Fumaric acid is a butenedioic acid in which the C=C double bond has E geometry.
How much products actually contain
No product states its amount yet.
Of the products containing it, 1 list it before the 1% line and 10 after it (usually 1% or less).
Products using this ingredient
11 of 11 confirmed · likeliest to carry enough first
DermalogicaDermalogica ultracalming cleanser
L'Oréal ProfessionnelAnti-Dandruff Shampoo 300ml
R+CoR+Co METAL DETECTOR Detox Shampoo
MoroccanoilMoroccanoil Color Care Shampoo
MoroccanoilMoroccanoil Frizz Control Shampoo
OribeOribe Eternal Curls Moisturizing Shampoo
MoroccanoilMoroccanoil Frizz Control Conditioner
OribeOribe Gold Lust Repair & Restore Shampoo
V&A BeautyAntioxidant Essence Toner 120ml
VerbVerb Curl Shampoo
OribeOribe Supershine Hydrating Shampoo
Definition
Fumaric acid is a butenedioic acid in which the C=C double bond has E geometry. It is an intermediate metabolite in the citric acid cycle. It has a role as a geroprotector, a food acidity regulator and a fundamental metabolite. It is a conjugate acid of a fumarate(1-).
Source: PubChem
US FDA substance register · UNII 88XHZ13131 · registered name Fumaric Acid · single chemical substance
Cosmetic roles
Safety & regulatory references
Not classified under Korea’s toxic-substance GHS list · existing chemical substance
Reviewed by CIR: Final Report on the Safety Assessment of Fumaric Acid and Related Salts and Esters as Used in Cosmetics
More data — names, identifiers, properties, test records, literature
Official labels & definitions
JCIA labelling name フマル酸: 本品は、次の化学式で表されるジカルボン酸である。
Source: JCIA labelling names (Japan)
Names & identifiers
- CAS No.chemical registry number
- 110-17-8
- CAS No.chemical registry number
- 6315-18-0
- EC No.EU chemical inventory number
- 203-743-0
- DTXSIDUS EPA chemical ID
- DTXSID3021518
- DTXCIDUS EPA compound ID
- DTXCID601518
- IUPAC
- (2E)-But-2-enedioic acid
- Molecular formula
- C4H4O4
- Molecular weight
- 116.072 g/mol
Measured properties
- Appearance
- Fumaric acid appears as a colorless crystalline solid. The primary hazard is the threat to the environment. Immediate steps should be taken to limit spread to the environment. Combustible, though may be difficult to ignite. Used to make paints and plastics, in food processing and preservation, and for other uses. · Liquid, Other Solid, Dry Powder, CBI, Large Crystals
- Odour
- Odorless · odourless
- Boiling point
- 329 °F at 1.7 mmHg, sublimes (NTP, 1992) · 522 °C
- Melting point
- 572 to 576 °F (NTP, 1992) · 287 dec °C
- Solubility
- less than 1 mg/mL at 72 °F (NTP, 1992) · 7000 mg/L (at 25 °C)
- Density
- 1.635 at 68 °F (USCG, 1999) - Denser than water, will sink · 1.635 g/cu cm at 20 °C
- Stability
- Fumaric acid is stable although it is subject to degradation by both aerobic and anaerobic microorganisms. When heated in sealed vessels with water at 150 - 170 °C it forms DL-malic acid.
- pH
- 3,0-3,2 (0,05 % solution at 25 °C)
- Dissociation constant
- 3.03 (at 18 °C) · pKa1 = 3.03, pKa2 = 4.44 at 18 °C
- Initial boiling point and range
- 522
- Upper/lower flammability or explosive limits
- 1.4 / 0.1 g/ℓ
- Vapour pressure
- 0.000154 ㎜Hg (25℃)
- Water solubility
- 0.7 g/100㎖ (25℃)
- Relative density
- 1.635
- n-Octanol/water partition coefficient (Kow)
- 0.46
- Auto-ignition temperature
- 740 ℃
- Decomposition temperature
- 287
- Molecular weight
- 116.08
Values measured on the substance itself. The KOSHA data are a reference for writing and reviewing safety data sheets, not a specification for a commercial raw material.
Source: PubChem · KOSHA safety data sheets (Korea)
What products actually use it for
What the 26 products reported to the US EPA with this ingredient use it for. Products outside cosmetics are included, so the top few rows are its main uses.
- Flavouring and nutrient5
- pH regulating agent4
- Fixing agent (mordant)3
- Pharmaceutical (EPA)3
- Processing aids not otherwise specified2
- Monomers2
- Leavening agent (EPA)1
- Fragrance1
5 other uses
- Dispersing agent1
- Elasticizer1
- Food preservative (EPA)1
- Chemical reaction regulator1
- Biocide1
Source: US EPA CompTox dashboard
Irritation and sensitisation studies
6 skin studies and 5 eye studies are on record.
The studies disagree (the most common conclusion covers 17%), so they do not establish that this ingredient is irritating. These tests are on the raw material itself; irritation at the amount in a finished product is a different question.
See all 11 studies
- Not likely to be sensitizing
skin sensitisation: in vivo (non-LLNA) · Screening · according to OECD Guideline 406 (Skin Sensitisation) - Moderate or Mild Irritation
skin irritation: in vivo · Screening · OECD Guideline 404 (Acute Dermal Irritation / Corrosion) according to - Studies Indicate No Significant Irritation
skin irritation: in vivo · Screening · OECD Guideline 404 (Acute Dermal Irritation / Corrosion) according to - Classification not possible
Skin Sensitization · Screening - Not classified
Skin Irritation · Screening - Not likely to be sensitizing
skin sensitisation: in vivo (LLNA) · Screening · according to OECD Guideline 429 (Skin Sensitisation: Local Lymph Node Assay) - Severe Irritation
eye irritation: in vivo · Screening · OECD Guideline 405 (Acute Eye Irritation / Corrosion) according to - Moderate or Mild Irritation
eye irritation: in vivo · Screening · OECD Guideline 405 (Acute Eye Irritation / Corrosion) according to - Category 6.4A (Category 2A)
Eye Irritation · Read Across - Eye Irrit. 2
Eye Irritation · Authoritative - Category 2A
Eye Irritation · Screening
Source: US EPA CompTox dashboard
Related literature
- Synthesis and Antimicrobial Activity of Fumaric Acid Amino Acid Ester Derivatives · 2014
- Fumaric acid esters in dermatology · 2011
- Granuloma annulare disseminatum responding to fumaric acid esters. · 2008
- Enhancing effect of fumaric acid on transdermal penetration of loxoprofen sodium. · 2020
- Treatment of psoriasis with fumaric acid esters (Fumaderm®) · 2007
Linked databases 21
- Australian Industrial Chemicals Inventory (AICIS)
- ChEBI
- ChEMBL
- China inventory of existing ingredients (IECIC)
- EU CosIng ingredient list 2
- JCIA labelling names (Japan)
- Korea Cosmetic Association ingredient dictionary
- Korea toxic substances GHS register (NIER)
- KOSHA safety data sheets (Korea)
- MFDS (Korea) cosmetic ingredient register 2
- NIST Chemistry WebBook
- PubChem 2
- Tlooto literature search 2 3 4 5
- UniChem cross-reference IDs
- US Cosmetic Ingredient Review (CIR) 2
- US EPA CompTox dashboard 2
- US EPA DSSTox chemical database
- US FDA substance registration (GSRS)
- US FDA Unique Ingredient Identifier (UNII)
- Wikidata
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