Record Information
Version1.0
Creation date2010-04-08 22:04:44 UTC
Update date2024-11-29 22:27:57 UTC
Primary IDFDB000838
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameVanillin
DescriptionVanillin, also known as vanillaldehyde or 5-bromovanillin, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Vanillin exists in all living species, ranging from bacteria to plants to humans. Vanillin is a sweet, chocolate, and creamy tasting compound. Vanillin is found, on average, in the highest concentration within a few different foods, such as corns (Zea mays), ryes (Secale cereale), and sherry and in a lower concentration in sunflowers (Helianthus annuus), spirit, and oats (Avena sativa). Vanillin has also been detected, but not quantified in, several different foods, such as blackcurrants (Ribes nigrum), daikon radishes (Raphanus sativus var. longipinnatus), conches (Strombidae), white mustards (Sinapis alba), and fireweeds (Chamerion angustifolium). This could make vanillin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Vanillin.
CAS Number121-33-5
Structure
Thumb
Synonyms
SynonymSource
3-Methoxy-4-hydroxybenzaldehydeChEBI
4-Formyl-2-methoxyphenolChEBI
4-Hydroxy-3-methoxy-benzaldehydeChEBI
4-Hydroxy-3-methoxybenzaldehydeChEBI
4-Hydroxy-m-anisaldehydeChEBI
Methylprotocatechuic aldehydeChEBI
p-Hydroxy-m-methoxybenzaldehydeChEBI
p-VanillinChEBI
VanilineChEBI
VanillaldehydeChEBI
Vanillic aldehydeChEBI
5-BromovanillinMeSH
5-ChlorovanillinMeSH
Vanillin, sodium saltMeSH
2-Methoxy-4-formylphenolHMDB
4-Hydroxy 3-methoxybenzaldehydeHMDB
4-Hydroxy-3-methoxy-benzaldehyde-5-chlorovanillinHMDB
4-Hydroxy-3-methoxybenzaldehyde (acd/name 4.0)HMDB
4-Hydroxy-5-methoxybenzaldehydeHMDB
LioxinHMDB
m-Methoxy-p-hydroxybenzaldehydeHMDB
Methyl-protocatechualdehydeHMDB
Methylprotcatechuic aldehydeHMDB
oleo-Resins vanillaHMDB
oleo-Resins vanilla-beanHMDB
Oleoresin vanillaHMDB
PropenylguaetholHMDB
Protocatechualdehyde 3-methyl etherHMDB
trans-2-Ethoxy-5-(1-propenyl)phenolHMDB
VanilinHMDB
VanillaHMDB
Vanilla oleoresinHMDB
Vanillin (3-methoxy-4-hydroxy- benzaldehyde)HMDB
Vanillin (natural)HMDB
Vanillin (NF)HMDB
Vanillin sodium saltHMDB
VanillineHMDB
ZimcoHMDB
4-Hydroxy-3-methoxy-benzyldehydePhytoBank
VanillumPhytoBank
VanillinHMDB
Benzaldehyde, 4-hydroxy-3-methoxy-biospider
FEMA 3107db_source
m-Anisaldehyde, 4-hydroxy-biospider
Oleo-resins vanillaHMDB
Oleo-resins vanilla-beanHMDB
Vanillin, USANdb_source
Predicted Properties
PropertyValueSource
Water Solubility5.05 g/LALOGPS
logP1.31ALOGPS
logP1.22ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)7.81ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.09 m³·mol⁻¹ChemAxon
Polarizability14.82 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H8O3
IUPAC name4-hydroxy-3-methoxybenzaldehyde
InChI IdentifierInChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3
InChI KeyMWOOGOJBHIARFG-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(C=O)=CC=C1O
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
Classification
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Hydroxybenzaldehyde
  • Anisole
  • Benzaldehyde
  • Benzoyl
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Aryl-aldehyde
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Ether
  • Organooxygen compound
  • Aldehyde
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Foods
  • Cocoa and cocoa products
  • Grains:

    Nuts and legumes:

    Fruits and vegetables:

    Fats and oils:

    Beverages:

    Physico-Chemical Properties
    Physico-Chemical Properties - Experimental
    PropertyValueReference
    Physical stateSolid
    Physical DescriptionNot Available
    Mass CompositionC 63.15%; H 5.30%; O 31.55%DFC
    Melting PointMp 77-79° (dimorph.)DFC
    Boiling PointBp15 170°DFC
    Experimental Water Solubility11 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
    Experimental logP1.21HANSCH,C ET AL. (1995)
    Experimental pKapKa1 7.4 (25°)DFC
    Isoelectric pointNot Available
    ChargeNot Available
    Optical RotationNot Available
    Spectroscopic UV Data319 (e 25200) (MeOH-NaOH) (Berdy)DFC
    DensityNot Available
    Refractive IndexNot Available
    Spectra
    Spectra
    EI-MS/GC-MS
    TypeDescriptionSplash KeyView
    EI-MSMass Spectrum (Electron Ionization)splash10-0udi-5900000000-907c9684d5ac0386d5222014-09-20View Spectrum
    GC-MSVanillin, non-derivatized, GC-MS Spectrumsplash10-0udi-1900000000-46e0edb3260b8896145eSpectrum
    GC-MSVanillin, non-derivatized, GC-MS Spectrumsplash10-0udi-7900000000-ee0a0ad1232fa889e567Spectrum
