Zerumin BCAS# 176050-49-0 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 176050-49-0 | SDF | Download SDF |
| PubChem ID | 16079165 | Appearance | Powder |
| Formula | C20H30O4 | M.Wt | 334.4 |
| Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 4-[(1R)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]-2-hydroxy-2H-furan-5-one | ||
| SMILES | CC1(CCCC2(C1CCC(=C)C2CC(C3=CC(OC3=O)O)O)C)C | ||
| Standard InChIKey | RWRUMHLQHKUMDS-YYVIIWQCSA-N | ||
| Standard InChI | InChI=1S/C20H30O4/c1-12-6-7-16-19(2,3)8-5-9-20(16,4)14(12)11-15(21)13-10-17(22)24-18(13)23/h10,14-17,21-22H,1,5-9,11H2,2-4H3/t14-,15+,16-,17?,20+/m0/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. |
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| 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. |
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| 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. | ||
Zerumin B Dilution Calculator
Zerumin B Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.9904 mL | 14.9522 mL | 29.9043 mL | 59.8086 mL | 74.7608 mL |
| 5 mM | 0.5981 mL | 2.9904 mL | 5.9809 mL | 11.9617 mL | 14.9522 mL |
| 10 mM | 0.299 mL | 1.4952 mL | 2.9904 mL | 5.9809 mL | 7.4761 mL |
| 50 mM | 0.0598 mL | 0.299 mL | 0.5981 mL | 1.1962 mL | 1.4952 mL |
| 100 mM | 0.0299 mL | 0.1495 mL | 0.299 mL | 0.5981 mL | 0.7476 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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Synthesis of (+)-zerumin B using a regioselective singlet oxygen furan oxidation.[Pubmed:18247492]
J Org Chem. 2008 Mar 7;73(5):2021-3.
A short and efficient synthesis of the antitumor diterpenoid (+)-Zerumin B has been accomplished starting from (+)-sclareolide. At the heart of the synthetic strategy lies the regioselective formation of the alpha-substituted gamma-hydroxybutenolide moiety of Zerumin B. This was achieved by means of a [1,4] O-->C triisopropylsilyl migration followed by singlet oxygen (1 O 2) oxidation of the resulting 2-triisopropylsilyl-3-(alpha-hydroxy)alkylfuran.
Synthesis and stereochemistry of the antitumor diterpenoid (+)-zerumin B.[Pubmed:16901169]
J Org Chem. 2006 Aug 18;71(17):6670-3.
Starting from commercially available (+)-sclareolide, the first synthesis of Zerumin B was achieved by a concise, highly efficient pathway featuring stereoselective addition of a new silyloxyfuryltitanium reagent to an aldehyde intermediate and silyloxyfuran oxyfunctionalization as key steps. The synthesis established the relative and absolute configuration of Zerumin B along with its identity with a purportedly new diterpenoid isolated from the plant Renealmia alpinia.
A labdane diterpene glucoside from the rhizomes of Curcuma mangga.[Pubmed:16038556]
J Nat Prod. 2005 Jul;68(7):1090-3.
A new labdane diterpene glucoside, curcumanggoside (1), together with nine known compounds, including labda-8(17),12-diene-15,16-dial (2), calcaratarin A (3), Zerumin B (4), scopoletin, demethoxycurcumin, bisdemethoxycurcumin, 1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one, curcumin, and p-hydroxycinnamic acid, have been isolated from the rhizomes of Curcuma mangga. Their structures were determined using a combination of 1D (1H NMR, 13C NMR, DEPT) and 2D (COSY, HSQC, HMBC) NMR techniques. All diarylheptanoids and scopoletin showed significant antioxidant activity. Zerumin B, demethoxycurcumin, bisdemethoxycurcumin, and curcumin also exhibited cytotoxic activity against a panel of five human tumor cell lines.
