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Grandifloric acid

CAS# 22338-69-8

Grandifloric acid

2D Structure

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3D structure

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Grandifloric acid

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Chemical Properties of Grandifloric acid

Cas No. 22338-69-8 SDF Download SDF
PubChem ID 433554 Appearance Powder
Formula C20H30O3 M.Wt 318.46
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4O)(C)C(=O)O
Standard InChIKey GVGJRXSJJHLPGZ-UHFFFAOYSA-N
Standard InChI InChI=1S/C20H30O3/c1-12-13-5-6-15-18(2)8-4-9-19(3,17(22)23)14(18)7-10-20(15,11-13)16(12)21/h13-16,21H,1,4-11H2,2-3H3,(H,22,23)
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 Grandifloric acid

The herbs of Siegesbeckia orientalis L.

Biological Activity of Grandifloric acid

DescriptionStandard reference
In vitro

Isolation of three diterpenoid acids from sunflowers, as oviposition stimulants for the banded sunflower moth, Cochylis hospes.[Pubmed: 19093152]

J Chem Ecol. 2009 Jan;35(1):50-7.

The banded sunflower moth (BSFM), Cochylis hospes Walshingham (Lepidoptera: Cochylidae) is a specialist insect, the larvae of which feed on sunflowers, Helianthus spp., and a few other species of Compositae. It is one of the most important pests of sunflower in the USA. Previous work on H. annuus, the cultivated sunflower, revealed two diterpenoids that function as oviposition stimulants for female BSFM, and that other, more polar compounds also stimulated oviposition.
METHODS AND RESULTS:
Using a bioassay-guided approach, we isolated three additional diterpenoids, Grandifloric acid (1), 15beta-hydroxy-ent-trachyloban-19-oic acid (2), and 17-hydroxy-16alpha-ent-kauran-19-oic acid (3), from polar fractions of pre-bloom sunflower head extracts.
CONCLUSIONS:
In laboratory bioassays, purified natural samples of each of these compounds stimulated oviposition by female BSFM. Structure-activity relationships of the five diterpenoids known to stimulate oviposition by female BSFM are discussed.

Protocol of Grandifloric acid

Structure Identification
Phytochemistry. 1996 Jul;42(4):1223-5.

Iridoid glycosides from Thunbergia grandiflora.[Pubmed: 8688191]


METHODS AND RESULTS:
The novel iridoid glycosides, isounedoside and Grandifloric acid, were isolated from Thunbergia grandiflora. Grandifloric acid contains C-10 as a carboxylic acid group, the presence of which was predicted by recent iridoid biosynthesis studies carried out within T. alata. Isounedoside contains a rare 6,7-epoxide functional group. A revision in some of the NMR spectral assignments for the known iridoid glycoside alatoside was also made.

Grandifloric acid Dilution Calculator

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Grandifloric acid Molarity Calculator

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Preparing Stock Solutions of Grandifloric acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1401 mL 15.7006 mL 31.4011 mL 62.8022 mL 78.5028 mL
5 mM 0.628 mL 3.1401 mL 6.2802 mL 12.5604 mL 15.7006 mL
10 mM 0.314 mL 1.5701 mL 3.1401 mL 6.2802 mL 7.8503 mL
50 mM 0.0628 mL 0.314 mL 0.628 mL 1.256 mL 1.5701 mL
100 mM 0.0314 mL 0.157 mL 0.314 mL 0.628 mL 0.785 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 Grandifloric acid

Iridoid glycosides from Thunbergia grandiflora.[Pubmed:8688191]

Phytochemistry. 1996 Jul;42(4):1223-5.

The novel iridoid glycosides, isounedoside and Grandifloric acid, were isolated from Thunbergia grandiflora. Grandifloric acid contains C-10 as a carboxylic acid group, the presence of which was predicted by recent iridoid biosynthesis studies carried out within T. alata. Isounedoside contains a rare 6,7-epoxide functional group. A revision in some of the NMR spectral assignments for the known iridoid glycoside alatoside was also made.

Isolation of three diterpenoid acids from sunflowers, as oviposition stimulants for the banded sunflower moth, Cochylis hospes.[Pubmed:19093152]

J Chem Ecol. 2009 Jan;35(1):50-7.

The banded sunflower moth (BSFM), Cochylis hospes Walshingham (Lepidoptera: Cochylidae) is a specialist insect, the larvae of which feed on sunflowers, Helianthus spp., and a few other species of Compositae. It is one of the most important pests of sunflower in the USA. Previous work on H. annuus, the cultivated sunflower, revealed two diterpenoids that function as oviposition stimulants for female BSFM, and that other, more polar compounds also stimulated oviposition. Using a bioassay-guided approach, we isolated three additional diterpenoids, Grandifloric acid (1), 15beta-hydroxy-ent-trachyloban-19-oic acid (2), and 17-hydroxy-16alpha-ent-kauran-19-oic acid (3), from polar fractions of pre-bloom sunflower head extracts. In laboratory bioassays, purified natural samples of each of these compounds stimulated oviposition by female BSFM. Structure-activity relationships of the five diterpenoids known to stimulate oviposition by female BSFM are discussed.

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