    GC-MSVanillin, non-derivatized, GC-MS Spectrumsplash10-0udi-9800000000-d8f749f48a78e7c9c3bfSpectrum
    GC-MSVanillin, non-derivatized, GC-MS Spectrumsplash10-00di-1960000000-b6678c7961ee7df779a1Spectrum
    GC-MSVanillin, non-derivatized, GC-MS Spectrumsplash10-0udi-1900000000-46e0edb3260b8896145eSpectrum
    GC-MSVanillin, non-derivatized, GC-MS Spectrumsplash10-0udi-7900000000-ee0a0ad1232fa889e567Spectrum
    GC-MSVanillin, non-derivatized, GC-MS Spectrumsplash10-0udi-9800000000-d8f749f48a78e7c9c3bfSpectrum
    GC-MSVanillin, non-derivatized, GC-MS Spectrumsplash10-00di-1960000000-b6678c7961ee7df779a1Spectrum
    Predicted GC-MSVanillin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fk9-1900000000-68ebbe847e88a001f8faSpectrum
    Predicted GC-MSVanillin, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05fr-7950000000-08c9e1cb0dbb3704f8eeSpectrum
    Predicted GC-MSVanillin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
    MS/MS
    TypeDescriptionSplash KeyView
    MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Positivesplash10-0udi-0900000000-334e2cf1c60f75229fd12017-09-14View Spectrum
    MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0uy0-0900200200-4cbd13b45290ded181ee2017-09-14View Spectrum
    MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0udr-0900000000-d67b08f1b4f6e90cd2702017-09-14View Spectrum
    MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-000i-1900000000-9fc5182650ced222b1a12021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-052b-9800000000-312c82e1fbcda8abeaf72021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-0a4j-9700000000-c0da5ed12872161ea30e2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-000l-5900000000-8c4d3cd8abfc264729a32021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9000000000-a9b7f966d85c30f6174c2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-d1e812bea83f6f84570d2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-000f-7900000000-9d9283afc35603b0121c2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014i-9000000000-146c4b184605c821d8222021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00kf-9500000000-f5a8328127a89c12c19e2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-014i-9000000000-44efadd4b0c1fe89c39c2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-014i-9100000000-70cac2e87a3ecb4ec8672021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0udr-0900000000-10b0539cab1169d8d8772021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-000i-0900000000-17943fa1f4f19dd4878a2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0udr-0900000000-2e50ec52313e18cddbd02021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-0f79-1900000000-98d502286eb47c703f642021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-052e-9800000000-03597a1112a480b91d5e2021-09-20View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-e949414f752aab5e96062015-05-27View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-1dcee0be3ba8e1431a7c2015-05-27View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ff9-9400000000-dcd0372357bd9c46926d2015-05-27View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-6cc5e0ed993af0b790e62015-05-27View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-1900000000-cf1b6af77251971154f92015-05-27View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000l-9500000000-302ce8740fbb7b9295b92015-05-27View Spectrum
    NMR
    TypeDescriptionView
    1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
    1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
    1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
    ChemSpider ID13860434
    ChEMBL IDCHEMBL13883
    KEGG Compound IDC00755
    Pubchem Compound ID1183
    Pubchem Substance IDNot Available
    ChEBI ID18346
    Phenol-Explorer ID724
    DrugBank IDNot Available
    HMDB IDHMDB12308
    CRC / DFC (Dictionary of Food Compounds) IDHCW75-Q:BJR54-T
    EAFUS ID3830
    Dr. Duke IDVANILLIC-ALDEHYDE|VANILLIN|4-HYDROXY-3-METHOXYBENZALDEHYDE
    BIGG IDNot Available
    KNApSAcK IDC00029531
    HET IDV55
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    Flavornet ID121-33-5
    GoodScent IDrw1011711
    SuperScent IDNot Available
    Wikipedia IDVanillin
    Phenol-Explorer Metabolite ID724
    Duplicate IDS
    Old DFC IDSNot Available
    Associated Foods
    FoodContent Range AverageReference
    FoodReference
    Biological Effects and Interactions
