Compound: adenosine
SMILES: O1[C@@H](n2c3ncnc(c3nc2)N)[C@H](O)[C@@H]([C@H]1CO)O
InChIKey: OIRDTQYFTABQOQ-KQYNXXCUSA-N
Synonyms: adenosine, 58-61-7, Adenocard, Adenoscan, Adenine riboside, Nucleocardyl, beta-D-Adenosine, Boniton, Sandesin, Myocol, Adenosin, beta-Adenosine, Adenine nucleoside, 9-beta-D-Ribofuranosyl-9H-purin-6-amine, Adenocor, 9-beta-D-Ribofuranosyladenine, USAF CB-10, 9-beta-D-Ribofuranosidoadenine, 9beta-D-Ribofuranosyladenine, 6-Amino-9-beta-D-ribofuranosyl-9H-purine, Ade-Rib, SR 96225, 6-Amino-9beta-D-ribofuranosyl-9H-purine, (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol, Adenin riboside, DTXSID1022558, CHEBI:16335, SR-96225, K72T3FS567, NSC-7652, DTXCID902558, NSC7652, NSC627048, Primerose Snail, Anti aging, CellExosome ST, Anti aging ample, Applicell Miracle, Stem Cell Renew, Limulus Nourishing, Biotoc Regen Peel, Biotoc Regen Serum, Adenosine Face Mask, CellExosome HE SR, B.S.c Ampul, Biotoc Regen Ampoule, CAVIALLCRYSTAL, U-max Wrinkle Serum, Applicell Perfect Eye, Tissen ICM 10, Tissen NF 10, SMART RECOVERY, YENAAN JINAEK, JUVEHEAL A Ampoule, ARMIYOU HYDROGEN, CELLPEDIA ATADIA, RefChem:5518, CONJU Princess Lifting, JDEW GREEN MOIST, Stem Cell Wrinkle Serum, Tenue 24k gold ampoule, Applicell Essential Toner, Applicell Intensive Serum, AN ADC SP F, INTOMEDI Amplance Hydro, Applicell Timeless Ampoule, purifying skin balancecream, MUSTUS NONI AMPOULE, PEPPLUS WRINKLE EYE, YENAAN JINAEK TONER, Return 10 MTSSOLUTION, MIZON PEPTIDE 500, FILL ME MICRO NEEDLE, adenosine injection, solution, Shieldlife Collagen Ion Mask, ARMIYOU HYDROGEN SERUM, ARMIYOU HYDROGEN TONER, Tosowoong Mens Booster Repair, INTOMEDI Amplance HydroCream, JDEW GREEN MOIST TONER, Dr.Different 131 Moisturizer, LANBELLE Hydrating Duo Serum, by Selected Recovering Almighty, by selected reinforce day serum, Callicos CellAwake Mask peptide, Dermall Matrix Quick Vitalizing, Mamachi Moms Stretch Mark Cream, DPC COLLAGEN BOOSTER MASK, INTOMEDI FIRST AMPOULE EGF, JEUNESSENG EYE BAG REMOVAL, Madeca Rejuvenating Calming Serum, Niveola 3d Animal Cat Mask Pack, Niveola 3d Animal Dog Mask Pack, SMART RECOVERY FIRMING EYE, by selected anti wrinkle day serum, Return 10 TIME LOCK PROGRAM, RUBELLI BEAUTY FACE PREMIUM, MIZON HYALURONIC ACID 100, SFERANGS COLLAGEN RECHARGING, All Nations A D C Special Program, CAVIALL PERFECT REPAIR SERUM, MEDI HYDRO DP B TOX AMPOULE, MULTI FUNCTION SLEEPING PACK, Nmc Staypot Double Programing Cream, SMART RECOVERY FIRMING SERUM, Super Amazing Revolution For Secret, DR. GLODERM TABRX WRINKLETOX, INNER SAVE Feminine Cleansing Mist, MIZON PEPTIDE AMPOULE CREA M, 9tails Premium Wrinkle Power Lifting, AQUATO INTENSIVE MOISTURECREAM, Dr.Different CEQ Anti Oxidant Serum, rootree Golden Tree Prestige Empress, ARILAC Anti Wrinkle Mask Sheet Pack, Dermall Matrix Neck Dermal care Mask, Edge Cutimal Tiger Anti-Wrinkle Mask, Mioggi Healing Effector Rx Collagenic, SMART RECOVERY HYDRATING TONER, THE SKIN HOUSE Wrinkle SystemCream, THE SKINHOUSE WRINKLE COLLAGEN, THE SKINHOUSE WRINKLE EYE PLUS, INTOMEDI FIRST AMPOULE PLACENTA, LOB20 CELLPEDIA ATADIA AMPOULE, Dermall Matrix Facial Dermal care Mask, LOVELY GERANIUM AROMATHERAPY MASK, SFERANGS COLLAGEN RECHARGINGCREAM, SFERANGS COLLAGEN SYNERGY AMPOULE, THE SKIN HOUSE Wrinkle Collagen Toner, THE SKIN HOUSE Wrinkle System Essence, THE SKINHOUSE GREEN TEA COLLAGEN, YOMA AMPOULE PLUS ALOE MASK PACK, DARYOMI STEMCELL LIFT EYE PREMIUM, MIZON SNAIL RECOVERY GE L CREA M, ReOrganic Womans Inner Care Essence Gel, SFERANGS COLLAGEN RECHARGING SERUM, SFERANGS COLLAGEN RECHARGING TONER, Super Amazing Revolution For MultiLotion, THE SKINHOUSE BLACK