NEOHESPERIDIN – NEOHESPERİDİN

CAS Number: 13241-33-3
EC Number (EINECS): 236-216-7
Molecular Formula: C₂₈H₃₄O₁₅
Molecular Weight: 610.56 g/mol
Chemical Class: Flavonoid (flavanone glycoside)

SECTION 1: CHEMICAL IDENTITY AND DEFINITION

Parameter	Information
Chemical Name (IUPAC)	(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
Other Names	Hesperetin 7-O-neohesperidoside, Citrus Flavonoid, Naringenin-7-O-neohesperidoside
Chemical Formula	C₂₈H₃₄O₁₅
Molecular Weight	610.56 g/mol
CAS Number	13241-33-3
EC Number (EINECS)	236-216-7
Chemical Class	Flavonoid (flavanone glycoside)
Appearance	White to off-white, crystalline powder
Odor	Odorless
Taste	Bitter (characteristic)
Physical State (20°C)	Solid (crystalline powder)
Source	Citrus fruits (orange, lemon, grapefruit)
E Number	Not assigned

SECTION 2: PHYSICAL PROPERTIES

Property	Value
Appearance	White to off-white, crystalline powder
Odor	Odorless
Taste	Bitter (characteristic)
Molecular Weight	610.56 g/mol
Melting Point	~230-235 °C (decomposes)
Solubility in Water	Slightly soluble
Solubility in Ethanol	Soluble
Solubility in Methanol	Soluble
Solubility in DMSO	Soluble
Solubility in Acetone	Slightly soluble
Optical Rotation [α]D²⁰	-80° to -100°
Log P (octanol/water)	~2.5
UV Absorption (λmax)	~280 nm (flavanone characteristic)
Hygroscopicity	Low
Stability	Stable under normal storage conditions

SECTION 3: CHEMICAL PROPERTIES

Property	Information
Chemical Formula	C₂₈H₃₄O₁₅
Molecular Weight	610.56 g/mol
Chemical Class	Flavonoid (flavanone glycoside)
Functional Groups	Hydroxyl (-OH), methoxy (-OCH₃), glycoside bond
Structure	Flavanone aglycone (hesperetin) + neohesperidoside sugar moiety
Aglycone	Hesperetin (4'-methoxy-5,7,3'-trihydroxyflavanone)
Sugar Moiety	Neohesperidoside (rhamnose + glucose)
SMILES	COC1=C(C=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)C)O)O)O)O)O)O)O
InChI Key	ARGKVCXINMKCAZ-UHFFFAOYSA-N
Stability	Stable under normal storage conditions
Incompatible Materials	Strong oxidizing agents, strong acids, strong bases

Chemical Structure:

Hesperetin (aglycone)
    |
4'-methoxy-5,7,3'-trihydroxyflavanone
    |
Neohesperidoside (rhamnose + glucose)
    |
Flavanone glycoside

SECTION 4: NEOHESPERIDIN DERIVATIVES

Derivative	Description	Application
Neohesperidin Dihydrochalcone (NHDC)	Hydrogenated derivative of neohesperidin	Artificial sweetener (E959)
Neohesperidin DC	Dihydrochalcone form	Sweetener, flavor enhancer
Hesperetin	Aglycone form	Antioxidant, nutraceutical
Neohesperidin Glucoside	Glucosylated derivative	Enhanced solubility

SECTION 5: MECHANISM OF ACTION

Parameter	Description
Primary Function	Antioxidant, anti-inflammatory
Antioxidant Activity	Scavenges free radicals; inhibits lipid peroxidation
Anti-inflammatory	Inhibits pro-inflammatory cytokines (TNF-α, IL-6)
NF-κB Pathway	Inhibits NF-κB activation
MAPK Pathway	Modulates MAPK signaling
Nrf2 Activation	Activates Nrf2/ARE pathway (antioxidant response)
Enzyme Inhibition	Inhibits COX-2, iNOS, and lipoxygenase
Neuroprotection	Protects neurons from oxidative stress

SECTION 6: HEALTH BENEFITS

Benefit	Description
Antioxidant Protection	Scavenges free radicals; reduces oxidative stress
Anti-inflammatory	Reduces inflammation through cytokine inhibition
Neuroprotective	Protects neurons; potential in Alzheimer's and Parkinson's disease
Cardiovascular Health	Supports heart health; improves vascular function
Anti-diabetic	May improve insulin sensitivity
Anti-cancer	Inhibits cancer cell proliferation (research stage)
Liver Protection	Hepatoprotective effects
Anti-aging	Reduces oxidative damage; supports cellular health