    Health Effects / Bioactivities
    DescriptorIDDefinitionReference
    AllelochemicA chemical released by plants that interacts with other organisms, influencing their behavior or growth. Its biological role involves plant defense and communication. Therapeutically, allelochemics have anti-inflammatory, antimicrobial, and antioxidant properties, with applications in managing anxiety, pain, and infections, as well as potential anticancer uses.DUKE
    Allergenic50904 A substance that triggers an immune response, causing allergic reactions. Its biological role is to stimulate the immune system, but it has no therapeutic applications. Key medical uses include diagnosing allergies and developing immunotherapies to desensitize patients to specific allergens, reducing the risk of severe reactions.DUKE
    Anti-anemic52217 An agent that treats or prevents anemia by increasing red blood cell production or enhancing iron utilization, commonly used to manage iron-deficiency anemia, vitamin deficiency anemia, and other blood disorders, promoting healthy oxygen delivery to tissues and organs.DUKE
    Anti-cancer35610 An agent that inhibits the growth and proliferation of cancer cells, used to treat and manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, to reduce tumor size, prevent metastasis, and improve patient survival.DUKE
    Anti-drepanocyticAn agent that prevents or combats the sickling of erythrocytes, used to manage sickle cell anemia by reducing symptoms and improving blood flow, thereby alleviating associated complications.DUKE
    Anti-escherichicAn antibody binding to Escherichia-specific targets, playing a role in immune defense. Therapeutically, it is used to combat E. coli infections, with key medical applications in treating urinary tract infections, sepsis, and gastrointestinal diseases.DUKE
    Anti lactobacillic33282 An agent that inhibits the growth of Lactobacillus bacteria, often used to treat conditions caused by lactobacillic overgrowth, such as bacterial vaginosis and small intestine bacterial overgrowth (SIBO), promoting a balanced gut microbiome and relieving associated symptoms.DUKE
    Anti listeria33282 An agent that targets and eliminates Listeria bacteria, reducing the risk of listeriosis. Its biological role is to inhibit bacterial growth, and its therapeutic applications include treating foodborne illnesses and preventing infections in immunocompromised individuals, particularly pregnant women and the elderly.DUKE
    Anti-mutagenicAn agent that interferes with the mutagenicity of a substance, preventing DNA damage and mutations. Its biological role is to protect cells from genetic alterations, and it has therapeutic applications in cancer prevention and treatment, as well as key medical uses in reducing the risk of genetic disorders and birth defects.DUKE
    Anti-oxidant22586 An agent that neutralizes free radicals, reducing oxidative stress and cell damage. Its biological role involves protecting cells from harm, and it has therapeutic applications in managing chronic diseases, such as cancer, diabetes, and neurodegenerative disorders, with key medical uses including anti-aging, anti-inflammatory, and cardio protective effects.DUKE
    Anti polio22587 An agent that prevents poliovirus infection, inducing immunity to protect against poliomyelitis. Therapeutically, it is used to prevent and control polio outbreaks, commonly administered through vaccination to promote herd immunity and eradicate the disease.DUKE
    Anti radicularAn agent that relieves inflammation or irritation of the nerve root of a tooth, reducing pain and discomfort. Its biological role is to target and alleviate radicular pain, with therapeutic applications in endodontics and key medical uses in root canal treatments and tooth sensitivity management.DUKE
    Anti-sicklingAn agent that prevents sickling of red blood cells, used to treat sickle cell anemia by reducing hemoglobin polymerization and improving blood flow, thereby alleviating associated pain and complications.DUKE
    Antitumor35610 An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes.DUKE
    Antitumor promoter35610 An agent that inhibits tumor growth and progression, reducing cancer cell proliferation. Therapeutically, it prevents tumor development and spread, with key medical uses in cancer prevention and treatment, particularly in combating carcinogenesis and metastasis.DUKE
