Record Information
Version1.0
Creation date2010-04-08 22:04:49 UTC
Update date2025-11-18 22:27:55 UTC
Primary IDFDB001083
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBromelains
DescriptionEnzymes occurring in pineapple juice (Ananas sativus); used in tenderising meat and chill-proofing beer [DFC] Along with papain, bromelain is one of the most popular substances to use for meat tenderizing.; Bromelain can refer to one of two protease enzymes extracted from the plant family Bromeliaceae, or it can refer to a combination of those enzymes along with other compounds produced in an extract. [BioSpider]. Bromelains is found in pineapple and fruits.
CAS Number9001-00-7
Structure
Thumb
Synonyms
SynonymSource
Nembutal sodiumKegg
Sodium 5-ethyl-6-hydroxy-2-oxo-5-(pentan-2-yl)-2,5-dihydropyrimidin-4-olic acidGenerator
Monosodium salt pentobarbitalMeSH
PentobarbitalMeSH
PentobarbitoneMeSH
SagatalMeSH
DiabutalMeSH
MebubarbitalMeSH
NembutalMeSH
MebumalMeSH
EtaminalMeSH
EthaminalMeSH
Pentobarbital, monosodium saltMeSH
Ananasedb_source
Bromelasedb_source
E.C. 3.4.22.32 (stem bromelain)db_source
E.C. 3.4.22.33 (fruit bromelain)db_source
Extranasedb_source
Inflamendb_source
Traumanasedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.25 g/LALOGPS
logP2.22ALOGPS
logP2.63ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)5.74ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area85.08 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity69.2 m³·mol⁻¹ChemAxon
Polarizability22.83 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H17N2NaO3
IUPAC namesodium 5-ethyl-6-hydroxy-2-oxo-5-(pentan-2-yl)-2,5-dihydropyrimidin-4-olate
InChI IdentifierInChI=1S/C11H18N2O3.Na/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15;/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16);/q;+1/p-1
InChI KeyQGMRQYFBGABWDR-UHFFFAOYSA-M
Isomeric SMILES[Na+].CCCC(C)C1(CC)C(O)=NC(=O)N=C1[O-]
Average Molecular Weight248.254
Monoisotopic Molecular Weight248.113687095
Classification
Description Belongs to the class of organic compounds known as barbituric acid derivatives. Barbituric acid derivatives are compounds containing a perhydropyrimidine ring substituted at C-2, -4 and -6 by oxo groups.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentBarbituric acid derivatives
Alternative Parents
Substituents
  • Barbiturate
  • N-acyl urea
  • Ureide
  • 1,3-diazinane
  • Dicarboximide
  • Carbonic acid derivative
  • Carboxylic acid derivative
  • Azacycle
  • Carbene-type 1,3-dipolar compound
  • Organic 1,3-dipolar compound
  • Organic alkali metal salt
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic salt
  • Organic sodium salt
  • Organic oxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-7190000000-eec15e20d0a156e71f222019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052g-9770000000-bd1aa3d56755cce160582019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-27b3b12bd8afcfd82ded2019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000w-3590000000-c300861382ca87b5ed292019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9300000000-5e32d57457c911eb7d062019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9700000000-5a466fde2779164bb06a2019-02-23View Spectrum
NMRNot Available
ChemSpider ID5762
ChEMBL IDCHEMBL971
KEGG Compound IDC07423
Pubchem Compound ID14075609
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDBSM70-H:BSM70-H
EAFUS ID365
Dr. Duke IDBROMELIN|BROMELAIN
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDBromelains
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
Analgesic35480 An agent that relieves pain by reducing or blocking pain signals in the brain, commonly used to manage acute or chronic pain, inflammation, and fever, with therapeutic applications in surgery, injury, and disease treatment.DUKE
Anorectic50780 An agent that suppresses appetite, reducing food intake. It plays a biological role in regulating hunger and satiety. Therapeutically, anorectics are used to treat obesity and weight-related disorders, aiding in weight loss and management. Key medical uses include short-term treatment of exogenous obesity and managing weight in patients with type 2 diabetes or other weight-related health issues.DUKE
Anti-aggregantAn agent that prevents platelet aggregation, reducing blood clot formation. Its biological role is to inhibit platelet activation, and its therapeutic applications include preventing thrombosis and stroke. Key medical uses include treating cardiovascular diseases, such as myocardial infarction and atrial fibrillation, and managing conditions that increase the risk of blood clots.DUKE
