Methyl anthranilate (CAS 134-20-3) — Floral Heart Note Fragrance Ingredient

Floral

Methyl anthranilate

CAS 134-20-3

Origin
Synthetic
Note
Heart
IFRA
Generally safe
Data as of: Mar 2026

What Is Methyl anthranilate?

Methyl anthranilate is a sweet, grape-like fragrance ingredient commonly found in perfumes and flavored products. It’s what gives many fruity body sprays and candies their distinctive grape scent. This versatile molecule bridges the worlds of flavor and fragrance, prized for its ability to add both fruity and floral nuances to compositions.

Safety Profile

GENERALLY SAFE
Generally safeUse with awarenessProfessional use
Approved for food and fragrance use
Potential skin sensitivity in high concentrations
CAS
134-20-3
Formula
Mixture
MW
Variable
Odor Family
Floral
Layer 1 · Enthusiast

What Does Methyl anthranilate Smell Like?

Methyl anthranilate bursts forth with an intensely sweet, grape-like top note reminiscent of Concord grapes and orange blossoms. As it evolves, the floral character becomes more pronounced, revealing a neroli-like heart with hints of jasmine. The dry-down is softly powdery, leaving a delicate trail that blends beautifully with woody and musky bases. Its character is simultaneously fruity and floral, making it a chameleon in compositions.

Scent Profile

In Famous Fragrances

Fragrance associations may not reflect actual formulations.

Eau de Guerlain(Guerlain, 1974)

Used as a key floral modifier, adding grape-like sweetness that bridges the citrus top notes to the mossy base.

Neroli Portofino(Tom Ford, 2011)

Enhances the orange blossom theme with its grape-like floralcy, adding depth to the citrus-neroli accord.

Layer 2

2D Molecular Structure

Methyl 2-aminobenzoate

SMILES: COC(=O)C1=C(N)C=CC=C1

Chemistry, Properties & Perfumer Guide

The Chemistry

Methyl anthranilate is an ester formed from anthranilic acid and methanol. While it occurs naturally in grapes and some flowers, most commercial material is synthesized. The synthetic route typically involves esterification of anthranilic acid under acidic conditions. Its molecular structure features both an ester group and an aromatic amine, giving it unique dual functionality in fragrance chemistry.

Physical & Chemical Properties

Boiling Point256 °C
Density1.168 g/cm³

Perfumer Guide

Note Position
Heart
Volatility
Medium (2-4 hours)
Blending
Excellent
ApplicationTypical %RangeNotes
Fine Fragrance1-3%Up to 5%Floral-fruity modifier
Functional Fragrance0.5-1%Up to 2%Grape theme enhancer

Classic Accords

+ Bergamot + Petitgrain = Classic Cologne + Orange Blossom + Jasmine = Floral Bouquet

Tip: Use to add fruity-floral complexity to orange blossom themes without overwhelming the composition.

Alternatives & Comparisons

1
Ethyl anthranilate CAS 87-25-2

Similar grape character but softer and more floral, useful when a less intense effect is desired.

Layer 3

Safety, Regulatory & Sustainability

⚠ Regulatory Disclaimer

General reference only. IFRA, REACH, EU Cosmetics Regulation standards update periodically. Consult current IFRA Standards Library before formulating. Not legal or regulatory advice.

IFRA Status

No IFRA restrictions currently apply to methyl anthranilate.

RIFM Assessment

RIFM has evaluated methyl anthranilate and found it safe for current use levels in fragrance.

Sustainability

As primarily a synthetic material, methyl anthranilate production doesn’t impact natural resources. Modern synthesis routes have improved atom economy and reduced waste compared to traditional methods.

Explore Methyl anthranilate

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References

  1. Bauer et al. (2001). Common Fragrance and Flavor Materials. Wiley-VCH.

Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Mar 2026.

