Tectol

CAS# 24449-39-6

Tectol

Catalog No. BCN8574----Order now to get a substantial discount!

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Quality Control of Tectol

Number of papers citing our products

Chemical structure

Tectol

3D structure

Chemical Properties of Tectol

Cas No. 24449-39-6 SDF Download SDF
PubChem ID 161453 Appearance Powder
Formula C30H26O4 M.Wt 450.5
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-(6-hydroxy-2,2-dimethylbenzo[h]chromen-5-yl)-2,2-dimethylbenzo[h]chromen-6-ol
SMILES CC1(C=CC2=C(O1)C3=CC=CC=C3C(=C2C4=C(C5=CC=CC=C5C6=C4C=CC(O6)(C)C)O)O)C
Standard InChIKey FVTJXDIACKJEPH-UHFFFAOYSA-N
Standard InChI InChI=1S/C30H26O4/c1-29(2)15-13-21-23(25(31)17-9-5-7-11-19(17)27(21)33-29)24-22-14-16-30(3,4)34-28(22)20-12-8-6-10-18(20)26(24)32/h5-16,31-32H,1-4H3
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.

Source of Tectol

The herbs of Tectona grandis

Biological Activity of Tectol

DescriptionTectol has anti-plasmodial activity, it as a moderately active growth inhibitor with an IC50 3.44±0.20μM. It exhibited significant activity against human leukemia cell lines HL60 and CEM. Tectol may cause itchy dermatitis, the dermatitis appeared on the neck, upper legs, underarms, and trunk area.
In vitro

Chemical constituents from Lippia sidoides and cytotoxic activity.[Pubmed: 11421746 ]

J Nat Prod. 2001 Jun;64(6):792-5.


METHODS AND RESULTS:
Eleven known compounds and a new prenylated naphthoquinone, lippsidoquinone (13), were isolated from ethanol extracts of Lippia sidoides. Their structures were established by a combination of 1D and 2D NMR, IR, and EIMS spectral data analysis. The cytotoxic properties of compounds 3--13 were evaluated against HL60, SW1573, and CEM cell lines.
CONCLUSIONS:
Only Tectol (6) and lippsidoquinone (13) exhibited significant activity against human leukemia cell lines HL60 and CEM.

In vivo

Allergy to spermicidal lubricant in a contraceptive.[Pubmed: 3652700 ]

Contact Dermatitis. 1987 Aug;17(2):115-6.


METHODS AND RESULTS:
Allergic contact dermatitis is reported in a patient using a condom with the spermicidal lubricant Tectol. A 36 year old female, with no history of dermatitis or pruritus of the vagina or vulva, experienced itchy dermatitis 24-48 hours after her partner used a Durex Top Safe contraceptive containing Tectol. The dermatitis appeared on the neck, upper legs, underarms, and trunk area. When another contraceptive was used Durex Featherlite (without Tectol), the patient experienced no problems.
CONCLUSIONS:
Patch tests concluded that the Tectol lubricant was the cause for the reaction in the patient. Transmission of the lubricant to the patient occurred when the patient's partner, after handling the contraceptive (Durex Top Safe) during intercourse, placed his hands on the patient's body. To which exact element of Tectol the patient was sensitized could not be determined as the patient refused further treatment.

Protocol of Tectol

Structure Identification
Bioorg Med Chem. 2016 Jul 15;24(14):3102-7.

Discovery and preliminary structure-activity relationship studies on tecomaquinone I and tectol as novel farnesyltransferase and plasmodial inhibitors.[Pubmed: 27240468 ]

Biological screening of a library of synthesized benzo[c]chromene-7,10-dione natural products against human farnesyltransferase (FTase) has identified tecomaquinone I (IC50 of 0.065±0.004μM) as being one of the more potent natural product inhibitors identified to date.
METHODS AND RESULTS:
Anti-plasmodial screening of the same library against a drug-resistant strain of Plasmodium falciparum identified the structurally-related dichromenol Tectol as a moderately active growth inhibitor with an IC50 3.44±0.20μM. Two novel series of analogues, based on the benzo[c]chromene-7,10-dione scaffold, were subsequently synthesized, with one analogue exhibiting farnesyltransferase inhibitory activity in the low micromolar range. A preliminary structure-activity relationship (SAR) study has identified different structural requirements for anti-malarial activity in comparison to FTase activities for these classes of natural products.
CONCLUSIONS:
Our results identify tecomaquinone I as a novel scaffold from which more potent inhibitors of human and parasitic FTase could be developed.

Tectol Dilution Calculator

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Tectol Molarity Calculator

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Preparing Stock Solutions of Tectol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.2198 mL 11.0988 mL 22.1976 mL 44.3951 mL 55.4939 mL
5 mM 0.444 mL 2.2198 mL 4.4395 mL 8.879 mL 11.0988 mL
10 mM 0.222 mL 1.1099 mL 2.2198 mL 4.4395 mL 5.5494 mL
50 mM 0.0444 mL 0.222 mL 0.444 mL 0.8879 mL 1.1099 mL
100 mM 0.0222 mL 0.111 mL 0.222 mL 0.444 mL 0.5549 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 Tectol

Discovery and preliminary structure-activity relationship studies on tecomaquinone I and tectol as novel farnesyltransferase and plasmodial inhibitors.[Pubmed:27240468]

Bioorg Med Chem. 2016 Jul 15;24(14):3102-7.

Biological screening of a library of synthesized benzo[c]chromene-7,10-dione natural products against human farnesyltransferase (FTase) has identified tecomaquinone I (IC50 of 0.065+/-0.004muM) as being one of the more potent natural product inhibitors identified to date. Anti-plasmodial screening of the same library against a drug-resistant strain of Plasmodium falciparum identified the structurally-related dichromenol Tectol as a moderately active growth inhibitor with an IC50 3.44+/-0.20muM. Two novel series of analogues, based on the benzo[c]chromene-7,10-dione scaffold, were subsequently synthesized, with one analogue exhibiting farnesyltransferase inhibitory activity in the low micromolar range. A preliminary structure-activity relationship (SAR) study has identified different structural requirements for anti-malarial activity in comparison to FTase activities for these classes of natural products. Our results identify tecomaquinone I as a novel scaffold from which more potent inhibitors of human and parasitic FTase could be developed.

Chemical constituents from Lippia sidoides and cytotoxic activity.[Pubmed:11421746]

J Nat Prod. 2001 Jun;64(6):792-5.

Eleven known compounds and a new prenylated naphthoquinone, lippsidoquinone (13), were isolated from ethanol extracts of Lippia sidoides. Their structures were established by a combination of 1D and 2D NMR, IR, and EIMS spectral data analysis. The cytotoxic properties of compounds 3--13 were evaluated against HL60, SW1573, and CEM cell lines. Only Tectol (6) and lippsidoquinone (13) exhibited significant activity against human leukemia cell lines HL60 and CEM.

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