High Impact Flavor Compounds by David Rowe - Part 2
David Rowe authored a chapter on high impact flavor compounds in the book "Flavor Development" published by Alluredbooks. We listed here all compounds that he mentioned and also add some information about these flavor compounds such as their flavor notes and potential applications.
(1) Furfuryl mercaptan (2-furylmethanethiol)
Flavor note: Extremely potent roasted coffee, sulfury, burnt sugar, slightly onion-like at high levels. One of the key character impact compounds of fresh coffee.
Applications: Coffee flavors, espresso, roasted nuts, cocoa, baked goods (very low ppm or ppb levels).
(2) Difurfuryl disulfide (bis(2-furylmethyl) disulfide)
Flavor note: Roasted, coffee-like, meaty, savory, slightly sulfurous with good persistence. Less sharp than the mercaptan.
Applications: Coffee, roasted meat, gravy, bouillon, dark chocolate, savory snack seasonings.
(3) Furfuryl methyl disulfide (2-furylmethyl methyl disulfide)
Flavor note: Roasted coffee, onion/garlic nuance, sulfury, cooked meat character.
Applications: Coffee flavor boosters, roasted sesame, meat analogs, savory sauces, instant noodle seasoning.
(4) Bis(2-furylmethyl) sulfide (difurfuryl sulfide)
Flavor note: Warm roasted, coffee, cocoa, slightly nutty with less aggressive sulfur character than disulfides.
Applications: Coffee, chocolate, praline, roasted nuts, malt beverages.
(5) Eugenol (4-allyl-2-methoxyphenol)
Flavor note: Clove, spicy, sweet phenolic, warm woody.
Applications: Clove, spice blends, cola, root beer, chai, baked goods, smoked flavors.
(6) 4-Ethylguaiacol (4-ethyl-2-methoxyphenol)
Flavor note: Smoky, phenolic, clove-like, bacon-like, roasted wood. Important in coffee and some fermented products.
Applications: Coffee, whiskey/barrel notes, smoked meat, BBQ sauces, dark beer flavors.
(7) Alkylpyrazine (likely 2-ethyl-3,5-dimethylpyrazine)
Flavor note: Roasted, nutty, cocoa, peanut, popcorn, baked cereal crust. Classic Maillard reaction aroma.
Applications: Coffee, cocoa/chocolate, peanut butter, roasted nuts, bakery crust, snack seasonings.
Key Insight
These compounds illustrate two major roasted flavor chemistry families:
- Sulfur-containing furans (1–4) → powerful coffee freshness and roast impact
- Phenolics & pyrazines (5–7) → roast depth, spice, smoke, nutty complexity
Together they create realistic roasted food profiles.
(8) 3-Mercapto-3,7-dimethyl-1-octene (often called “grapefruit mercaptan”)
(prenyl/terpenoid thiol structure with isoprenoid skeleton)
Flavor note: Extremely powerful grapefruit, tropical citrus, passionfruit, sulfur-fresh, slightly catty at high levels.
Applications: Grapefruit flavors, tropical fruit blends (passionfruit, guava), citrus beverages, hop/beer flavor modulation (thiol boosting), blackcurrant nuances (trace use).
(9) 3-Mercapto-3,7-dimethyl-octan-1-ol
(terpenoid tertiary thiol + primary alcohol)
Flavor note: Tropical fruit, grapefruit peel, citrus zest, green sulfur nuance, less sharp than (8), more rounded and juicy.
Applications: Citrus juices, tropical beverage bases, mango/passionfruit flavors, hop-style beer aromas, exotic fruit confections.
(10) 3-Mercapto-3,7-dimethyl-octyl formate (formate ester of 9)
Flavor note: Fruity, sweet tropical, grapefruit-like with ester lift; more diffusive and pleasant than the free alcohol.
Applications: Fruit esters for beverage top notes, grapefruit candy, tropical cocktails, flavor boosters for citrus soft drinks.
