Caffeic Acid

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  • Identifiers

    CAS number
    331-39-5

    Molecular formula
    C9H8O4

    SMILES
    C1=CC(=C(C=C1/C=C/C(=O)O)O)O

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Properties

    XLogP3-AA
    1.2

    Molecular weight
    180.16 g/mol

    Melting point expt.

    • 433 to 437 °F (decomposes) (NTP, 1992)
    • 225 dec °C
    • Decomposes at 223-225 °C (Softens at 194 °C).
    • 225 °C

    Solubility expt.

    • less than 1 mg/mL at 72 °F (NTP, 1992)
    • Sparingly soluble in cold water. Freely soluble in hot water, cold alcohol.

  • Synonyms

    • caffeic acid
    • 3,4-Dihydroxycinnamic acid
    • 331-39-5
    • 3,4-Dihydroxybenzeneacrylic acid
    • (E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
    • 3-(3,4-Dihydroxyphenyl)-2-propenoic acid
    • Cinnamic acid, 3,4-dihydroxy-
    • 2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-
    • 4-(2-Carboxyethenyl)-1,2-dihydroxybenzene
    • 3-(3,4-Dihydroxyphenyl)propenoic acid
    • 4-(2'-Carboxyvinyl)-1,2-dihydroxybenzene
    • NSC 57197
    • U2S3A33KVM
    • NSC-57197
    • NSC-623438
    • DTXSID5020231
    • trans-3,4-Dihydroxycinnamic Acid
    • NSC57197
    • DTXCID10231
    • CHEBI:16433
    • CHEBI:36281
    • NSC623438
    • 2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, (2E)-
    • CHEBI:17395
    • Caffeic Acid 1507
    • caffeic acid, (E)-
    • RefChem:6400
    • Trans 3,4-Dihydroxycinnamic acid
    • 206-361-2
    • (2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
    • cis-Caffeic acid
    • trans-caffeic acid
    • 501-16-6
    • 3-(3,4-dihydroxyphenyl)acrylic acid
    • (E)-3-(3,4-dihydroxyphenyl)acrylic acid
    • (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
    • Caffeicacid
    • 3,4-Dihydroxy-trans-cinnamate
    • (E)-3,4-dihydroxycinnamic acid
    • 71693-97-5
    • MFCD00004392
    • Caffeate
    • 2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, (E)-
    • 3-(3,4-Dihydroxy phenyl)-2-propenoic acid
    • CHEMBL145
    • AI3-63211
    • MLS000069738
    • 331-89-5
    • SMR000058214
    • CCRIS 847
    • HSDB 7088
    • 3,4-Dihydroxycinnamic acid, predominantly trans
    • SR-01000000203
    • EINECS 206-361-2
    • UNII-U2S3A33KVM
    • caffeic-acid
    • e-caffeic acid
    • Caffeic acid pure
    • (e)-caffeic acid
    • Caffeic acid, 1
    • Caffeic acid 1000 microg/mL in Acetone
    • 3,4-dihydroxycinnamic acid (caffeic acid)
    • Caffeic acid, trans-
    • 3,4-dihydroxycinnamate
    • CAFFEIC ACID natural
    • (2E)-3-(3,4-dihydroxyphenyl)acrylic acid
    • Opera_ID_1700
    • CAFFEIC ACID [MI]
    • CAFFEIC ACID [DSC]
    • Cinnamic acid,4-dihydroxy-
    • CAFFEIC ACID [HSDB]
    • CAFFEIC ACID [IARC]
    • 3,4-Dihydroxybenzeneacrylate
    • SCHEMBL23358
    • MLS001076493
    • MLS002207132
    • MLS002222302
    • MLS006011849
    • BIDD:ER0456
    • SPECTRUM1503987
    • CAFFEIC ACID [WHO-DD]
    • 2-Propenoic acid,3-(3,4-dihydroxyphenyl)-, (2E)-
    • 3,4-Dihydroxycinnamate, XVII
    • BDBM4375
    • cid_689043
    • E-3,4-dihydroxy cinnamic acid
    • GTPL5155
    • orb1685080
    • SCHEMBL4859286
    • SCHEMBL29353048
    • DTXSID901316055
    • HMS2235G09
    • HMS3260J17
    • HMS3649O17
    • HMS5080F04
    • AAA50116
    • BB_NC-02102
    • HY-N0172
    • MSK10401
    • Tox21_200648
    • Tox21_500208
    • BBL012113
    • Caffeic Acid - CAS 331-39-5
    • CCG-38895
    • EBC-11077
    • EBC-44189
    • s2277
    • SBB006475
    • STK397812
    • Caffeic acid, >=98.0% (HPLC)
    • 2-Propenoic acid,4-dihydroxyphenyl)-
    • AKOS000144463
    • AC-8006
    • CS-8205
    • DB01880
    • FC19625
    • LP00208
    • SDCCGMLS-0002982.P003
    • SDCCGSBI-0050196.P004
    • NCGC00017364-04
    • NCGC00017364-05
    • NCGC00017364-06
    • NCGC00017364-07
    • NCGC00017364-08
    • NCGC00017364-09
    • NCGC00017364-10
    • NCGC00017364-11
    • 501-16-6

  • Applications

    Caffeic acid is commonly applied as an antioxidant and stabilizer in cosmetics and personal care formulations; serves as a building block for fragrance and flavor compound synthesis for the fragrance and flavor industries; acts as a precursor for dyes and pigments used in coatings and inks; functions as a synthetic intermediate in pharmaceutical and agrochemical chemistry; and is used as a stabilizing or functional additive in polymers and coatings to improve oxidative resistance.

    gpt-5-nano

1 3

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction