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(+)-Phyllocladene

CAS# 469-86-3

(+)-Phyllocladene

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Chemical structure

(+)-Phyllocladene

3D structure

Chemical Properties of (+)-Phyllocladene

Cas No. 469-86-3 SDF Download SDF
PubChem ID 101289537 Appearance Powder
Formula C20H32 M.Wt 272.5
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1S,4S,9S,10S,13R)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane
SMILES CC1(CCCC2(C1CCC34C2CCC(C3)C(=C)C4)C)C
Standard InChIKey ONVABDHFQKWOSV-FPPGBKCQSA-N
Standard InChI InChI=1S/C20H32/c1-14-12-20-11-8-16-18(2,3)9-5-10-19(16,4)17(20)7-6-15(14)13-20/h15-17H,1,5-13H2,2-4H3/t15-,16+,17-,19+,20-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

(+)-Phyllocladene Dilution Calculator

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(+)-Phyllocladene Molarity Calculator

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Preparing Stock Solutions of (+)-Phyllocladene

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.6697 mL 18.3486 mL 36.6972 mL 73.3945 mL 91.7431 mL
5 mM 0.7339 mL 3.6697 mL 7.3394 mL 14.6789 mL 18.3486 mL
10 mM 0.367 mL 1.8349 mL 3.6697 mL 7.3394 mL 9.1743 mL
50 mM 0.0734 mL 0.367 mL 0.7339 mL 1.4679 mL 1.8349 mL
100 mM 0.0367 mL 0.1835 mL 0.367 mL 0.7339 mL 0.9174 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on (+)-Phyllocladene

Essential oil characterization of two Azorean Cryptomeria japonica populations and their biological evaluations.[Pubmed:24555299]

Nat Prod Commun. 2013 Dec;8(12):1785-90.

Essential oils from foliage, bark and heartwood of Cryptomeriajaponica D. Don from Azores Archipelago (Portugal) were analyzed by GC and GC-MS. Two populations, of black and reddish heartwood color, were studied. The main compounds found in the foliage of both populations were alpha-pinene (9.6-29.5%), (+)-Phyllocladene (3.5-26.5%), ent-kaur-16-ene (0.2-20.6%), sabinene (0.5-19.9%) and limonene (1.4-11.5%), with a large variation in individual compounds from each population. Heartwood oils were characterized by a high content of cubebol (2.8-39.9%) and epi-cubebol (4.1-26.9%) isomers, which were absent in the foliage. Elemol and eudesmol isomers were found in the foliage and heartwood oils, while (+)-Phyllocladene was absent in heartwood. Black and reddish bark oils were composed of the diterpenes dehydroferruginol (1.9-5.1%) and ferruginol (2.6-11.5%), along with the sesquiterpenes delta-cadinene (10.4-15.9%), alpha-muurolene (3.3-5.4%), epi-zonarene (4.0-5.0%), cubenol (9.3-14.0%), tau-muurolol (4.8-10.7%), beta-eudesmol (3.0-9.9%), gamma-eudesmol (1.9-7.0%) and hedycariol (1.4-6.2%). Azorean C. japonica oils exhibited significant chemical differences compared with native plants from Asia. The essential oils showed moderate antimicrobial activity against the pathogenic fungus Cryptococcus neoformans and human pathogenic bacteria (especially against multidrug-resistant Mycobacterium tuberculosis). The antimicrobial activity of the essential oils may be attributed to compounds such as ent-kaur-16-ene, (+)-Phyllocladene, ferruginol and elemol, which are present in different proportions within the complex oil mixture. These results suggest a potential use for C. japonica oils obtained from wood industry leftovers.

Identification of (+)-phyllocladene, (--)-sandaracopimaradiene, and (+)-kaurene as new fungal metabolites from fusicoccin-producing Phomopsis amygdali F6.[Pubmed:15277764]

Biosci Biotechnol Biochem. 2004 Jul;68(7):1574-7.

A chemical analysis of the diterpene hydrocarbons produced by fusicoccin-producing fungus Phomopsis amygdali F6 identified five phyllocladene-related tri- and tetracyclic diterpene hydrocarbons. The presence of (+)-Phyllocladene, (--)-sandaracopimaradiene, (+)-isopimara-8,15-diene, and (+)-pimara-8(14),15-diene in the fungus was demonstrated by GC-MS, 1H-NMR, and [alpha]D measurements. (+)-Kaurene was also identified by GC-MS and chiral capillary GC. The possible biosynthetic relationship of these metabolites is discussed.

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