Dendocarbin A

CAS# 350986-74-2

Dendocarbin A

2D Structure

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Quality Control of Dendocarbin A

3D structure

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Dendocarbin A

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Chemical Properties of Dendocarbin A

Cas No. 350986-74-2 SDF Download SDF
PubChem ID 10911949 Appearance Powder
Formula C15H22O3 M.Wt 250.3
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,5aS,9aS,9bR)-1-hydroxy-6,6,9a-trimethyl-5,5a,7,8,9,9b-hexahydro-1H-benzo[e][2]benzofuran-3-one
SMILES CC1(CCCC2(C1CC=C3C2C(OC3=O)O)C)C
Standard InChIKey SNBMCLVOVBJJOU-MDHDOXDCSA-N
Standard InChI InChI=1S/C15H22O3/c1-14(2)7-4-8-15(3)10(14)6-5-9-11(15)13(17)18-12(9)16/h5,10-11,13,17H,4,6-8H2,1-3H3/t10-,11+,13+,15-/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 Dendocarbin A

The herbs of Polygonum hydropiper

Biological Activity of Dendocarbin A

DescriptionStandard reference
In vitro

Ugandenial A, a new drimane-type sesquiterpenoid from Warburgia ugandensis.[Pubmed: 19924033]

Molecules. 2009 Sep 28;14(10):3844-50.


METHODS AND RESULTS:
One new drimane-type sesquiterpenoid, named ugandenial A (1), was isolated from the ethyl acetate extract of the bark of Warburgia ugandensis (Canellaceae) together with eight known drimane-type sesquiterpenoids: 11alpha-hydroxycinnamosmolide (2), warburganal (3), polygodial (4), mukaadial (5), Dendocarbin A (6), 9alpha-hydroxycinnamolide (7), dendocarbin L (8) and dendocarbin M (9). Their structures were established by detailed spectroscopic analysis. In addition a keto-enol equilibrium was demonstrated for compound 1 through a detailed NMR analysis run in CD(2)Cl(2) at 190 K. Cytotoxicity of the isolated compounds against KB cells was evaluated.

Protocol of Dendocarbin A

Structure Identification
Acta Crystallogr C Struct Chem. 2015 Apr;71(Pt 4):294-7.

A monoclinic form of dendocarbin A: a borderline case of one-dimensional isostructural polymorphism.[Pubmed: 25836288]

The title compound, Dendocarbin A [systematic name: (1R,5aS,9aS,9bR)-1-hydroxy-6,6,9a-trimethyldodecahydronaphtho[1,2-c]furan-3-one], C15H22O3, is a sesquiterpene lactone isolated from Drimys winteri var chilensis.
METHODS AND RESULTS:
The monoclinic phase described herein displays an identical molecular structure to the orthorhombic phase that we reported previously [Paz Robles et al. (2014). Acta Cryst. C70, 1007-1010], while varying significantly in chain pitch, and can thus be considered as a borderline case of one-dimensional isostructural polymorphism.

Acta Crystallogr C Struct Chem. 2014 Nov;70(Pt 11):1007-10.

Dendocarbin A: a sesquiterpene lactone from Drimys winteri.[Pubmed: 25370095]

The natural compound Dendocarbin A, C15H22O3, is a sesquiterpene lactone isolated for the first time from Drimys winteri for var chilensis.
METHODS AND RESULTS:
The compound crystallizes in the orthorhombic space group P2₁2₁2₁ and its X-ray crystal structure confirmed the S/R character of the chiral centres at C-5/C-10 and C-9/C-11, respectively. The α-OH group at C-11 was found to be involved in intermolecular hydrogen bonding, defining chains along the <100> 2₁ screw axis.

Dendocarbin A Dilution Calculator

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Dendocarbin A Molarity Calculator

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Preparing Stock Solutions of Dendocarbin A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.9952 mL 19.976 mL 39.9521 mL 79.9041 mL 99.8801 mL
5 mM 0.799 mL 3.9952 mL 7.9904 mL 15.9808 mL 19.976 mL
10 mM 0.3995 mL 1.9976 mL 3.9952 mL 7.9904 mL 9.988 mL
50 mM 0.0799 mL 0.3995 mL 0.799 mL 1.5981 mL 1.9976 mL
100 mM 0.04 mL 0.1998 mL 0.3995 mL 0.799 mL 0.9988 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 Dendocarbin A

Ugandenial A, a new drimane-type sesquiterpenoid from Warburgia ugandensis.[Pubmed:19924033]

Molecules. 2009 Sep 28;14(10):3844-50.

One new drimane-type sesquiterpenoid, named ugandenial A (1), was isolated from the ethyl acetate extract of the bark of Warburgia ugandensis (Canellaceae) together with eight known drimane-type sesquiterpenoids: 11alpha-hydroxycinnamosmolide (2), warburganal (3), polygodial (4), mukaadial (5), Dendocarbin A (6), 9alpha-hydroxycinnamolide (7), dendocarbin L (8) and dendocarbin M (9). Their structures were established by detailed spectroscopic analysis. In addition a keto-enol equilibrium was demonstrated for compound 1 through a detailed NMR analysis run in CD(2)Cl(2) at 190 K. Cytotoxicity of the isolated compounds against KB cells was evaluated.

Dendocarbin A: a sesquiterpene lactone from Drimys winteri.[Pubmed:25370095]

Acta Crystallogr C Struct Chem. 2014 Nov;70(Pt 11):1007-10.

The natural compound Dendocarbin A, C15H22O3, is a sesquiterpene lactone isolated for the first time from Drimys winteri for var chilensis. The compound crystallizes in the orthorhombic space group P2(1)2(1)2(1) and its X-ray crystal structure confirmed the S/R character of the chiral centres at C-5/C-10 and C-9/C-11, respectively. The alpha-OH group at C-11 was found to be involved in intermolecular hydrogen bonding, defining chains along the <100> 2(1) screw axis.

A monoclinic form of dendocarbin A: a borderline case of one-dimensional isostructural polymorphism.[Pubmed:25836288]

Acta Crystallogr C Struct Chem. 2015 Apr;71(Pt 4):294-7.

The title compound, Dendocarbin A [systematic name: (1R,5aS,9aS,9bR)-1-hydroxy-6,6,9a-trimethyldodecahydronaphtho[1,2-c]furan-3-one], C15H22O3, is a sesquiterpene lactone isolated from Drimys winteri var chilensis. The monoclinic phase described herein displays an identical molecular structure to the orthorhombic phase that we reported previously [Paz Robles et al. (2014). Acta Cryst. C70, 1007-1010], while varying significantly in chain pitch, and can thus be considered as a borderline case of one-dimensional isostructural polymorphism.

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