SECTION 7: NEOHESPERIDIN DIHYDROCHALCONE (NHDC) - E959

Parameter	Description
Name	Neohesperidin Dihydrochalcone (NHDC)
E Number	E959
Sweetness	~1,500-2,000 times sweeter than sucrose
Caloric Value	Very low
Flavor Enhancement	Synergistic with other sweeteners
Aftertaste	Pleasant sweet aftertaste (licorice-like)
Stability	Heat and pH stable
Use	Sweetener, flavor enhancer, bitterness masker
Applications	Beverages, confectionery, chewing gum, pharmaceuticals

SECTION 8: NATURAL SOURCES

Source	Content
Bitter Orange (Citrus aurantium)	Rich source
Lemon (Citrus limon)	Moderate
Grapefruit (Citrus paradisi)	Moderate
Sweet Orange (Citrus sinensis)	Low
Tangerine (Citrus reticulata)	Low
Bergamot (Citrus bergamia)	Rich source

SECTION 9: FOOD INDUSTRY APPLICATIONS

Application	Function
Sweetener (NHDC)	Artificial sweetener (E959), flavor enhancer
Flavor Enhancer	Enhances fruit flavors; masks bitterness
Beverages	Sweetening and flavor enhancement
Confectionery	Sweetening; flavor enhancement
Chewing Gum	Sweetening; flavor enhancement
Pharmaceuticals	Taste masking for bitter drugs
Nutraceuticals	Antioxidant ingredient
Functional Foods	Bioactive ingredient

SECTION 10: PHARMACEUTICAL APPLICATIONS

Application	Function
Antioxidant Formulations	Oxidative stress reduction
Anti-inflammatory Drugs	Inflammation reduction
Neuroprotective Agents	Neurological disease research
Cardiovascular Drugs	Heart health support
Hepatoprotective Drugs	Liver protection
Anti-diabetic Drugs	Diabetes management research

SECTION 11: QUALITY SPECIFICATIONS

Parameter	Specification
Appearance	White to off-white, crystalline powder
Identification	Positive (HPLC, IR)
Assay (HPLC)	≥ 98.0%
Loss on Drying	≤ 1.0%
Residue on Ignition	≤ 0.5%
Heavy Metals (as Pb)	≤ 10 ppm
Lead (Pb)	≤ 2 ppm
Arsenic (As)	≤ 3 ppm
Mercury (Hg)	≤ 1 ppm
Cadmium (Cd)	≤ 1 ppm
Related Substances	≤ 2.0%
Water Content	≤ 1.0%

SECTION 12: MICROBIOLOGICAL SPECIFICATIONS

Parameter	Specification
Total Aerobic Mesophilic Bacteria	≤ 1,000 CFU/g
Yeast and Mold	≤ 100 CFU/g
Salmonella spp.	Negative in 25g
Escherichia coli	Negative in 10g

SECTION 13: STORAGE AND SHELF LIFE

Parameter	Information
Storage Conditions	Cool (15-25°C), dry, well-ventilated area
Container Requirements	Tightly closed, original packaging
Protect From	Light, moisture, heat, strong oxidizing agents
Shelf Life	24-36 months (unopened original packaging)
Stability Note	Stable under recommended conditions

SECTION 14: PACKAGING OPTIONS

Packaging Type	Quantity	Material
Aluminum foil bag	1-5 kg	Laminated aluminum
Plastic pail	20-25 kg	HDPE
Fiber drum	25-50 kg	HDPE + PE
Glass bottle	100-500 g	Amber glass
Big-Bag	500-1000 kg	Polypropylene (with PE liner)

SECTION 15: SAFETY AND HEALTH INFORMATION

GHS Classification (Bulk Powder)

Hazard Class	Category
Not classified as hazardous	-

Hazard Statements

Code	Statement
None	Not classified as hazardous

Precautionary Statements

Code	Statement
P261	Avoid breathing dust
P280	Wear protective gloves/eye protection
P305+P351+P338	IF IN EYES: Rinse cautiously with water for several minutes; remove contact lenses if present and easy to do; continue rinsing