Anti anginal52217 An agent that reduces angina symptoms by improving blood flow to the heart, commonly used in managing angina pectoris, coronary artery disease, and other cardiovascular conditions, to alleviate chest pain and prevent cardiac complications.DUKE
Anti-appetant50780 An agent that suppresses appetite, playing a biological role in regulating hunger and satiety. Therapeutically, it is used to manage obesity, weight loss, and related disorders, such as Prader-Willi syndrome and hypothalamic obesity, by reducing food intake and increasing feelings of fullness.DUKE
Anti-arthritic52217 An agent that reduces joint inflammation and alleviates symptoms of arthritis, commonly used in managing rheumatoid arthritis, osteoarthritis, and other inflammatory joint disorders, to improve mobility and quality of life.DUKE
Anti bacterial33282 An agent that inhibits the growth of or destroys bacteria, playing a crucial role in preventing and treating infections. Therapeutically, it is used to combat bacterial infections, with key medical applications including treating pneumonia, tuberculosis, and skin infections, as well as preventing surgical site infections and sepsis.DUKE
Anti-bronchitic52217 An agent that relieves bronchial congestion and inflammation, commonly used in managing respiratory disorders such as bronchitis, asthma, and chronic obstructive pulmonary disease (COPD), to reduce coughing, wheezing, and shortness of breath.DUKE
Anti cellulitic52217 An agent that reduces the appearance of cellulite, improving skin texture and tone. It enhances blood flow, breaks down fat cells, and strengthens connective tissue, commonly used in cosmetic and dermatological treatments to minimize dimpling and orange peel skin.DUKE
Anti dysmenorrheic52217 An agent that alleviates menstrual cramp symptoms, reducing prostaglandin-induced uterine contractions. Therapeutically, it provides relief from dysmenorrhea, commonly used in managing primary dysmenorrhea and other menstrual disorders.DUKE
Anti dyspeptic52217 An agent that alleviates indigestion and digestive discomfort, reducing symptoms of dyspepsia. It plays a biological role in regulating stomach acid and digestive enzyme activity. Therapeutically, it is used to manage gastrointestinal disorders, such as irritable bowel syndrome, and to relieve nausea, bloating, and abdominal pain. Key medical uses include treating gastroesophageal reflux disease and peptic ulcers.DUKE
Anti ecchymoticAn agent that prevents ecchymosis, reducing blood vessel rupture and subsequent bleeding into subcutaneous tissue, commonly used to minimize bruising and swelling in surgical, traumatic, and cosmetic procedures.DUKE
Anti-edemicAn agent that relieves or prevents edema, reducing abnormal fluid accumulation in tissues or the circulatory system, commonly used to treat conditions such as swelling, inflammation, and water retention.DUKE
Anti episiotomicAn agent that prevents or treats episiotomy tears after childbirth, often an anti-inflammatory or wound-healing drug, used to reduce pain, inflammation, and promote healing in the perineal area.DUKE
Anti-infective52217 An agent that combats infections by targeting microorganisms, reducing their growth and proliferation. Therapeutically, it is used to treat bacterial, viral, fungal, and parasitic infections, playing a crucial role in managing infectious diseases and preventing their spread. Key medical uses include treating pneumonia, tuberculosis, and sepsis.DUKE
Anti-inflammatory35472 An agent that reduces inflammation, playing a biological role in suppressing immune responses and therapeutic applications in managing pain, swelling, and redness. Key medical uses include treating arthritis, allergies, and autoimmune disorders, as well as relieving symptoms of conditions such as asthma and dermatitis.DUKE
Anti leukemic35610 An agent that targets and inhibits the growth of leukemia cells, playing a crucial role in cancer treatment. Therapeutically, it is used to induce remission, manage symptoms, and improve survival rates in patients with leukemia. Key medical uses include treating acute and chronic leukemia, lymphoma, and other hematological malignancies.DUKE
Anti metastatic35610 An agent that inhibits cancer cell spread, reducing tumor metastasis. It plays a biological role in blocking cell migration and invasion, and has therapeutic applications in cancer treatment. Key medical uses include preventing cancer recurrence and improving survival rates in patients with various types of cancer.DUKE
