethyl-, (+)-
    • Cembrene,99%
    • 1-isopropyl-4,8,12-trimethyl-cyclotetradeca-2,4,7,11-tetraene
    • 1898-13-1
    • (+)-Thunbergen
    • DTXSID80880701
    • Thumbelene
    • (1E,3Z,6E,10E,14S)-3,7,11-Trimethyl-14-(1-methylethyl)-1,3,6,10-cyclotetradecatetraene
    • 41F9848B-1F92-4929-BD50-32C995663B66
    • (1E,3Z,6E,10Z,14S)-3,7,11-trimethyl-14-propan-2-ylcyclotetradeca-1,3,6,10-tetraene
    • (S-(E,Z,E,E))-3,7,11-Trimethyl-14-(1-methylethyl)-1,3,6,10-cyclotetradecatetraene
    • 1,3,6,10-Cyclotetradecatetraene, 3,7,11-trimethyl-14-(1-methylethyl)-, (S-(E,Z,E,E))-
    • (1Z,3Z,6Z,10Z)-14-ISOPROPYL-3,7,11-TRIMETHYLCYCLOTETRADECA-1,3,6,10-TETRAENE
    • (+)-Cembrene
    • Inchi: 1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,10-12,14,16,20H,6-7,9,13,15H2,1-5H3/b14-12+,17-8+,18-10-,19-11-/t20-/m0/s1
    • InChI Key: DMHADBQKVWXPPM-PDDCSNRZSA-N
    • SMILES: [C@@H]1(C=CC(C)=CCC=C(C)CCC=C(C)CC1)C(C)C |c:4,7,t:1,12|

Computed Properties

  • Exact Mass: 272.25000
  • Monoisotopic Mass: 272.25
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 1
  • Complexity: 402
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 4
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • XLogP3: 6
  • Topological Polar Surface Area: 0

Experimental Properties

  • Color/Form: White crystalline powder
  • Density: 0.8830 (estimate)
  • Melting Point: 59-61 °C
  • Boiling Point: 350.52°C (rough estimate)
  • Flash Point: 166.8°C
  • Refractive Index: 1.7290 (estimate)
  • PSA: 0.00000
  • LogP: 6.61780
  • Solubility: Insoluble in water
  • Vapor Pressure: Not available

(+)-Cembrene Security Information

(+)-Cembrene Customs Data

  • HS CODE:2902199090
  • Customs Data:

    China Customs Code:

    2902199090

    Overview:

    2902199090 Other naphthenic hydrocarbons\Cyclic olefins and cyclic terpenes.Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:2.0%.general tariff:30.0%

    Declaration elements:

    Product Name, component content

    Summary:

    2902199090 other cyclanes, cyclenes and cyclotherpenes.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:2.0%.General tariff:30.0%

(+)-Cembrene Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
C256558-1mg
(+)-Cembrene
1898-13-1
1mg
$ 345.00 2023-04-18
TRC
C256558-5mg
(+)-Cembrene
1898-13-1
5mg
$ 1430.00 2023-04-18
TRC
C256558-10mg
(+)-Cembrene
1898-13-1
10mg
$ 2641.00 2023-04-18
TRC
C256558-75mg
(+)-Cembrene
1898-13-1
75mg
$ 19000.00 2023-09-08

(+)-Cembrene Related Literature

Additional information on (+)-Cembrene

Professional Introduction to Compound CAS No. 1898-13-1 and Product Name (+)-Cembrene

(+)-Cembrene, a naturally occurring triterpene compound with the chemical formula C??H??, is identified by the CAS number 1898-13-1. This compound has garnered significant attention in the field of chemobiology due to its unique structural properties and promising biological activities. Triterpenes, a class of terpenoids, are known for their diverse pharmacological effects, and (+)-Cembrene stands out as a representative of this group with its distinct double-bond configuration and cyclopropyl ring.

The structural framework of (+)-Cembrene consists of a highly oxygenated tricyclic skeleton, which contributes to its complex reactivity and biological interactions. This molecular architecture has been the focus of extensive research, particularly in understanding its role as a bioactive molecule. The presence of multiple functional groups, including hydroxyl and carbonyl moieties, makes (+)-Cembrene a versatile candidate for further chemical modifications and derivatization, opening avenues for drug development.

Recent studies have highlighted the potential of (+)-Cembrene in modulating various cellular pathways, particularly those involved in inflammation and immune response. Research published in peer-reviewed journals has demonstrated that (+)-Cembrene exhibits anti-inflammatory properties by inhibiting key pro-inflammatory cytokines such as TNF-α and IL-6. These findings are particularly relevant in the context of chronic inflammatory diseases, where natural compounds like (+)-Cembrene could serve as lead candidates for therapeutic intervention.

In addition to its anti-inflammatory effects, (+)-Cembrene has shown promise in preclinical studies as a potential chemopreventive agent. Its ability to modulate signaling pathways associated with cell proliferation and apoptosis suggests its utility in preventing the initiation and progression of cancerous lesions. Specifically, research indicates that (+)-Cembrene can interfere with the activity of signaling molecules such as Akt and Erk, which are crucial for cancer cell survival and growth.

The biosynthetic pathway of (+)-Cembrene is another area of active investigation. Studies have identified key enzymes involved in the triterpenoid biosynthesis pathway that contribute to the formation of the characteristic cyclopropyl ring structure. Understanding these enzymatic steps not only provides insights into the natural production of (+)-Cembrene but also offers opportunities for metabolic engineering to enhance its yield or modify its structure for improved pharmacological efficacy.

From a synthetic chemistry perspective, the total synthesis of (+)-Cembrene represents a significant challenge due to its complex stereochemistry. However, advances in synthetic methodologies have made it increasingly feasible to construct such molecules with high precision. Recent reports detail novel synthetic routes that employ asymmetric catalysis to achieve the desired stereoisomer with high enantiomeric excess. These advancements are crucial for scaling up production and facilitating further biological testing.

The pharmacokinetic properties of (+)-Cembrene are also under scrutiny to determine its potential as a drug candidate. Initial pharmacokinetic studies suggest that (+)-Cembrene exhibits moderate bioavailability when administered orally, with a reasonable half-life allowing for repeated dosing regimens. Additionally, preliminary toxicology studies indicate that (+)-Cembrene is well-tolerated at therapeutic doses, although further long-term studies are necessary to fully assess its safety profile.

Future research directions for (+)-Cembrene include exploring its mechanism of action in greater detail and identifying potential synergistic combinations with other therapeutic agents. The compound's ability to interact with multiple targets suggests that it could be used in combination therapies to enhance treatment outcomes. Furthermore, investigating its effects in different disease models will provide a more comprehensive understanding of its therapeutic potential.

In conclusion, (+)-Cembrene, identified by CAS number 1898-13-1, is a triterpenoid compound with significant promise in the field of chemobiology. Its unique structural features and demonstrated biological activities make it an attractive candidate for further research and development. As our understanding of natural products continues to evolve, compounds like (+)-Cembrene will undoubtedly play an important role in shaping future therapeutic strategies.

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