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9,13-Epidioxy-8(14)-abieten-18-oic acid
9,13-Epidioxy-8(14)-abieten-18-oic acid
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name 9,13-Epidioxy-8(14)-abieten-18-oic acid
Price:
CAS No.: 5309-35-3
Catalog No.: CFN98885
Molecular Formula: C20H30O4
Molecular Weight: 334.5 g/mol
Purity: >=98%
Type of Compound: Diterpenoids
Physical Desc.: Powder
Source: The heartwoods of Podocarpus macrophyllus
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS    SDF    Manual
Similar structural: Comparison (Web)  (SDF)
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Biological Activity
Description: 9,13β-Epidioxy-8(14)-abieten-18-oic acid has anti-inflammatory activities, it exhibits moderate activities on NO levels in LPS-stimulated murine microglia BV2 cells, with IC50 values of 57.3 ± 0.2 uM. It is also a potential antitumor-promoting diterpenoid, it shows potent inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by the tumor promoter 12-O-tetradecanoylphorbol 13-acetate. 9 α ,13 β -Epidioxyabeit-8(14)en-18-oic acid may contribute to the growth inhibitory effect of the pine needles and may play an important role in the allelopathy of red pine.
Targets: NO
In vitro:
J. Nat. Prod., 2016, 79(2):387-94.
Diterpenes from the Trunk of Abies holophylla and Their Potential Neuroprotective and Anti-inflammatory Activities[Pubmed: 26812172 ]

METHODS AND RESULTS:
The 17 known compounds isolated were identified as abiesadine C (12),7-oxo-13β-hydroxyabiet-8(14)-en-18-oic acid (13), 7-oxo-13β-methoxyabiet-8(14)-en-18-oic acid (14),9,13β-epidioxy-8(14)-abieten-18-oic acid (9,13-Epidioxy-8(14)-abieten-18-oic acid,15),levopimaric acid endoperoxide (16), 15-hydroxy-8α,14α,12α,13α-diepoxyabietan-18-oic acid (17),12-oxo-8-hydroxyabiet- 13(14)-enoic acid (18),dehydroabietic acid (19),15-hydroxydehydroabietic acid (20), 7α-hydroxydehydroabietic acid (21), 7β-hydroxydehydroabietic acid (22),7-oxodehydroabietic acid (23),15-hydroxy-7-oxo-8,11,13-abietatrien-18-oic acid (24), (−)-8,11,13-abietatrien-7α-ol (25),7α,18-dihydroxydehydroabietanol (26), 8,11,13-abietatriene-15,18-diol 18-acetate (27),and abiesadine F (28),by comparison with NMR and MS data in the literature.The effects of the isolated compounds (1−28) on NO levels in LPS-stimulated murine microglia BV2 cells were evaluated.
CONCLUSIONS:
Compounds 4, 15, and 18 exhibited moderate activities, with IC50values of 30.1 ± 6.5, 57.3 ± 0.2, and 56.1 ± 3.3 μM,respectively, without significant cell toxicity at 20 μM. The other compounds showed weak or no activity. L-NMMA was used as the positive control (IC50=24.8 ± 4.6 μM).
J Plant Physiol. 2009 Mar 1;166(4):442-6.
An allelopathic substance in red pine needles (Pinus densiflora).[Pubmed: 18755523 ]

METHODS AND RESULTS:
Aqueous methanol extracts of red pine (Pinus densiflora) needles inhibited the growth of roots and shoots of cress (Lepidium sativum), lettuce (Lactuca sativa), alfalfa (Medicago sativa), ryegrass (Lolium multiflorum), timothy (Pheleum pratense), Digitaria sanguinalis and Echinochloa crus-galli. Increasing the extract concentration increased inhibition, suggesting that the pine needles may have growth inhibitory substances and possess allelopathic potential. The aqueous methanol extract of the pine needles was purified, and a main inhibitory substance was isolated and determined by spectral data as 9alpha,13beta-epidioxyabeit-8(14)en-18-oic acid(9,13-Epidioxy-8(14)-abieten-18-oic acid). This substance inhibited root and shoot growth of cress and Echinochloa crus-galli seedlings at concentrations greater than 0.1 mM. The endogenous concentration of the substance was 0.13 mmol/kg pine needle.
CONCLUSIONS:
These results suggest that 9alpha,13beta-epidioxyabeit-8(14)en-18-oic acid(9,13-Epidioxy-8(14)-abieten-18-oic acid) may contribute to the growth inhibitory effect of the pine needles and may play an important role in the allelopathy of red pine.
9,13-Epidioxy-8(14)-abieten-18-oic acid Description
Source: The heartwoods of Podocarpus macrophyllus
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

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After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

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Cell Metab. 2020 Mar 3;31(3):534-548.e5.
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PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
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Nature Plants. 2016 Dec 22;3: 16206.
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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9895 mL 14.9477 mL 29.8954 mL 59.7907 mL 74.7384 mL
5 mM 0.5979 mL 2.9895 mL 5.9791 mL 11.9581 mL 14.9477 mL
10 mM 0.299 mL 1.4948 mL 2.9895 mL 5.9791 mL 7.4738 mL
50 mM 0.0598 mL 0.299 mL 0.5979 mL 1.1958 mL 1.4948 mL
100 mM 0.0299 mL 0.1495 mL 0.299 mL 0.5979 mL 0.7474 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
J. Nat. Prod., 2000, 63(6):817-20.
Potential antitumor-promoting diterpenoids from the stem bark of Picea glehni.[Pubmed: 10869208]

METHODS AND RESULTS:
A novel rearranged labdane-type diterpenoid, 19(4-->3)abeo-8alpha, 13(S)-epoxylabda-4(18),14-diene (1), and two new abietane-type diterpenoids, 19-nor-abieta-4(18),8,11,13-tetraen-7-one (2) and 12-hydroxydehydroabietic acid (3) were isolated from the stem bark of Picea glehni, together with seven known diterpenoids-13-epimanoyl oxide (4), dehydroabietic acid (5), (11E)-14, 15-bisnor-8alpha-hydroxy-11-labden-13-one (6), abieta-8,11, 13-trien-7-one (7), 9alpha,13alpha-epidioxyabiet-8(14)-en-18-oic acid (9,13-Epidioxy-8(14)-abieten-18-oic acid,8), 9,10alpha-epoxy-9,10-seco-abieta-8,11,13-trien-18-oic acid (9), and methyl 15-hydroxy-7-oxo-dehydroabietate (10).
CONCLUSIONS:
Compounds 5-8 and 10 showed potent inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by the tumor promoter 12-O-tetradecanoylphorbol 13-acetate.
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