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10-Hydroxy-2-decenoic acid

Product Name
10-Hydroxy-2-decenoic acid
CAS No.
14113-05-4
Chemical Name
10-Hydroxy-2-decenoic acid
Synonyms
10-HAD;10-HDA;10H2DA;jelly acid;Queenbeeaci;QUEEN BEE ACID;Queen been acid;ROYAL JELLY ACID;hydroxy-decenouc acid;10-HYDROXYDECENOIC ACID
CBNumber
CB8109967
Molecular Formula
C10H18O3
Formula Weight
186.25
MOL File
14113-05-4.mol
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10-Hydroxy-2-decenoic acid Property

Melting point:
64.0 to 68.0 °C
Boiling point:
339.2±15.0 °C(Predicted)
Density 
1.038±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 20 mg/ml
form 
powder to crystal
pka
4.78±0.10(Predicted)
color 
White to Almost white
LogP
1.808 (est)
CAS DataBase Reference
14113-05-4(CAS DataBase Reference)
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Safety

Safety Statements 
24/25
HS Code 
29181990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3381
Product name
10-Hydroxy-trans-2-decenoic acid
Purity
≥98% (HPLC)
Packaging
10MG
Price
$86.5
Updated
2024/03/01
Sigma-Aldrich
Product number
SML3381
Product name
10-Hydroxy-trans-2-decenoic acid
Purity
≥98% (HPLC)
Packaging
50MG
Price
$350
Updated
2024/03/01
Sigma-Aldrich
Product number
PHL89223
Product name
10-Hydroxy-trans-2-decenoic acid
Purity
phyproof? Reference Substance
Packaging
10mg
Price
$608
Updated
2024/03/01
TCI Chemical
Product number
H1337
Product name
trans-10-Hydroxy-2-decenoic Acid
Purity
>97.0%(GC)(T)
Packaging
200mg
Price
$72
Updated
2024/03/01
TCI Chemical
Product number
H1337
Product name
trans-10-Hydroxy-2-decenoic Acid
Purity
>97.0%(GC)(T)
Packaging
1g
Price
$252
Updated
2024/03/01
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10-Hydroxy-2-decenoic acid Chemical Properties,Usage,Production

Description

10-HDA is an unsaturated fatty acid found in royal jelly produced from the hypopharyngeal and mandibular gland secretions of honeybees. 10-HDA has longevity-promoting effects in C. elegans at a concentration of 25 μM. It down-regulates matrix metalloproteinases (MMPs) in rheumatoid arthritis synovial fibroblasts at a concentration of 1.25 nM and inhibits VEGF-induced angiogenesis in HUVECs at 500 μM. 10-HDA also facilitates differentiation of neurons from neural stem/progenitor cells and promotes collagen production by skin fibroblasts at concentrations of 100 μM and 1.5 mM, respectively.

Uses

10-Hydroxy-2-decenoic acid has antiseptic, anti-inflammatory, anti-obesity, anti-aging, preventing bone loss and anti-tumour pharmacological effects, with potential therapeutic effects for postmenopausal osteoporosis, as well as benefiting the human gastrointestinal tract[1-3].

Definition

ChEBI: (E)-10-hydroxydec-2-enoic acid is an omega-hydroxy amino acid that is 2-decenoic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group and in which the C=C double bond has E configuration. It is a component of royal jelly. It has a role as an animal metabolite and a geroprotector. It is an alpha,beta-unsaturated monocarboxylic acid, a straight-chain fatty acid, a hydroxy monounsaturated fatty acid and an omega-hydroxy-medium-chain fatty acid.