SECTION 16: TOXICOLOGICAL INFORMATION

Parameter	Value
Oral LD50 (Rat)	> 5,000 mg/kg
Skin Irritation	Non-irritant
Eye Irritation	Mild irritant
Skin Sensitization	Non-sensitizer
Carcinogenicity	Not classified
Mutagenicity	Negative in standard tests
Safety Profile	Generally recognized as safe
ADI (NHDC)	0-5 mg/kg body weight/day (JECFA)

SECTION 17: FIRST AID MEASURES

Exposure Route	Action
Inhalation	Move to fresh air. If respiratory irritation persists, seek medical attention.
Skin Contact	Wash with plenty of soap and water.
Eye Contact	Rinse immediately with plenty of water for at least 15 minutes. Seek medical attention.
Ingestion	Rinse mouth. Drink plenty of water. Seek medical attention.

SECTION 18: REGULATORY STATUS

Region / Authority	Status
European Union	Neohesperidin DC (E959) approved as sweetener
USA (FDA)	NHDC approved as flavor enhancer (GRAS)
Turkey	Approved (Turkish Food Codex)
JECFA	Approved; ADI: 0-5 mg/kg bw/day (NHDC)
EFSA	Approved (E959)

SECTION 19: TRANSPORT INFORMATION

Parameter	Information
UN Number	Not regulated (not dangerous goods)
Hazard Class	Not applicable
Packing Group	Not applicable
ADR/RID	Not regulated
IMDG Code	Not regulated
IATA (Air)	Not regulated
Marine Pollutant	No

SECTION 20: FIRE-FIGHTING MEASURES

Parameter	Information
Fire Hazard	Combustible organic solid
Suitable Extinguishing Media	Water spray (mist), CO₂, dry chemical powder
Specific Hazards	When heated, emits CO, CO₂
Decomposition Products	CO, CO₂
Protective Equipment	Self-contained breathing apparatus (SCBA), full protective clothing

SECTION 21: ACCIDENTAL SPILLAGE AND CLEANUP

Parameter	Information
Personal Protection	Nitrile gloves, protective goggles, dust mask (N95)
Cleaning Methods	Collect mechanically (sweep or spatula)
Environmental Precautions	Prevent entry into drains, soil, and surface waters
Waste Disposal	According to local regulations; incineration or landfilling at licensed facilities

SECTION 22: OTHER NAMES AND SYNONYMS

Type	Name
Turkish Names	Neohesperidin, Narenciye Flavonoidi
English Names	Neohesperidin, Citrus Flavonoid, Hesperetin 7-O-neohesperidoside
Chemical Names	(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
CAS Number	13241-33-3
EC Number	236-216-7

SECTION 23: SUMMARY AND CRITICAL NOTES

Product Summary

Parameter	Value
Product	Neohesperidin
CAS Number	13241-33-3
Appearance	White to off-white, crystalline powder
Molecular Weight	610.56 g/mol
Primary Function	Flavonoid (antioxidant)
Source	Citrus fruits

Critical Notes

Flavonoid: Neohesperidin is a flavanone glycoside found in citrus fruits.
NHDC: Its derivative, Neohesperidin Dihydrochalcone (NHDC), is a high-intensity sweetener (E959).
Sweetness: NHDC is 1,500-2,000 times sweeter than sucrose.
Antioxidant: Neohesperidin has strong antioxidant properties.
Anti-inflammatory: Exhibits anti-inflammatory effects through cytokine inhibition.
Neuroprotective: Shows potential neuroprotective effects (Alzheimer's, Parkinson's).
Taste Masking: NHDC is used to mask bitter taste in pharmaceuticals.
Natural Source: Found in bitter orange, lemon, grapefruit, and bergamot.
Flavor Enhancer: NHDC enhances fruit flavors and provides licorice-like sweetness.
Regulatory Status: Neohesperidin DC (E959) is approved as a sweetener in the EU and USA.

IMPORTANT DECLARATION: This Technical Data Sheet (TDS) is for informational purposes only and has been prepared based on available technical data. The user is responsible for determining the product's suitability for their specific application and for complying with all local, national, and international regulations. For complete safety, storage, use, transport, waste, and regulatory compliance information, refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier. This document does not replace medical advice.

Neohesperidin, Citrus Flavonoid, 13241-33-3

NEOHESPERIDIN – NEOHESPERİDİN

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