(11) Citral (mixture of geranial + neral)
(α,β-unsaturated aldehyde with isoprenoid backbone)
Flavor note: Strong lemon peel, fresh citrus, slightly green, aldehydic. A foundational citrus aroma chemical.
Applications: Lemon, lime, citrus beverages, tea flavors, confectionery, household flavors (oral care), as a precursor to thiol citrus notes like (8).
Relationship insight (why they’re grouped)
This figure illustrates prenyl (isoprenoid) → thiol conversion relationships:
- Citral (11) or related terpene precursors → reduction/functionalization → terpenoid thiols (8–10)
- Converting oxygenated terpenes into sulfur analogs dramatically increases odor potency (often ppb range).
The following are mostly meaty/roast sulfur compounds, especially important for roast beef and savory flavors.
MFT (Meat Furan Thiol) System
(12) 2-Methyl-3-furanthiol (MFT)
Flavor note: Extremely potent roast beef, grilled meat, coffee, savory broth, sulfury-meaty, slightly caramelized. One of the most important meat character impact compounds known.
Applications: Roast beef, steak, grilled meat, bouillon, savory snacks, instant noodles, meat analogs (very low ppb levels).
(13) Bis(2-methyl-3-furyl) disulfide
(oxidized dimer of MFT)
Flavor note: Roasted meat, beef broth, savory, onion-like, persistent with less harshness than the thiol.
Applications: Beef flavors, gravy, soups, processed meat seasonings, reaction flavors for stability (more stable than free thiol).
(14) 2-Methyl-3-tetrahydrofuranthiol
(hydrogenated analog of MFT)
Flavor note: Meaty, fatty, roasted, slightly chicken-like, savory with softer sulfur impact.
Applications: Chicken flavors, pork, fatty meat notes, cooked meat systems, thermal processed foods.
(15) 2-Methyl-3-(methylthio)furan
(thioether version of MFT)
Flavor note: Roasted meat, onion, savory, sulfury but smoother and more stable than thiols.
Applications: Meat seasonings, canned soups, snack coatings, reaction flavors where thermal stability is needed.
Additional “Beefy” Mercaptan
(16) 3-Mercapto-2-pentanone
Flavor note: Strong roasted beef, grilled, onion-meaty, broth-like, savory with ketone richness (umami impression).
Applications: Roast beef, browned meat, gravy, Maillard reaction flavors, savory flavor enhancers.
Key Chemistry Insight
This page illustrates a classic thiol ↔ disulfide redox relationship:
- Thiols (–SH) → oxidation → disulfides (more stable, less sharp)
- Disulfides → reduction → active thiols during cooking
This is important because:
- Thiols = highest potency (ppb)
- Disulfides/thioethers = stability for storage
- Heating can regenerate active aroma
Practical Flavor Construction Insight
A realistic roast beef flavor often uses a triad:
- Impact thiol: 2-methyl-3-furanthiol
- Body sulfur: disulfides / mercaptoketones
- Maillard backbone: pyrazines + aldehydes
These molecules illustrate the classic savory/meaty sulfur–oxygen heterocycle motif responsible for roast, broth, and cooked meat aromas.
The Following Molecules Show the Savory Olfactophore
3-Mercapto-2-pentanone
Flavor note: Strong roast beef, grilled meat, onion-meaty, broth-like, fatty savory richness.
Applications: Roast beef, browned meat, gravies, bouillon cubes, Maillard reaction flavors, savory snacks.
2-Methyl-3-furanthiol (MFT)
Flavor note: Extremely potent roasted meat, coffee, broth, sulfury-caramelized, grilled crust. One of the most powerful meat aroma molecules known.
Applications: Beef, chicken, pork, roasted flavors, instant noodles, plant-based meat systems (ppb level use).
2-Methyl-3-tetrahydrofuranthiol
Flavor note: Meaty, fatty, chicken-like, cooked meat, softer and rounder than MFT.
Applications: Chicken flavors, pork fat notes, cooked meat systems, processed foods requiring stability.