Anti-plaqueAn agent that removes or prevents the formation of dental plaque, a biofilm of bacteria, to prevent tooth decay and gum disease, commonly used in oral care products and therapeutic applications for periodontal health.DUKE
Anti-pneumonic52217 An agent that prevents or treats pneumonia, reducing inflammation and infection in the lungs, commonly used in managing respiratory infections, such as pneumonia, and promoting lung health.DUKE
Anti proliferantAn agent that prevents or inhibits cell growth and division, used therapeutically to treat cancer, manage tumor growth, and prevent restenosis after angioplasty, reducing abnormal cell proliferation.DUKE
Anti prostaglandin49020 An agent that inhibits prostaglandin production, reducing inflammation and pain. Therapeutically, it's used to treat conditions like arthritis, menstrual cramps, and post-surgical pain, by blocking prostaglandin-mediated responses, providing relief from inflammation and discomfort.DUKE
Anti-radiationAn agent that repairs DNA damage caused by radiation exposure, playing a biological role in protecting cells. It has therapeutic applications in reducing radiation-induced side effects and key medical uses in cancer treatment, radiation poisoning, and space exploration.DUKE
Anti-sclerodermic50177 An agent that prevents or treats scleroderma, a condition characterized by hardened skin and connective tissue. It reduces fibrosis and inflammation, commonly used in managing scleroderma, pulmonary fibrosis, and other fibrotic diseases, improving skin and organ function.DUKE
Anti-sinusiticAn agent that relieves sinus congestion and pressure, reducing inflammation and discomfort. It is used to treat sinusitis, colds, and allergies, providing therapeutic relief from respiratory symptoms such as congestion, headaches, and facial pain.DUKE
Anti-spasmodic52217 An agent that relaxes smooth muscle, reducing muscle spasms and cramps. It plays a biological role in regulating muscle tone and is therapeutically applied to treat conditions such as irritable bowel syndrome, menstrual cramps, and muscle spasms, providing relief from abdominal pain and discomfort.DUKE
Anti thrombophlebitic52217 An agent that prevents or treats thrombophlebitis, reducing inflammation and clot formation in veins. Therapeutically, it's used to manage deep vein thrombosis, varicose veins, and post-phlebitic syndrome, promoting blood flow and preventing further complications.DUKE
Anti thrombotic50248 An agent that prevents blood clot formation, reducing the risk of thrombosis. Its biological role is to inhibit platelet aggregation and blood coagulation. Therapeutically, it is used to prevent and treat conditions such as stroke, heart attack, and deep vein thrombosis, as well as to manage atrial fibrillation and peripheral artery disease.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
Anti-tussive52217 An agent that suppresses coughing, reducing the frequency and severity of coughs. It works by targeting the brain's cough center, providing therapeutic relief for dry, irritating coughs. Key medical uses include managing coughs associated with colds, flu, and other respiratory conditions.DUKE
Anti ulcer49201 An agent that reduces stomach acid and protects the mucous lining, preventing ulcer formation. It is used to treat conditions like gastroesophageal reflux disease (GERD), peptic ulcers, and Zollinger-Ellison syndrome, promoting healing and relieving symptoms.DUKE
Chemopreventive35610 An agent that prevents or delays the development of cancer, reducing the risk of tumor formation and progression. It plays a biological role in inhibiting carcinogenesis, and has therapeutic applications in cancer prevention, with key medical uses including reducing the risk of colorectal, breast, and prostate cancers.DUKE
ChitinolyticAn enzyme that breaks down chitin into chitobiose, playing a biological role in fungal cell wall degradation and insect exoskeleton modification. Therapeutically, it has applications in managing fungal infections, parasite control, and allergy treatments, with key medical uses including anti-fungal and anti-parasitic therapies.DUKE
ChitosanolyticAn enzyme that breaks down chitosan, a polysaccharide found in fungal cell walls. It plays a biological role in defense against fungal infections. Therapeutically, it has applications in wound healing, tissue engineering, and drug delivery. Key medical uses include treating fungal infections, promoting wound healing, and developing biomedical materials.DUKE
