ChemicalBook > CAS DataBase List > 10-Hydroxy-2-decenoic acid

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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View Lastest Price from 10-Hydroxy-2-decenoic acid manufacturers

HebeiShuoshengImportandExportco.,Ltd
Product
10-Hydroxy-2-decenoic acid 14113-05-4
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-09
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
Hebei Jingbo New Material Technology Co., Ltd
Product
10-Hydroxy-2-decenoic acid 14113-05-4
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000000
Release date
2023-12-29

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

HYDROXYAPATITE TYPE I Hydroxy silicone oil 4-Hydroxybenzaldehyde 4-Hydroxybenzoic acid Methylparaben Glycolic acid Docosahexaenoic Acid Arachidonic acid 9-DECENOIC ACID 4-Ethyl-4,10-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione 2,3,4-Trihydroxybenzoic acid CHLOROPHOSPHONAZO III Ascoric Acid DIGITALIN DIGOXIN Convallatoxol GITOXIN GITOXIGENIN Queen Bee Acid Royal Jelly Acid

  • HYDROXY-2-DECENOIC ACID, (E)-10-(10-HDA)(P)
  • hydroxy-decenouc acid
  • jelly acid
  • trans-10-Hydroxy-2-decenoic Acid
  • (E)-10-hydroxydec-2-enoic acid
  • Queen been acid
  • 10-HAD,10-hydroxydec-2-enoic acid
  • OMEGA-HYDROXY C10:1 (2-TRANS)
  • ROYAL JELLY ACID
  • QUEEN BEE ACID
  • (E)-10-HYDROXY-2-DECENOIC ACID
  • HYDROXY-2-DECENOIC ACID, (E)-10-
  • 10-Hydroxydecylenic acid
  • ω-Hydroxy-Δ2-decenoic acid
  • 10-HYDROXYDECENOIC ACID
  • 10-HYDROXY-2-(E)-DECENOIC ACID
  • 10-HYDROXY-2TR-DECENOIC ACID
  • 10-HAD
  • 10-HDA
  • 10-HYDROXY-2-DECENOIC ACID (10-HAD)
  • 10-Hydroxy-2tr-Decenoic?Acid?(Royal?Jelly?Acid)?
  • 10-HYDROXY-2-DECENOIC ACID (10HDA)
  • HYDROXY-2-DECENOIC ACID, (E)-10-(10-HDA)(SH)
  • (E)-10-Hydroxy-2-decenoic acid, 98%, from honey
  • 10-Hydroxy-2-decenoic acid
  • Royal Jelly acid (Queen Bee Acid)
  • 2-Hydroxy-2-decanoic acid
  • 10-Hydroxy trans-2-decenoic acid
  • trans-10-Hydroxy-2-decenoic Acid &gt
  • 10H2DA
  • 2-Decenoic acid, 10-hydroxy-, (2E)-
  • 10-Hydroxy-2-decenoic acid USP/EP/BP
  • 10-hydroxydec-2-enoic acid 10-HAD
  • 10-Hydroxy-2-decenoic acidQ: What is 10-Hydroxy-2-decenoic acid Q: What is the CAS Number of 10-Hydroxy-2-decenoic acid Q: What is the storage condition of 10-Hydroxy-2-decenoic acid
  • Queenbeeaci
  • (2E)-10-Hydroxy-2-decenoic acid(10-HAD)
  • HYDROXY-2-DECENOIC ACID, (E)-(10-HDA)
  • Royal jelly acid / 10-hydroxy-2-decenoic acid
  • Hydroxy-2-Decenoic Acid(E)-10-(10-Hda)
  • Hydroxy-2-Decenoic Acid(E)-10-(P)
  • 14113-05-4
  • 765-01-5;14113-
  • 14113-05-4.765-01-5
  • 765-01-5;14113-05-4
  • HOCH2CH26CHCHCOOH
  • 1