    Anti-viral22587 An agent that inhibits the replication of viruses, playing a crucial role in preventing and treating viral infections. Therapeutically, anti-virals are used to manage diseases such as HIV, herpes, and influenza, reducing symptoms and slowing disease progression. Key medical uses include treating viral hepatitis, respiratory syncytial virus, and COVID-19.DUKE
    Anti-yeast33281 An agent that inhibits the growth of yeast, playing a role in preventing fungal infections. Therapeutically, it is used to treat conditions such as candidiasis and athlete's foot, and has applications in managing digestive issues and skin infections.DUKE
    Bacteristat33282 An agent that inhibits bacterial growth, reducing the proliferation of microorganisms without killing them. Therapeutically, bacteristats are used to treat infections, preventing the spread of bacteria and allowing the host's immune system to clear the infection. Key medical uses include treating urinary tract infections, acne, and other bacterial infections where bactericidal agents may not be necessary.DUKE
    Cancer preventive35610 An agent that inhibits the development and progression of cancer, reducing tumor formation and growth. It plays a biological role in blocking carcinogenic pathways, and has therapeutic applications in chemoprevention. Key medical uses include reducing the risk of cancer in high-risk individuals and preventing cancer recurrence.DUKE
    CandidicideAn agent that kills Candida species, such as Candida albicans, reducing fungal infections. Therapeutically, it is used to treat candidiasis, with key medical applications in managing oral thrush, vaginal yeast infections, and other fungal diseases.DUKE
    CholereticAn agent that increases bile production and secretion from the liver, enhancing digestion and fat absorption. Therapeutically, it's used to treat gallstones, liver disease, and indigestion, promoting healthy bile flow and liver function.DUKE
    Name48318 flavorDUKE
    Fungicide24127 An agent that kills or inhibits the growth of fungi, playing a biological role in preventing fungal infections. Therapeutically, it is used to treat fungal diseases, with key medical applications including athlete's foot, ringworm, and candidiasis, as well as agricultural uses to protect crops from fungal damage.DUKE
    Immunosuppressant35705 An agent that suppresses the immune system, reducing inflammation and preventing rejection in organ transplants, and treating autoimmune diseases such as rheumatoid arthritis and lupus.DUKE
    Insectifuge24852 A substance that repels insects, playing a biological role in plant defense. Therapeutically, it has applications in preventing insect-borne diseases. Key medical uses include topical repellents for malaria, dengue fever, and other vector-borne illnesses, reducing the risk of transmission.DUKE
    IrritantAn agent that causes slight inflammation or discomfort, stimulating a biological response. Therapeutically, it can be used to increase blood flow or stimulate healing. Key medical uses include treating wounds, skin conditions, and respiratory issues, such as congestion, by inducing a mild inflammatory response to promote recovery.DUKE
    Perfumery48318 The art of creating fragrances, playing a biological role in emotional and sensory stimulation. Therapeutically, perfumery has applications in aromatherapy, reducing stress and anxiety. Key medical uses include mood enhancement, pain management, and promoting relaxation, with certain scents exhibiting anti-anxiety and anti-depressant properties.DUKE
    Pesticide25944 An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.DUKE
    EnzymesNot Available
    Pathways
    NameSMPDB LinkKEGG Link
    Metabolism and Physiological Effects of Vanillic AcidSMP0126881 Not Available
    MetabolismNot Available
    BiosynthesisNot Available
    Organoleptic Properties
    Flavours
    FlavorCitations
    vanilla
    1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
    2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
    sweet
    1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
    creamy
    1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
    chocolate
    1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
    Files
    MSDSshow
    References
    Synthesis ReferenceNot Available
    General ReferenceNot Available
    Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
    — Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
    — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.