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10-Hydroxyscandine

CAS# 119188-47-5

10-Hydroxyscandine

Catalog No. BCN6078----Order now to get a substantial discount!

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10-Hydroxyscandine: 5mg $828 In Stock
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Quality Control of 10-Hydroxyscandine

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Chemical structure

10-Hydroxyscandine

3D structure

Chemical Properties of 10-Hydroxyscandine

Cas No. 119188-47-5 SDF Download SDF
PubChem ID 12082289 Appearance Powder
Formula C21H22N2O4 M.Wt 366.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES COC(=O)C12CC3(C=CCN4C3C1(CC4)C5=C(C=CC(=C5)O)NC2=O)C=C
Standard InChIKey LGEFXJCPQAMQOD-VRXWPRPYSA-N
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 10-Hydroxyscandine

The stem bark of Melodinus tenuicaudatus

Protocol of 10-Hydroxyscandine

Structure Identification
J Org Chem. 2000 Jun 16;65(12):3804-10.

Alkaloid-fullerene systems through photocycloaddition reactions.[Pubmed: 10864768]

The photocycloaddition of tertiary amines to ¿60fullerene (C(60)) is an interesting and useful reaction.
METHODS AND RESULTS:
We wished to extend the applications of this type of reaction through an investigation of the photoaddition of alkaloids to C(60) for the purpose of synthesizing novel and complex photoadducts that are difficult to obtain by usual methods. Irradiation of tazettine (2) or gramine (3) with C(60) in toluene leads to formation of one monoadduct (6 or 7), whereas scandine (1a) or 10-Hydroxyscandine (1b) reacts with C(60) photochemically to give two products, the expected ¿6,6 monoadduct (5a, 5b) and a new type of monoadduct with a bis-¿6, 6 closed structure (4a, 4b).These new structures were characterized by UV-vis, FT-IR, (1)H NMR, (13)C NMR, (1)H-(1)H COSY, ROESY, HMQC (heteronuclear multiple-quantum coherence), and HMBC (heteronuclear multiple-bond connectivity) spectroscopy. The techniques of time-of-flight secondary ion MS (TOF-SIMS) and field desorption MS (FD-MS) were used for the mass determination.
CONCLUSIONS:
(3)He NMR analysis of the product mixture from photoaddition of 1a to C(60) containing a (3)He atom ((3)He@C(60)) led to two peaks at -9.091 and -11.090 ppm relative to gaseous (3)He, consistent with formation of a ¿6, 6-closed monoadduct and a bis-¿6,6 closed adduct. Presumably, the bis-¿6, 6 closed adducts are formed by an intramolecular ¿2 + 2 cycloaddition of the vinyl group to the adjacent 6,6-ring junction of C(60) after the initial photocycloaddition.

Planta Med. 1988 Aug;54(4):315-7.

Study on the Alkaloids of Melodinus tenuicaudatus.[Pubmed: 17265274 ]


METHODS AND RESULTS:
Fourteen alkaloids were isolated from the stem bark of MELODINUS TENUICAUDATUS Tsiang et P. T. Li. Eleven of them were identified as known alkaloids, namely, scandine ( 2), Delta (14)-eburnamine ( 4), vindolinine N(b)-oxide ( 5), 11-methoxytabersonine ( 6), vindolinine ( 7), EPI-vindolinine N(b)-oxide ( 8), hazuntine ( 9), compactinervine ( 10), 11-hydroxytabersonine ( 11), Delta (14)-vincine ( 12), and normacusine B ( 14).
CONCLUSIONS:
Two alkaloids were new: 10-Hydroxyscandine ( 1), and the dimer, tenuicausine ( 3); their structures were elucidated by spectroscopic and chemical methods. One alkaloid ( 13) occurring in trace amounts, could not be identified.

10-Hydroxyscandine Dilution Calculator

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10-Hydroxyscandine Molarity Calculator

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Preparing Stock Solutions of 10-Hydroxyscandine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7293 mL 13.6463 mL 27.2926 mL 54.5852 mL 68.2314 mL
5 mM 0.5459 mL 2.7293 mL 5.4585 mL 10.917 mL 13.6463 mL
10 mM 0.2729 mL 1.3646 mL 2.7293 mL 5.4585 mL 6.8231 mL
50 mM 0.0546 mL 0.2729 mL 0.5459 mL 1.0917 mL 1.3646 mL
100 mM 0.0273 mL 0.1365 mL 0.2729 mL 0.5459 mL 0.6823 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 10-Hydroxyscandine

Study on the Alkaloids of Melodinus tenuicaudatus.[Pubmed:17265274]

Planta Med. 1988 Aug;54(4):315-7.

Fourteen alkaloids were isolated from the stem bark of MELODINUS TENUICAUDATUS Tsiang et P. T. Li. Eleven of them were identified as known alkaloids, namely, scandine ( 2), Delta (14)-eburnamine ( 4), vindolinine N(b)-oxide ( 5), 11-methoxytabersonine ( 6), vindolinine ( 7), EPI-vindolinine N(b)-oxide ( 8), hazuntine ( 9), compactinervine ( 10), 11-hydroxytabersonine ( 11), Delta (14)-vincine ( 12), and normacusine B ( 14). Two alkaloids were new: 10-Hydroxyscandine ( 1), and the dimer, tenuicausine ( 3); their structures were elucidated by spectroscopic and chemical methods. One alkaloid ( 13) occurring in trace amounts, could not be identified.

Alkaloid-fullerene systems through photocycloaddition reactions.[Pubmed:10864768]

J Org Chem. 2000 Jun 16;65(12):3804-10.

The photocycloaddition of tertiary amines to inverted question mark60fullerene (C(60)) is an interesting and useful reaction. We wished to extend the applications of this type of reaction through an investigation of the photoaddition of alkaloids to C(60) for the purpose of synthesizing novel and complex photoadducts that are difficult to obtain by usual methods. Irradiation of tazettine (2) or gramine (3) with C(60) in toluene leads to formation of one monoadduct (6 or 7), whereas scandine (1a) or 10-Hydroxyscandine (1b) reacts with C(60) photochemically to give two products, the expected inverted question mark6,6 monoadduct (5a, 5b) and a new type of monoadduct with a bis- inverted question mark6, 6 closed structure (4a, 4b). These new structures were characterized by UV-vis, FT-IR, (1)H NMR, (13)C NMR, (1)H-(1)H COSY, ROESY, HMQC (heteronuclear multiple-quantum coherence), and HMBC (heteronuclear multiple-bond connectivity) spectroscopy. The techniques of time-of-flight secondary ion MS (TOF-SIMS) and field desorption MS (FD-MS) were used for the mass determination. (3)He NMR analysis of the product mixture from photoaddition of 1a to C(60) containing a (3)He atom ((3)He@C(60)) led to two peaks at -9.091 and -11.090 ppm relative to gaseous (3)He, consistent with formation of a inverted question mark6, 6-closed monoadduct and a bis- inverted question mark6,6 closed adduct. Presumably, the bis- inverted question mark6, 6 closed adducts are formed by an intramolecular inverted question mark2 + 2 cycloaddition of the vinyl group to the adjacent 6,6-ring junction of C(60) after the initial photocycloaddition.

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