Compound: allantoin
SMILES: O=C1NC(=O)C(N1)NC(=O)N
InChIKey: POJWUDADGALRAB-UHFFFAOYSA-N
Synonyms: allantoin, 97-59-6, 5-Ureidohydantoin, Glyoxyldiureide, Cordianine, Glyoxyldiureid, Allantol, Sebical, Alantan, AVC/Dienestrolcream, Psoralon, Septalan, Urea, (2,5-dioxo-4-imidazolidinyl)-, (2,5-dioxoimidazolidin-4-yl)urea, (2,5-Dioxo-4-imidazolidinyl)urea, Cutemol emollient, Uniderm A, DL-Allantoin, Alwextin, N-(2,5-Dioxo-4-imidazolidinyl)urea, 2,5-Dioxo-4-imidazolidinyl-urea, DTXSID3020043, 4-ureido-2,5-Imidazolidinedione, Idelalisib metabolite m1a, NSC-7606, 5-Ureido-2,4-imidazolidindione, 344S277G0Z, DTXCID0043, CHEBI:15676, Sd 101, HerpecinL, Jilgyungyi, Moisturizing, Scarderm, Teevodar, Purple, DeFlame, Allantoin Cream, Aluroderm Scar, Mulberry Serum, Mulberry Toner, Chamois Glide, Scar Reducer, Cool Melon, Dermachange Scar, Equate Scar, Kenaf wet wipe, Mederma Advanced, Polyactil N, Scar Cream, Scar Equate, Snow Bleach, Scar Care, Scar Roll, TerrasilMed ONC, Anti Chafe Balm, Meijer Scar Gel, Miracle Of Skin, Mulberry Emulsion, Nmc Magic Serum, Bruise MD, Healing CVS, Mederma for Kids, Anti-Chafe Stick, Rite Aid Scar, Vitamin C Liquid, BL Vital Serum, AC Control Serum, BL Vital, BL Vital Essence, BL Vital Skin, Advanced Scar Gel, Bodyglide For Her, DCH Scar, Diabetic Wound Gel, Mineral Aqua Cream, QC Scar, Run Guard Original, Scar CVS, Scar Removal Cream, U-max Multi BB, GZE Scar Gel, Allantoin .4%, Burn-B Gone OTC, Equate Scar Topical, GMDANSU Skin, Run Guard Sensitive, Kenaf wet wipe kids, Allantoin 0.5%, Allantoin-0.5%, YooWoo Bubble Tooth, ARC Skin Protectant, ATOBOS, HAHALADY, IONTOPHORESIS, NAAMAN, RAPHAGEN, Sarene Soothing Skin, Seaweed Aqua Massage, Smart Brushing Tooth, Terrasil Skin Repair, The Prestige Essence, Ultra Soothing Toner, VASHTI, Healing Head to Toe, GMDANSU Eye Serum, Mederma Advanced Scar, Medicinal Massage Oil, Natural Ginseng Serum, Natural Ginseng Toner, Mandelic 2 Peel Gel, SOOSUL ESSENCE, ALRA THERAPY, ATOBOS WASH, MIRACLE GYN, terrasil Scar Recovery, COATS ALOE, Wound Gel Professional, FUCOIDAN ESSENCE, Lycoris rubus whitening, NoblRose Foam Cleanser, Salicylic 2 Peel Gel, Version X Scalp Tonic, First honey Burn Salve, NEWSTEM Rx Intensive, OZ TREE, RefChem:5522, REVAGAIN Scalp Tonic, South Moon Health Care, FUCOIDAN SKINCURE, RAPHAGEN POWDE R, Natural Ginseng Emulsion, pumkot SILICONE SCAR, BioBarrier Renewal Cream, Jilgyungyi (6 Tablets), PORE CARE Lotus Mask, Bodyglide anti chafe balm, Target Advanced Scar Gel, Nano Gold Bio Mask Pack, NANOMIX NANO CLEAN, Baby Wipes with Allantoin, Drs. pharmacy Scar Cream, MELAO 24K Gold Scrub, ECO FACE 9, Jilgyungyi (10 Tablets), Jilgyungyi (20 Tablets), Scar Gel Advanced Formula, BLACK CAVIDIOL MASK, FUCOIDAN HAIR TONIC, Gene 16 Whitening Factor, REBORNCELL CLEANSING, SEROMEN RAZOR BUMPS, Grahams Natural Eczema Gel, OHL O2, ATOBOS CENTELLA BABY, Calm and Heal Melting Balm, Miracle GYN (2 Tablets), Miracle GYN (4 Tablets), BioBarrier Repair Eye Cream, Cetaphil Soothing Gel Cream, GMDANSU Herbal Mask Sheet, Manuka Honey Extra