Macrocarpal D

CAS# 142647-71-0

Macrocarpal D

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Chemical structure

Macrocarpal D

3D structure

Chemical Properties of Macrocarpal D

Cas No. 142647-71-0 SDF Download SDF
PubChem ID 454460 Appearance Yellow powder
Formula C28H40O6 M.Wt 472.6
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2,4,6-trihydroxy-5-[1-[7-(2-hydroxypropan-2-yl)-1,4-dimethyl-3,3a,4,5,6,7-hexahydro-2H-azulen-1-yl]-3-methylbutyl]benzene-1,3-dicarbaldehyde
SMILES CC1CCC(C=C2C1CCC2(C)C(CC(C)C)C3=C(C(=C(C(=C3O)C=O)O)C=O)O)C(C)(C)O
Standard InChIKey VUKIJLQDSQXHDI-UHFFFAOYSA-N
Standard InChI InChI=1S/C28H40O6/c1-15(2)11-22(23-25(32)19(13-29)24(31)20(14-30)26(23)33)28(6)10-9-18-16(3)7-8-17(12-21(18)28)27(4,5)34/h12-18,22,31-34H,7-11H2,1-6H3
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 Macrocarpal D

The branch of Eucalyptus globulus

Biological Activity of Macrocarpal D

DescriptionMacrocarpal D is a HIV-RTase inhibitor. It has antibacterial activity.
TargetsHIV-RTase | Antifection
In vitro

Macrocarpals: HIV-RTase inhibitors of Eucalyptus globulus.[Reference: WebLink]

Tetrahedron Letters, 1992, 33(21):2983-2986.


METHODS AND RESULTS:
Five HIV-RTase inhibitors, macrocarpals A-E(macrocarpal A, macrocarpal B, macrocarpal C, Macrocarpal D, macrocarpal E), have been isolated from Eucalyptus globulus. X-ray diffraction studies as well as spectral and chemical investigations established the structures 1, 2, 3, 12, and 13, respectively.

Protocol of Macrocarpal D

Structure Identification
Journal of the Agricultural Chemical Society of Japan, 1992, 56(10):1570-1576.

Isolation and Characterization of Macrocarpals B—G Antibacterial Compounds from Eucalyptus macrocarpa.[Reference: WebLink]


METHODS AND RESULTS:
Six novel phloroglucinol dialdehyde diterpene derivatives (macrocarpal B, macrocarpal C, Macrocarpal D, macrocarpal E, macrocarpal F, macrocarpal G), which have antibacterial activity, were isolated from leaves of Eucalyptus macrocarpa. These compounds have closely related structures, the molecular formula for B—F being C28H40O6, and that of G being C28H38O5.
CONCLUSIONS:
The structures of macrocarpals B, D, and G were analyzed by means of NMR analyses.

Macrocarpal D Dilution Calculator

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Macrocarpal D Molarity Calculator

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Preparing Stock Solutions of Macrocarpal D

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.116 mL 10.5798 mL 21.1595 mL 42.3191 mL 52.8989 mL
5 mM 0.4232 mL 2.116 mL 4.2319 mL 8.4638 mL 10.5798 mL
10 mM 0.2116 mL 1.058 mL 2.116 mL 4.2319 mL 5.2899 mL
50 mM 0.0423 mL 0.2116 mL 0.4232 mL 0.8464 mL 1.058 mL
100 mM 0.0212 mL 0.1058 mL 0.2116 mL 0.4232 mL 0.529 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 Macrocarpal D

Eucalypglobulusals A-J, Formyl-Phloroglucinol-Terpene Meroterpenoids from Eucalyptus globulus Fruits.[Pubmed:30543429]

J Nat Prod. 2018 Dec 13.

Ten new formyl-phloroglucinol-terpene meroterpenoids, eucalypglobulusals A-J (1-10), and ten known analogues were isolated from Eucalyptus globulus fruits. The structures of 1-10 were determined by spectroscopic analysis, while their absolute configurations were established using calculated and experimental electronic circular dichroism (ECD) spectra. Eucalypglobulusal A was assigned as a new formyl-phloroglucinol-terpene meroterpenoid with a rearranged sesquiterpene skeleton, and an aldol condensation between C-3 and C-5 of the germacrene C moiety was proposed to be a key step in its putative biosynthetic pathway. Eucalypglobulusal F exhibited cytotoxicity against the human acute lymphoblastic cell line (CCRF-CEM) with an IC50 value of 3.3 muM, while eucalypglobulusal A, eucarobustol C, macrocarpal A, macrocarpal B, and Macrocarpal D exhibited DNA topoisomerase I (Top1) inhibition. The compounds eucalypglobulusal A and macrocarpal A act as Top1 catalytic inhibitors and delay Top1 poison-mediated DNA double-strand damage.

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