SNAIL WRINKLE, YOMA AMPOULE PLUS SNAIL MASK PACK, Antibe Super Hydrating Moisturizing Cream, CONGJU PRINCESS LIFTING MASK SHEET, Dermall Matrix Eye zone Dermal care Mask, MIZON SNAIL REPAIR INTENSIVE TONER, THE SKIN HOUSE Wrinkle CollagenEmulsion, THE SKIN HOUSE Wrinkle System EyeCream, THE SKIN HOUSE Wrinkle Snail SystemCream, YOMA AMPOULE PLUS GINSENG MASK PACK, DR. GLODERM TIME TO WRINKLETOX MASK, MIZON SNAIL REPAIR INTENSIVE ESSENCE, rootree Golden Tree Royal Resplendent Serum, YOMA AMPOULE PLUS COLLAGEN MASK PACK, CAVIALL Superior Caviar Nourinkle Mask SET, LOVELY GERANIUM AROMATHERAPY MASK 30g, MIZON ALL IN ONE SNAIL REPAIR CREA M, THE SKINHOUSE REAL SNAIL WRINKLE FREE, Adenosine Injection, 6mg/2mL (3mg/mL) Vial, Mioggi Magic Advanced Skin Essential Activator, MIZON COLLAGEN POWER FIRMING EYE CREA M, Super Amazing Revolution For The Youth Ampoule, THE SKIN HOUSE WRINKLE COLLAGEN AMPOULE, THE SKINHOUSE WRINKLE COLLAGEN FREE SPOT, TRIPLE CROWN CORDYCEPS SUPER ESSENCE MASK, VECLAT OU C.GNATURE 3 Lighty Blending Ampoule, VECLAT OU C.GNATURE 3 Power Radiant Face Mask, MIZON COLLAGEN POWER FIRMING ENRICHED CREA M, JDEW HOMME ALL FOR YOU AQUA MARINE ALL IN ONE, MUSTUS DAILY HARVEST SQUEEZE LIFT UP MASK PACK, rootree Treetherapy Rejuvenating Eye and Neck Treatment, Mefactory 3Step Piggy Nose Pore Strip Step 01 Pore Opening Sheet, 200-389-9, 607-743-5, Adenosin [German], Caswell No. 010B, (2R,3R,4S,5R)-2-(6-Aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol, (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol, Adenosine [USAN:BAN], beta-D-Ribofuranoside, adenine-9, MFCD00005752, 3H-adenosine, NSC 7652, 9-.beta.-d-Ribofuranosyladenine, Adenosine (Adenocard), AI3-52413, 9H-Purin-6-amine, 9beta-D-ribofuranosyl-, CHEMBL477, Adenine riboside;D-Adenosine, beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-, adenine-D-ribose, CCRIS 2557, NCGC00023673-05, Pallacor, 41547-82-4, D-Adenosine, Quinquefolan B, .beta.-D-Adenosine, (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol, CAS-58-61-7, Adenocard (TN), Adenoscan (TN), SMR000058216, Dehydran 240, MEDR-640, Adenosine (JAN/USP), SR-05000001981, EINECS 200-389-9, Adenine-beta-D-arabinofuranoside, NSC 627048, Adenogesic, Adenosine [USAN:USP:BAN], UNII-K72T3FS567, .beta.-D-Ribofuranoside, adenine-9, 9-.alpha.-D-Arabinofuranosyladenine, Adenocard;, Adenocor;, Adenosine CRS, b-D-Adenosine, HSDB 7774, SUN-Y4001, N6-Methylado, 1dgm, 1odi, 2fqy, 2ydo, 3axz, 4cki, 4ckj, Adenosine (NIST), beta-delta-Adenosine, [U-14C]adenosine, 6-Amino-9.beta.-D-ribofuranosyl-9H-purine, Adenosine (Standard), Bucladesine Impurity 4, 2gl0, 3ay0, 4pd9, Adenosine, >=99%, ADENOSINE [JAN], ADENOSINE [MI], 6-Amino-9-.beta.-ribofuranosyl-9H-purine, ADENOSINE [HSDB], ADENOSINE [USAN], Spectrum2_001257, Spectrum3_000288, ADENOSINE [VANDF], cid_191, SCHEMBL731, ADENOSINE [MART.], bmse000061, bmse000996, Epitope ID:140947, ADENOSINE [USP-RS], ADENOSINE [WHO-DD], 4-Aminopyrazolo[3,4-d]pyrimidine ribonucleoside, 9-ss-D-Ribofuranosyladenine, BSPBio_001796, .beta.-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-, 109767-06-8, 133248-01-8, cid_60961, MLS000069638, MLS002153227, MLS006010946, SPECTRUM1500107, Adenine-9-ss-D-ribofuranoside, REGID_for_CID_60961, SPBio_001194, adenine-9beta-D-Ribofuranoside, GTPL2844, orb3025949, SCHEMBL3366600, SCHEMBL9789587, 9beta-delta-Ribofuranosyladenine, ADENOSINE [EP IMPURITY], ADENOSINE [ORANGE BOOK], ADENOSINE [EP MONOGRAPH], SCHEMBL10361572, SCHEMBL16057823, SCHEMBL29483394, SCHEMBL29840889, BDBM14487, HY-B0228R, KBio3_001296, 9-beta-delta-Ribofuranosyladenine, ADENOSINE [USP MONOGRAPH], EA6C60C2-6AFB-4264-A2F0-541373DB950E, MSK6809, 9-.beta.