Biological Activity

10-Hydroxy-2-decenoic acid is an orally available royal jelly component that potently inhibits osteoclastogenesis. It binds to free fatty acid receptor 4 (FFAR4) on osteoclasts which inhibits RANKL (receptor activator of nuclear factor-κB (NF-κB) ligand), thereby attenuating the induction of nuclear factor of activated T cells (NFAT) c1. 10-Hydroxy-2-decenoic acid inhibits bone resorption in ovariectomized mice.
The production of pro-inflammatory cytokines, Interleukin (IL)-8, IL-1β and tumor necrosis factor-alpha (TNF-α) in WiDr cells was modulated by 10-HDA. IL-8 were dramatically declined by 10-HDA at 3 mM, while IL-1β and TNF-α were significantly decreased. 10-HDA increased IL-1ra in a dose manner. NF-κB pathway is primarily in response to prototypical pro-inflammatory cytokines, and NF-κB was reduced after 10-HDA treatment. 10-HDA acted as potent bactericide against animal- or human-specific pathogens, including Staphylococcus aureus, Streptococcus alactolyticus, Staphylococcus intermedius B, Staphylococcus xylosus, Salmonella cholearasuis, Vibro parahaemolyticus and Escherichia coli (hemolytic)[1].

References

[1] YUAN-CHANG YANG. 10-hydroxy-2-decenoic acid of royal jelly exhibits bactericide and anti-inflammatory activity in human colon cancer cells.[J]. BMC Complementary and Alternative Medicine, 2018: 202. DOI:10.1186/s12906-018-2267-9.
[2] YOKO HONDA. 10-Hydroxy-2-decenoic Acid, the Major Lipid Component of Royal Jelly, Extends the Lifespan of Caenorhabditis elegans through Dietary Restriction and Target of Rapamycin Signaling.[J]. Journal of Aging Research, 2015, 2015: 425261. DOI:10.1155/2015/425261.
[3] YOSUKE TSUCHIYA. The key royal jelly component 10-hydroxy-2-decenoic acid protects against bone loss by inhibiting NF-κB signaling downstream of FFAR4.[J]. The Journal of Biological Chemistry, 2020, 295 34: 12224-12232. DOI:10.1074/jbc.RA120.013821.

10-Hydroxy-2-decenoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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10-Hydroxy-2-decenoic acid Suppliers

Zhejiang Chenhe Biomedicine Co. LTD
Tel
0573-86190920 13385833650
Fax
0573-86190920
Email
chenhechem@163.com
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China
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58
Macheng jinxin biotechnology co., LTD
Tel
18271582018
Email
1126319697@qq.com
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China
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1534
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58
Wuhan Rongcan Biotechnology Co., Ltd
Tel
18327024450
Fax
183-27024450
Email
2130026275@qq.com
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China
ProdList
4583
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58
Wuhan haorong Biotechnology Co., Ltd
Tel
13217229939
Email
773651767@qq.com
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China
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4671
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58
Hubei chushuo Biotechnology Co., Ltd
Tel
19107272865
Email
2228954758@QQ.COM
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China
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252
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58
Beri Pharma Co., Ltd.
Tel
13427714006
Email
sales@zhberi.com
Country
China
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58
Wuhan woxuan Technology Co., Ltd
Tel
13322067656
Email
3199863540@qq.com
Country
China
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5127
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Huai'an Xinsheng New Materials Technology Co., Ltd
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13952383698
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czg_123@126.com
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China
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
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jkinfo@jkchemical.com
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China
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TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
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24539
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View Lastest Price from 10-Hydroxy-2-decenoic acid manufacturers

Hebei Guanlang Biotechnology Co., Ltd.
Product
10-Hydroxy-2-decenoic acid 14113-05-4
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2021-08-23
Hebei Duling International Trade Co. LTD
Product
10-Hydroxy-2-decenoic acid 14113-05-4
Price
US $50.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50 tons
Release date
2023-04-13
Hebei Longbang Technology Co., Ltd
Product
10-Hydroxy-2-decenoic acid 14113-05-4
Price
US $6.00/kg
Min. Order
1kg
Purity
More than 99%
Supply Ability
2000KG/Month
Release date
2024-05-10

14113-05-4, 10-Hydroxy-2-decenoic acid Related Search:


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