Furfuryl mercaptan (2-furylmethanethiol)
Flavor note: Roasted coffee, meaty, sulfury, toasted sugar, broth nuance.
Applications: Coffee, roasted meat, savory seasonings, cocoa, bakery crust notes.
Difurfuryl disulfide (bis(2-furylmethyl) disulfide)
Flavor note: Roasted, savory, onion-meaty, persistent, smoother than mercaptans.
Applications: Meat flavors, bouillon, snack seasonings, canned foods (better storage stability than thiols).
Key Olfactophore Insight
These compounds share a structural motif:
✅ Heterocycle (furan / tetrahydrofuran)
✅ Sulfur functionality (thiol or disulfide)
✅ Short alkyl substituent
This combination produces the characteristic “cooked meat” sensory signature.
Potency trend (general):
Thiols (–SH) > Disulfides (–S–S–) > Thioethers
Additional Savory Compounds
2-Methyl-4-thiazoleethanol (likely structure shown)
(thiazole ring with hydroxyethyl side chain)
Flavor note: Meaty, roasted, nutty, broth-like, slightly cocoa and cereal nuances.
Applications: Meat flavors, roasted nuts, savory snacks, reaction flavors, soup bases.
Bis(2-methyl-3-furyl) disulfide
(repeat from previous figure — oxidized dimer of MFT)
Flavor note: Roast meat, beef broth, onion-savory, persistent background meat note.
Applications: Beef flavors, gravies, sauces, processed foods requiring thermal stability.
Practical Flavor Design Insight
A realistic savory/meat flavor often combines:
1. Impact thiol
- 2-Methyl-3-furanthiol
- 3-Mercapto-2-pentanone
2. Stable sulfur body
- Disulfides (difurfuryl disulfide, MFT disulfide)
3. Maillard backbone
- Pyrazines
- Thiazoles
- Strecker aldehydes
Together they create authentic cooked meat perception.
The following illustrate two sides of chocolate aroma:
- Savory/roasted side (Maillard + sulfur)
- Sweet/confectionery side (aldehydes + lactones + phenolics)
Chocolate’s Savory Side
(19) trans-2,trans-4-Decadienal
Flavor note: Deep fried, fatty, chicken-like, roasted, savory, oily richness.
Applications: Chocolate depth (trace), fried foods, meat flavors, nut flavors, savory snacks.
(20) 2,3,5-Trimethylpyrazine
Flavor note: Roasted cocoa, nutty, peanut, coffee, baked crust.
Applications: Chocolate, cocoa powder, coffee, roasted nuts, cereals, bakery crust.
(21) Alkyl-substituted bicyclic pyrazine (tetramethyl-type fused pyrazine)
Flavor note: Intense roasted, cocoa, earthy, nutty, toasted grain, coffee body.
Applications: Dark chocolate, espresso, malt beverages, roasted grain systems.
(22) Dimethyl trisulfide (DMTS)
Flavor note: Sulfurous, onion, cooked cabbage, meaty, savory — extremely potent.
Applications: Chocolate trace complexity, meat flavors, savory seasonings, reaction flavors (very low ppb).
(23) 2-Methyl-3-furyl disulfide (or related furfuryl disulfide derivative)
Flavor note: Roasted, coffee, cocoa, meaty, sulfury warmth.
Applications: Chocolate roast enhancement, coffee, savory snacks, bouillon notes.
“La Dolce Vita” (Sweet Side of Chocolate)
(24) Vanillin (4-hydroxy-3-methoxybenzaldehyde)
Flavor note: Sweet vanilla, creamy, confectionery, warm.
Applications: Chocolate, confectionery, dairy, baked goods, beverages.
(25) Phenylacetaldehyde
Flavor note: Honey, floral, sweet, cocoa nuance, slightly rosy.
Applications: Chocolate sweetness lift, honey flavors, fruit flavors, baked goods.
(26) δ-Decalactone (representative γ/δ-lactone with alkyl chain)
Flavor note: Creamy, coconut, peach, milky, buttery fat perception.