-D-Ribofuranosidoadenine, 9-beta-delta-Ribofuranosidoadenine, adenine-9beta-delta-Ribofuranoside, Bio1_000437, Bio1_000926, Bio1_001415, HMS1920A13, HMS2091G13, HMS2235E24, HMS3884O04, Pharmakon1600-01500107, ALBB-032827, 9-beta-delta-Arabinofuranosyladenine, Tox21_110891, AC7861, CCG-38824, EBC-11050, HB2843, NSC755857, s1647, AKOS015888594, Tox21_110891_1, AC-8229, DB00640, NA01639, NA31619, NSC-755857, SDCCGMLS-0003108.P003, 9beta-D-ribofuranosyl-9H-Purin-6-amine, NCGC00023673-03, NCGC00023673-04, NCGC00023673-06, NCGC00023673-07, NCGC00023673-10, NCGC00023673-20, NCGC00178869-03, AC-27494, AS-12664, BP-58619, NA106350, ST009496, SY001357, Adenosine, Vetec(TM) reagent grade, 98%, SBI-0206673.P002, 9beta-delta-ribofuranosyl-9H-Purin-6-amine, DB-022408, 6-Amino-9beta-delta-ribofuranosyl-9H-purine, 9-.beta.-D-Ribofuranosyl-9H-purin-6-amine, 9-beta-delta-Ribofuranosyl-9H-purin-6-amine, NS00098759, Adenosine - Endotoxin level below 100 EU/g, 9H-Purin-6-amine, 9-.beta.-d-ribofuranosyl-, Adenosine - Endotoxin level below 1000 EU/g, C00212, D00045, EN300-100931, AB00384349-11, AB00384349_13, AB00384349_14, Adenosine, BioReagent, suitable for cell culture, F093333, Q190012, 6-AMINO-9-.BETA.-D-RIBOFURANOSYL-9H-PURINE, SR-05000001981-1, SR-05000001981-2, BRD-K01577834-001-15-1, Z1341543331, 1-(6-amino-9H-purin-9-yl)-1-deoxy-beta-D-Ribofuranose, Adenosine, European Pharmacopoeia (EP) Reference Standard, Formycin A, from Streptomyces kaniharaensis, >=98% (HPLC), 1-(6-amino-9H-purin-9-yl)-1-deoxy-beta-delta-Ribofuranose, Adenosine, United States Pharmacopeia (USP) Reference Standard, Adenosine, Pharmaceutical Secondary Standard; Certified Reference Material, 142796-17-6, 9-|A-D-Ribofuranosyladenine; Adenine riboside; Adenine-9-|A-D-ribofuranoside; (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
Theoretical properties:
molecular_formula: C10H13N5O4
molecular_weight: 267.24 g/mol
exact_mass: 267.09675391 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 2
heavy_atom_count: 19
topological_polar_surface_area: 140 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Needles (from water +3/2)
color: Needles (from water +3/2)
odor: Odorless
solubility: Water solubility increases by warming and lowering the pH
Descriptions:
pubchem: Adenosine is a ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a betaN9-glycosidic bond. It has a role as an analgesic, a vasodilator agent, an anti-arrhythmia drug, a human metabolite and a fundamental metabolite. It is a purines D-ribonucleoside and a member of adenosines. It is functionally related to an adenine.
chebi: A ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a β‒N<small><sup>9</small></sup>-glycosidic bond.
chembl: ADENOSINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Adenosine (symbol A) is an organic compound that occurs widely in nature in the form of diverse derivatives. The molecule consists of an adenine attached to a ribose via a β-N9-glycosidic bond. Adenosine is one of the four nucleoside building blocks of RNA (and its derivative deoxyadenosine is a building block of DNA), which are essential for all life on Earth. Its derivatives include the energy carriers adenosine mono-, di-, and triphosphate, also known as AMP/ADP/ATP. Cyclic adenosine monophosphate (cAMP) is pervasive in signal transduction. Adenosine is used as an intravenous medication for some cardiac arrhythmias.
Adenosyl (abbreviated Ado or 5'-dAdo) is the chemical group formed by removal of the 5′-hydroxy (OH) group. It is found in adenosylcobalamin (an active form of vitamin B12) and as a radical in the radical SAM enzymes.