Strength, Rite Aid Advanced Scar Gel, Sheffield Advanced Scar Gel, Walgreens Advanced Scar Gel, BIOWHITE BEAUTY SERUM, Secret Gyno (10 Tablets), Shelo NABEL D B T Cream, Anti-Chafe Stick Pro Series, Blister Armour Anti-Friction, GMDANSU Snail Blemish Balm, NOON Post Procedure Program, Tamnamo Vital Hair Treatment, Miracle GYN (10 Tablets), Shelo NABEL Jabon Baba Car, SISEUNDEUSI BLESS BODY, VetraCare Pet Liquid Bandage, Dr. Dog Skin Care for Dogs, Luxury Cell Performance Serum, Luxury Cell Performance Toner, M-Rose Seaweed Essence Serum, M-Rose Seaweed Hydrogel Mask, Shelo NABEL Baba de Caracol, Well and Good Liquid Bandage, OZ TREE HandMade by Dorothy, ZAREE All Kii Coconut Water, CVS Health Advanced Scar Gel, Macoma Senior Premium Cleanser, Queen Perfume Hair Conditioner, Lycoris RUBUS Whitening Fluid, Diabetic Wound Gel Professional, SBS 40, ATOBOS CENTELLA AND WASH, DR. OBERON NATURAL BABY, RVLAIM SILICONE SCAR Cream, Any Mi Natural Magic BB No.5, Any Mi Natural Magic BB No.7, Hasol Revitalizing Scalp Ampoule, Luxury Cell Performance Emulsion, Allantoin, Niacinamide, Pantheon, ATOBOS BABY AQUA SOOTHING, HAIRJOY MSM SCALP ESSENCE, REBORNCELL AQUA RICH SOFT, Vital Fluid IV Nano Gold Serum, Leaders Mediu Soothing Aloe Pack, NOON Cartessa Accelerate Program, Parma Anus Skin Premium Cleanser, PLAGENTRA BABY BUBBLE WASH, SANG LEAF GINSENG COLLAGEN, Inflammation OTC Radiation Relief, Leaders Mediu Purifying Salt Pack, LUMINANT UMBRELLA MASK PACK, Dr.LIBEAUTE Thermal Spring Water, Fikia Marine Delight Soothing Mist, OJW Moisturizing acne cucumber gel, Shelo NABEL CACAO Skin Protectan, U-max Whitening Functional Essence, 3CE FIXER AND MASCARA BLACK, 3CE FIXER AND MASCARA BROWN, Lycoris rubus whitening moisturizing, M-Rose Seaweed Lifting Revitalizing, PHYTON THERAPY CLEANSING BAR, Ramosu The Witches Cream Pack Gold, Shelo NABEL Crema Baba de Caracol, Cellapy MGF Hydro Gel Intense Mask, terrasil Foot Ulcer and Sore Relief, Blister Armour Anti-Friction Mission, IASOBETIC Allantoin Skin Protectant, BK Cell 2STEP AQUA TOKTOK MASK, REBORNCELL AQUA RICH PURE SKIN, Dr Young 2p Blemish Base SPF35 PA, Skin Barista Rice Bran Cleansing Foam, By Pharmicell Lab The Prestige Essence, Cetaphil Baby Soothe and Protect Cream, SELLA PREMIUM NATURAL GOLD SERUM, Terrasil Diabetics Ulcer and Sore Relief, ATOBOS CENTELLA BABY AQUA SOOTHING, DGH Advanced Formula Scar Skin Protectant, IONTOPHORESIS ANTI AGING SOLUTION I, QYO QYO Tangerine Bright Moist Mask Pack, Scar Reducer Intensive Herbal and Nutrient, Terrasil SKIN REPAIR MAXIMUM STRENGTH, Vital Fluid I Platinum Anti Wrinkle Serum, Leaders Mediu Pore Cleaning Carbonated Pack, NOBLESSE MANZ GROOMING SO CLEAN CARE, SELLA CLASSIC NATURAL FACIAL ESSENCE, SELLA PREMIUM NATURAL FACIAL ESSENCE, Terrasil Bed Sore and Pressure Sore Relief, BIOXIDEA ELEMENT 48 NATURA GOLD MASK, HAIRFILL SCALP HAIR ESSENTIAL BOOSTER, LEADERS MEDIU CALMING PEPPERMINT PACK, Shelo NABEL Baba de Caracol Locion Corporal, terrasil Diabetics Ulcer and Sore Relief Kit, terrasil INFECTION PROTECTION WOUND CARE, THE