Applications: Milk chocolate, dairy flavors, caramel, cream fillings, confectionery fats.
Key Chocolate Flavor Architecture Insight
A realistic chocolate profile combines:
1. Roasted backbone (Maillard)
- Pyrazines (20, 21)
- Strecker aldehydes
- Furans
2. Savory sulfur depth
- Dimethyl trisulfide (22)
- Furyl disulfides (23)
- Lipid aldehydes (19)
3. Sweet creamy top
- Vanillin (24)
- Phenylacetaldehyde (25)
- Lactones (26)
Practical Formulation Insight
Dark chocolate vs milk chocolate difference:
Dark chocolate
- Higher pyrazines
- More sulfur trace notes
- Less lactone
Milk chocolate
- More lactones
- More vanillin
- Higher creamy aldehydes
The following mixes pleasant key aroma compounds with potent off-notes, illustrating how tiny structural changes dramatically affect flavor perception.
(19) trans-2,trans-4-Decadienal
Structure: Conjugated dienal fatty aldehyde
Flavor note:
- Fried, fatty, chicken skin
- Deep savory, roasted oil
- Warm, oily richness
Applications:
- Fried foods
- Chicken/beef flavors
- Potato chips
- Chocolate trace depth
- Nut flavors
Very important lipid oxidation product contributing to “fried” character.
(5) Eugenol (4-allyl-2-methoxyphenol)
Flavor note:
- Clove, spicy, warm
- Sweet phenolic
- Slight smoky/woody
Applications:
- Spices (clove, cinnamon blends)
- Cola flavors
- Chocolate warmth
- Meat seasonings (trace)
- Oral care
(27) 3-(Methylthio)propanal (Methional)
Flavor note:
- Cooked potato
- Boiled vegetable
- Malty, savory
- Brothy sulfur
Applications:
- Potato flavors
- Meat flavors
- Soup bases
- Savory snacks
- Reaction flavors
Key Strecker degradation product from methionine.
(12) 2-Methyl-3-furanthiol (MFT)
Flavor note:
- Extremely powerful roasted meat
- Coffee, cocoa
- Broth, grilled crust
Applications:
- Meat flavors (beef, chicken, pork)
- Coffee
- Chocolate roast
- Instant noodles
- Plant-based meat
One of the most potent known food odorants (ppb or lower).
(8) Prenyl mercaptan (3-methyl-2-buten-1-thiol type)
Flavor note:
- Skunky, sulfurous
- Grapefruit-like (at very low levels)
- Catty, cannabis-like
Applications:
- Grapefruit flavors (trace)
- Tropical fruit nuances
- Hop/beer thiol notes
Higher levels → unpleasant “skunk” defect.
(28) Sotolon (4,5-dimethyl-3-hydroxy-2(5H)-furanone)
Flavor note:
Concentration dependent:
Low level:
- Maple syrup
- Caramel
- Curry warmth
- Sweet lactonic
High level:
- Maggi seasoning
- Lovage
- Burnt sugar
- Fenugreek
Applications:
- Maple flavors
- Brown sugar
- Caramel
- Savory seasonings
- Aged flavors (wine, rum)
Extremely low odor threshold (ppt–ppb).
Why the compounds called “The Good, the Bad and the Ugly”
David Rowe cautioned that the good compounds can turn out to be bad in a different product.
It demonstrates three sensory categories:
✅ The Good (pleasant keynotes)
- Eugenol (5)
- Sotolon (28)
- Decadienal (19)
⚠️ The Powerful (use carefully)
- MFT (12)
- Methional (27)
❌ The Ugly (off-note if overdosed)
- Prenyl mercaptan (8)
Many sulfur compounds shift from desirable → objectionable with tiny concentration changes.
Practical Flavor Design Insight
Balancing roasted/savory systems often uses:
- Methional → cooked backbone
- MFT → roasted impact
- Decadienal → fatty realism
- Sotolon → sweetness & depth
Too much thiol → skunky defect.
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