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Ingredient Data Sheet

CAS 134-20-3

Physical Properties

Molecular Weight151.16 g/mol🔬 PubChem
LogP (Octanol-Water)1.9🔬 PubChem
Boiling Point256.1 °C🔬 EPA CompTox
Vapor Pressure0.02 mmHg @ 25°C📊 OPERA
Flash Point104.4 °C🔬 EPA CompTox
Involatility Index0.0018💻 Calculated
log Kp (skin permeability)-2.273💻 Calculated
SMILESCOC(=O)C1=CC=CC=C1N🔬 PubChem

Volatility & Performance

Fragrance NoteHeart💻 Calculated
Volatility ClassVery slow💻 Calculated
Persistence Score2.5 / 5💻 Calculated

Odor & Flavor

Primary Descriptorsgrape• leffingwell
Functional Groupsesteretheraromaticamine💻 RDKit
“Musty-fruity and somewhat dry-floral odor reminiscent of Concord grapes, Orangeblossom, and having good tenacity. The odor appears much sweeter in high dilution.”📖 Arctander
Methyl anthranilate has a characteristic orange-flower odor and slightly bitter, pungent taste.📖 Fenaroli

Flavor Notes (Arctander)

“Sweet fruity, Grape-like taste with a distinct-ly floral-perfumey character. The ester finds also extensive use in flavor compositions, not only in Grape (to imitate the Concord Grape in which it is a natural component), but also in various berry flavors, Melon, Honey, Citrusfruit, floral types (Ros”📖 Arctander

Sensory Thresholds

Odor Detection Threshold0.1982 ppm (n=11)📖 van Gemert

Regulatory Status

FEMA NumberFEMA 2682⚖️ FEMA GRAS
GRAS StatusGenerally Recognized as Safe⚖️ FEMA GRAS
IOFI ClassificationNature Identical📖 Fenaroli
Data Sources & Attribution
Physical data: PubChem (NIH/NLM), U.S. EPA CompTox Dashboard, EPA OPERA models, RDKit. Odor & flavor: Arctander (Perfume & Flavor Chemicals), Fenaroli's Handbook of Flavor Ingredients, Leffingwell. Thresholds: van Gemert (Compilations of Odour Threshold Values). Regulatory: IFRA Standards 51st, FEMA GRAS. Trade names: Surburg (Common Fragrance & Flavor Materials). All data compiled and cross-referenced for perfumertools.com.

Physicochemical Properties

DTXSID: DTXSID6025567

Physical Properties

Molecular Weight 151.165 g/mol🔬 EPA CompTox
Density 1.173 g/cm^3🔬 EPA CTX
Boiling Point 254.516 °C🔬 EPA CTX
Melting Point 24.274 °C🔬 EPA CTX
Flash Point 108.636 °C🔬 EPA CTX
Refractive Index 1.566 Dimensionless📊 OPERA
Molar Volume 129.606 cm^3/mol📊 OPERA

Partition & Solubility

LogP (Octanol-Water) 1.909 Log10 unitless🔬 EPA CTX
LogD (pH 5.5) 2.028 Log10 unitless📊 OPERA
LogD (pH 7.4) 2.029 Log10 unitless📊 OPERA
LogKoa (Octanol-Air) 7.71 Log10 unitless📊 OPERA
Water Solubility 0.019 mol/L🔬 EPA CTX
Henry's Law Constant 0 atm-m3/mole🔬 EPA CTX

Transport Properties

Vapor Pressure 0.025 mmHg🔬 EPA CTX
Viscosity 4.795 cP📊 OPERA
Surface Tension 46.232 dyn/cm📊 OPERA
Thermal Conductivity 161.921 mW/(m*K)📊 OPERA

Molecular Descriptors

Topological Polar Surface Area 52.32 Ų💻 Computed
H-Bond Donors 1 count💻 Computed
H-Bond Acceptors 3 count💻 Computed
Rotatable Bonds 1 count💻 Computed
Aromatic Rings 1 count💻 Computed
Molar Refractivity 42.262 cm^3/mol📊 OPERA
Polarizability 16.754 Å^3📊 OPERA

Data Sources:

🔬 EPA Experimental data from U.S. EPA CompTox Chemicals Dashboard & CTX APIs. 📊 OPERA Predicted using EPA's OPERA QSAR models. 💻 Computed Calculated from SMILES using RDKit.

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