DifferentiatorAn agent that induces cell differentiation, promoting mature cell formation. Its biological role involves regulating cell growth and development. Therapeutically, it has applications in cancer treatment, helping to mature cancer cells, making them more susceptible to chemotherapy. Key medical uses include leukemia and other malignancies, where differentiation therapy can improve treatment outcomes.DUKE
DigestiveAn agent that aids with digestion, breaking down food into absorbable components. It plays a biological role in nutrient absorption, has therapeutic applications in managing digestive disorders, and key medical uses include treating indigestion, bloating, and malabsorption.DUKE
EmeticAn agent that induces vomiting, playing a biological role in expelling toxins from the body. Therapeutically, it is used to treat poisoning, overdose, or gastrointestinal obstruction. Key medical uses include managing drug toxicity and aiding in stomach pumping procedures.DUKE
FibrinolyticAn agent that breaks down blood clots, playing a crucial biological role in preventing thrombosis. Therapeutically, it's used to treat conditions like stroke, pulmonary embolism, and myocardial infarction, restoring blood flow and preventing tissue damage. Key medical uses include dissolving clots, improving circulation, and reducing the risk of cardiovascular events.DUKE
HypotensiveAn agent that lowers blood pressure, playing a biological role in regulating cardiovascular function. Therapeutically, it's used to manage hypertension, heart failure, and angina, with key medical applications in preventing stroke, kidney disease, and cardiac complications.DUKE
Laxative50503 An agent that stimulates bowel movements, relieving constipation by softening stool or increasing intestinal motility. Therapeutically, laxatives are used to treat constipation, prepare the bowel for medical procedures, and manage certain medical conditions, such as irritable bowel syndrome.DUKE
LipolyticAn agent that stimulates hydrolysis of fats into fatty acids and glycerol, playing a key biological role in fat metabolism. Therapeutically, lipolytics have applications in managing obesity and hypertriglyceridemia, with medical uses including weight loss and improving lipid profiles.DUKE
Mucolytic77034 An agent that breaks down mucus, reducing its viscosity and facilitating clearance. It plays a biological role in maintaining respiratory tract health. Therapeutically, mucolytics are used to manage respiratory conditions, such as chronic bronchitis, asthma, and cystic fibrosis, by loosening and clearing excess mucus.DUKE
MyorelaxantAn agent that reduces muscle contractility by blocking nerve impulses or decreasing motor end plate excitability, used therapeutically to relieve muscle spasms, tension, and pain, commonly in managing musculoskeletal disorders, anxiety, and insomnia.DUKE
Nematicide25491 An agent that kills nematodes, a type of parasitic worm, used to control infestations in crops and animals, with therapeutic applications in veterinary medicine to treat parasitic infections and promote livestock health.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
ProliferantA mildly irritating substance used in sclerotherapy to strengthen weakened connective tissues, promoting tissue growth and repair, commonly used to treat varicose veins, hemorrhoids, and other vascular conditions.DUKE
Prostaglandin-synthetase inhibitor23924 An agent that blocks the production of prostaglandins, reducing inflammation and pain. Therapeutically, it is used to treat conditions such as arthritis, menstrual cramps, and fever, by inhibiting the enzyme responsible for prostaglandin synthesis, thereby alleviating symptoms.DUKE
ProteolyticAn agent that catalyzes proteolysis, breaking down proteins into smaller polypeptides or amino acids, playing a biological role in protein regulation and turnover. It has therapeutic applications in wound healing, cancer treatment, and inflammatory disease management, with key medical uses including digestive enzyme supplementation and oncology therapy.DUKE
Vermifuge25944 An agent that expels or destroys intestinal parasites, such as worms, by paralyzing or killing them, commonly used to treat parasitic infections like hookworm, roundworm, and tapeworm infestations.DUKE
Vulnerary73336 An agent that promotes wound healing, tissue repair, and skin regeneration. It facilitates the biological process of recovery, reducing inflammation and infection. Therapeutically, vulneraries are used to treat cuts, burns, ulcers, and other skin injuries, supporting the body's natural healing mechanisms and minimizing scarring.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
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).