MAN BY VANIBISS RAZOR BUMPS SERUM, Vital Fluid II EGF and FGF Whitening Serum, SECRETIPSS SCALP HAIR ESSENTIAL BOOSTER, BIOXIDEA ELEMENT 48 NATURA DIAMOND MASK, HAIRFILL SCALP HAIR ESSENTIAL TONIC PLUS, BIOXIDEA MIRACLE 48 EXCELLENCE GOLD MASK, By Pharmicell Lab Luxury Cell Performance Serum, By Pharmicell Lab Luxury Cell Performance Toner, By Pharmicell Lab Moisturizing Face Toning Mist, Dr. Young 2P Pearl Brightening Balm SPF35 PA, Jabon Shelo Nabel Con Alantoina Baba de Caracol, By Pharmicell Lab Luxury Cell Performance Emulsion, SECRETIPSS SCALP HAIR ESSENTIAL TONIC PLUS, BIOXIDEA MIRACLE 48 EXCELLENCE DIAMOND MASK, HYUNDAE MEDITECH BIO HAIR SOLU TION ERUA DO, ORIGINAL POWER WHITENING AND LINELESS AMPOULE, SkinCeuticals Advanced Scar Control Skin Protectant, VivaLaCara Dermalere Plus Advanced Burn and Scar Cream, NANOMIX NANO CLEAN Skin Protectant Antibacterial Function, ALLANTOIN, TITANIUM DIOXIDE, OCTOCRYLENE, and AVOBENZONE, BOTANETH PRONOXIN HAIR REGAINER FS2 ACTIVATOR 2-A 2-B, terrasil INFECTION PROTECTION WOUND CARE MAXIMUM STRENGTH, ANGELICA ARCHANGELICA ROOT; GINGER; MENTHOL; NIACINAMIDE; SAFFLOWER OIL, ASCORBIC ACID; CENTELLA ASIATICA TRITERPENOIDS; CHAMOMILE; GLUTATHIONE; NIACINAMIDE, BLACK OLIVE; MENTHOL, UNSPECIFIED FORM; ORANGE; PORTULACA OLERACEA SEED; SHEA BUTTER, SECRETIPSS SCALP HAIR ESSENTIAL BOOSTER INTENSE CARE FOR DAMAGED SCALPS AND HAIRS, 202-592-8, SECRETIPSS SCALP HAIR ESSENTIAL TONIC PLUS HAIR REGROWTH TREATMENT WITH NATURAL INGREDIENTS AND VITAMIN COMPLEX, Green, 1-(2,5-dioxoimidazolidin-4-yl)urea, Hydantoin, 5-ureido-, Glyoxylic diureide, Glyoxylic(acid) diureide, Caswell No. 024, 5-Ureido-2,4-imidazolidindion, NSC 7606, C4H6N4O3, CCRIS 1958, Fancol TOIN, 5-Ureidohydrantoin, MFCD00005260, EPA Pesticide Chemical Code 085701, (+/-)-Allantoin, AI3-15281, NSC7606, Allantoin (JAN/USP), N-(2,5-dioxoimidazolidin-4-yl)urea, MLS000737882, 5377-33-3, DL-ALLANTOIN-5-13C; 1-15N, urea, N-(2,5-dioxo-4-imidazolidinyl)-, Herpecin L, D00121, allantion, Allantoin [USAN:BAN], SMR000528073, amino-N-(2,5-dioxo(1,3-diazolidin-4-yl))amide, SR-01000766252, EINECS 202-592-8, BRN 0102364, 97-59-6 (racemic), Cordianin;, Dermalex;, Actinac;, Allantoin CRS, UNII-344S277G0Z, HSDB 7490, Allantoin [USAN:USP:BAN:JAN], CAS-97-59-6, Prestwick_11, NCGC00016358-01, 5-ureido-Hydantoin, 5-Ureidohydantoin;, Glyoxylic diureide;, Allantoin (8CI), Allantoin (Standard), Spectrum_001078, ALLANTOIN [JAN], ALLANTOIN [II], ALLANTOIN [MI], ALLANTOIN [HSDB], ALLANTOIN [USAN], Prestwick0_000002, Prestwick1_000002, Prestwick2_000002, Prestwick3_000002, Spectrum2_000219, Spectrum3_000876, Spectrum4_000716, Spectrum5_001526, ALLANTOIN [VANDF], ALLANTOIN [MART.], bmse000437, EC 202-592-8, ALLANTOIN [USP-RS], ALLANTOIN [WHO-DD], SCHEMBL3208, Oprea1_621175, BSPBio_000003, BSPBio_002551, KBioGR_001271, KBioSS_001558, 5-25-15-00338 (Beilstein Handbook Reference), MLS002473300, Allantoin, analytical standard, DivK1c_000281, SPECTRUM1500801, SPBio_000237, SPBio_001924, BPBio1_000005, CHEMBL593429, orb1310163, orb3140419, ALLANTOIN [EP MONOGRAPH], SCHEMBL11852501, SD 101 [WHO-DD], HMS500O03, HY-N0543R, KBio1_000281, KBio2_001558, KBio2_004126, KBio2_006694, KBio3_002051, ALLANTOIN [USP MONOGRAPH], Allantoin, >=98.0% (N), MSK2594, NINDS_000281, Urea,5-dioxo-4-imidazolidinyl)-, 5-Ureido-2,4-imidazolidinedione;, HMS1568A05, HMS1921I10, HMS2092K16, HMS2095A05, HMS2268N08, HMS3712A05, HMS3885M08, HMS5082A19, Pharmakon1600-01500801, component of Skin-balm (Salt/Mix), HY-N0543, UYB40251, 2,5-Imidazolidinedione, 4-ureido-, Tox21_110395, Tox21_202087, Tox21_302912, BBL027508, CCG-39781, EBC-12265, NSC757792, s3856, SBB003997, STL373778, AKOS000120642, AKOS016038547, Tox21_110395_1, CS-7741, DB11100, FA01871, NSC-757792, SDCCGMLS-0066595.P001, IDI1_000281, Allantoin, p.a., 98.5-101.0%, N-(2,5-Dioxo-4-imidazolidinyl)urea #, NCGC00094854-01, NCGC00094854-02, NCGC00094854-03, NCGC00094854-04, NCGC00094854-05, NCGC00094854-06, NCGC00094854-07, NCGC00094854-08, NCGC00256403-01, NCGC00259636-01, AC-11040, AS-13865, NCI60_041675, SBI-0051759.P002, A0211, AB00052307, NS00009152, ST50308144, EN300-21043, C01551, D85069, Urea, (2,5-dioxo-4-imidazolidinyl)- (9CI), AB00052307_11, F209231, F979837, Q409804, SR-01000766252-2, SR-01000766252-3, SR-01000766252-4, BRD-A96407378-001-15-1, N-(2,5-dihydroxy-4h-imidazol-4-yl) carbamimidic acid, Z104486690, Allantoin, European Pharmacopoeia (EP) Reference Standard, A999F0D6-0285-41D9-A6BA-B705987B663C, Allantoin, United States Pharmacopeia (USP) Reference Standard, Allantoin, Pharmaceutical Secondary Standard; Certified Reference Material
Theoretical properties:
molecular_formula: C4H6N4O3
molecular_weight: 158.12 g/mol
exact_mass: 158.04399007 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 1
heavy_atom_count: 11
topological_polar_surface_area: 113 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals from aqueous methanol
color: Crystals from aqueous methanol
odor: Odorless
melting_point: 239 °C /Racemic form/
solubility: Soluble in alcohol, methanol, pyridine
Descriptions:
pubchem: Allantoin is an imidazolidine-2,4-dione that is 5-aminohydantoin in which a carbamoyl group is attached to the exocyclic nitrogen. It has a role as a vulnerary, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is an imidazolidine-2,4-dione and a member of ureas. It is functionally related to a hydantoin. It is a tautomer of a 1-(5-hydroxy-2-oxo-2,3-dihydroimidazol-4-yl)urea.
chebi: An imidazolidine-2,4-dione that is 5-aminohydantoin in which a carbamoyl group is attached to the exocyclic nitrogen.
chembl: ALLANTOIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Allantoin is a chemical compound with formula C4H6N4O3. It is also called 5-ureidohydantoin or glyoxyldiureide. It is a diureide of glyoxylic acid. Allantoin is a major metabolic intermediate in most organisms including animals, plants and bacteria, though not humans. It is produced from uric acid, which itself is a degradation product of nucleic acids, by action of urate oxidase (uricase). Allantoin also occurs as a natural mineral compound (IMA symbol Aan).