Tracheloside

CAS# 33464-71-0

Tracheloside

Catalog No. BCN2738----Order now to get a substantial discount!

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Tracheloside: 5mg $29 In Stock
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Quality Control of Tracheloside

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Chemical structure

Tracheloside

3D structure

Chemical Properties of Tracheloside

Cas No. 33464-71-0 SDF Download SDF
PubChem ID 169511 Appearance White powder
Formula C27H34O12 M.Wt 550.6
Type of Compound Lignans Storage Desiccate at -20°C
Synonyms 8'-Hydroxyarctigenin 4'-glucoside; 2-Hydroxyarctiin
Solubility Soluble in methan
Chemical Name (3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one
SMILES COC1=C(C=C(C=C1)CC2COC(=O)C2(CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)OC
Standard InChIKey LWYAMIUSVGPFKS-CGLYQLBNSA-N
Standard InChI InChI=1S/C27H34O12/c1-34-17-6-4-14(9-19(17)35-2)8-16-13-37-26(32)27(16,33)11-15-5-7-18(20(10-15)36-3)38-25-24(31)23(30)22(29)21(12-28)39-25/h4-7,9-10,16,21-25,28-31,33H,8,11-13H2,1-3H3/t16-,21+,22+,23-,24+,25+,27-/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.
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 Tracheloside

1 Trachelospermum sp.

Biological Activity of Tracheloside

DescriptionTracheloside significantly decreases the activity of alkaline phosphatase (AP), an estrogen-inducible marker enzyme, with an IC(50) value of 0.31 microg/ml, a level of inhibition comparable to that of tamoxifen (IC(50) = 0.43 microg/ml).
TargetsEstrogen receptor | Progestogen receptor
In vitro

An anti-estrogenic lignan glycoside, tracheloside, from seeds of Carthamus tinctorius.[Pubmed: 17090940]

Biosci Biotechnol Biochem. 2006 Nov;70(11):2783-5.

The lignan glycoside, Tracheloside, was isolated from seeds of Carthamus tinctorius (Compositae) as an anti-estrogenic principle against cultured Ishikawa cells by employing a bioassay-linked HPLC-ELSD method.
METHODS AND RESULTS:
Tracheloside significantly decreased the activity of alkaline phosphatase (AP), an estrogen-inducible marker enzyme, with an IC(50) value of 0.31 microg/ml, a level of inhibition comparable to that of tamoxifen (IC(50) = 0.43 microg/ml).

In vivo

Lack of significant inhibitory effects of a plant lignan tracheloside on 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)-induced mammary carcinogenesis in female Sprague-Dawley rats.[Pubmed: 14568166]

Cancer Lett. 2003 Oct 28;200(2):133-9.

Tracheloside, one of the plant lignans which can be extracted from the debris after safflower oil is produced from the seeds of Carthamus tinctorious, is an analogue of another plant lignan, arctiin, the side-chain C-2 of the five-membered ring being changed from a hydrogen to a hydroxyl group. We have already demonstrated that arctiin has chemopreventive effect on mammary carcinogenesis. Therefore, chemopreventive effects of Tracheloside on the initiation or post-initiation period of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)-induced mammary carcinogenesis in female rats were examined.
METHODS AND RESULTS:
For initiation, female Sprague-Dawley (SD) rats at the 6 weeks of age were given intragastric administrations of 100 mg/kg body weight of PhIP once a week for 8 weeks. The animals were treated with 0.2 or 0.02% Tracheloside during or after this carcinogen exposure. Control rats were fed basal diet with PhIP initiation or 0.2% Tracheloside or basal diet alone without initiation throughout the experimental period. All surviving animals were necropsied at the week 52 of administration. There were no clear treatment-related changes with statistical significance in all parameters for mammary carcinomas measured in this experiment.
CONCLUSIONS:
These results indicate that Tracheloside may not exert significant effects on PhIP-induced mammary carcinogenesis at least under the present experiment condition.

Tracheloside Dilution Calculator

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Tracheloside Molarity Calculator

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Preparing Stock Solutions of Tracheloside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.8162 mL 9.081 mL 18.162 mL 36.324 mL 45.405 mL
5 mM 0.3632 mL 1.8162 mL 3.6324 mL 7.2648 mL 9.081 mL
10 mM 0.1816 mL 0.9081 mL 1.8162 mL 3.6324 mL 4.5405 mL
50 mM 0.0363 mL 0.1816 mL 0.3632 mL 0.7265 mL 0.9081 mL
100 mM 0.0182 mL 0.0908 mL 0.1816 mL 0.3632 mL 0.4541 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 Tracheloside

Lack of significant inhibitory effects of a plant lignan tracheloside on 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)-induced mammary carcinogenesis in female Sprague-Dawley rats.[Pubmed:14568166]

Cancer Lett. 2003 Oct 28;200(2):133-9.

Tracheloside, one of the plant lignans which can be extracted from the debris after safflower oil is produced from the seeds of Carthamus tinctorious, is an analogue of another plant lignan, arctiin, the side-chain C-2 of the five-membered ring being changed from a hydrogen to a hydroxyl group. We have already demonstrated that arctiin has chemopreventive effect on mammary carcinogenesis. Therefore, chemopreventive effects of Tracheloside on the initiation or post-initiation period of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)-induced mammary carcinogenesis in female rats were examined. For initiation, female Sprague-Dawley (SD) rats at the 6 weeks of age were given intragastric administrations of 100 mg/kg body weight of PhIP once a week for 8 weeks. The animals were treated with 0.2 or 0.02% Tracheloside during or after this carcinogen exposure. Control rats were fed basal diet with PhIP initiation or 0.2% Tracheloside or basal diet alone without initiation throughout the experimental period. All surviving animals were necropsied at the week 52 of administration. There were no clear treatment-related changes with statistical significance in all parameters for mammary carcinomas measured in this experiment. These results indicate that Tracheloside may not exert significant effects on PhIP-induced mammary carcinogenesis at least under the present experiment condition.

An anti-estrogenic lignan glycoside, tracheloside, from seeds of Carthamus tinctorius.[Pubmed:17090940]

Biosci Biotechnol Biochem. 2006 Nov;70(11):2783-5.

The lignan glycoside, Tracheloside, was isolated from seeds of Carthamus tinctorius (Compositae) as an anti-estrogenic principle against cultured Ishikawa cells by employing a bioassay-linked HPLC-ELSD method. Tracheloside significantly decreased the activity of alkaline phosphatase (AP), an estrogen-inducible marker enzyme, with an IC(50) value of 0.31 microg/ml, a level of inhibition comparable to that of tamoxifen (IC(50) = 0.43 microg/ml).

Description

Tracheloside is an antiestrogenic lignin. Tracheloside promotes keratinocyte proliferation through ERK1/2 stimulation. Tracheloside is a good candidate to promote wound healing.

Keywords:

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