Viridiflorol

Viridiflorol
Compound Structure:
Synonyms: Viridiflorol; (+)-Viridiflorol; 552-02-3 ;d-Viridiflorol ;Himbaccol
Compound ID: NMPC-1592
PubChem ID:

11996452

Molecular Formula: C15H26O
Canonical SMILES: CC1CCC2C1C3C(C3(C)C)CCC2(C)O
InChIKey: AYXPYQRXGNDJFU-IMNVLQEYSA-N
About the compound:

Viridiflorol is asesquiterpenoid, a specific type of terpene, characterized by its unique carbotricyclic structure. This structure includes (1aS,4aR,7aR,7bR)-decahydro-1H-cyclopropa[e]azulene with four methyl substituents at positions 1, 1, 4, and 7, along with a hydroxy substituent at position 4. As a plant metabolite, it is found in various plant species and has been identified as a component of essential oils. Notably, viridiflorol plays a significant role as a strong feeding deterrent for the melaleuca weevil, impacting the insect's larval development. This makes it an important compound in the context of natural pest control. Its function as a plant metabolite extends to roles as a volatile oil component, an antimycobacterial drug, an anti-inflammatory agent, and an antifeedant. Viridiflorol has been isolated from several plants, including Melaleucaquinquenervia (broad-leaved paperbark), Melaleucaalternifolia (tea tree), and Allophylusedulis. These plants are known for their essential oils, in which viridiflorol is a significant component. In terms of its medicinal potential, viridiflorol has demonstrated moderate antibacterial activity against Mycobacterium tuberculosis, the bacterium responsible for tuberculosis, in in vitro assays. This suggests potential applications in developing treatments for bacterial infections. Additionally, viridiflorol, produced by the endophytic root fungus Serendipitaindica, exhibits antifungal activity against Colletotrichumtruncatum, indicating its potential in antifungal treatments. Given its various bioactivities, viridiflorol is a compound of interest in both ecological and medical research. Its role in natural pest control and its antimicrobial properties underscore the potential applications of naturally derived compounds in addressing environmental and health-related challenges.

GHS Hazard Statements

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

222.37 g/mol

XLogP3-AA

3.7

Hydrogen Bond Donor Count

1

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

0

Exact Mass

222.198365449 g/mol

Monoisotopic Mass

222.198365449 g/mol

Topological Polar Surface Area

20.2Ų

Heavy Atom Count

16

Formal Charge

0

Complexity

309

Isotope Atom Count

0

Defined Atom Stereocenter Count

6

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Source:PubChem

Source Species: Ficus asperifolia
Centratherum punctatum
Morinda lucida
Plumeria alba
Pyrenacantha staudtii
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