Description

Adenosine (CAS: 58-61-7) is a naturally occurring nucleoside composed of adenine and D-ribose, with the molecular formula C₁₀H₁₃N₅O₄. It plays a critical role in biochemical processes as a building block of RNA and a precursor for ATP, the primary energy carrier in cells. Adenosine is widely used in research, pharmaceuticals, and biotechnology due to its involvement in cellular signaling (e.g., via adenosine receptors), cardiovascular regulation, and neuroprotection. This high-purity compound is suitable for applications ranging from enzymatic studies to drug development. Available in various grades, including USP and EP standards, it meets stringent quality requirements for laboratory and industrial use.

Properties

• CAS Number: 58-61-7
• Complexity: 335
• IUPAC Name: (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
• InChI: InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
• InChI Key: OIRDTQYFTABQOQ-KQYNXXCUSA-N
• Exact Mass: 267.09675391
• Molecular Formula: C10H13N5O4
• Molecular Weight: 267.24
• SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
• Topological: 140
• Monoisotopic Mass: 267.09675391
• Physical Description: Solid
• Color/Form: Needles
• Odor: Odorless
• Taste: Mild, saline, or bitter taste
• Solubility: >40.1 [ug/mL]
• Dissociation Constants: pKa1 = 3.6; pKa2 = 12.4
• Synonyms: adenosine, 58-61-7, Adenine riboside, beta-D-Adenosine, Nucleocardyl, Adenosin, Sandesin, Boniton, Myocol, Adenine nucleoside, Adenocor, beta-Adenosine, 9-beta-D-Ribofuranosyl-9H-purin-6-amine, 9-beta-D-Ribofuranosyladenine, 9-beta-D-Ribofuranosidoadenine, USAF CB-10, Ade-Rib, 9beta-D-Ribofuranosyladenine, 6-Amino-9-beta-D-ribofuranosyl-9H-purine, Caswell No. 010B, (2R,3R,4S,5R)-2-(6-Aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol, SR 96225, beta-D-Ribofuranoside, adenine-9, 6-Amino-9beta-D-ribofuranosyl-9H-purine, adenine-D-ribose, CHEBI:16335, NSC 7652, Adenogesic, CCRIS 2557, Adenin riboside, SR-96225, 9H-Purin-6-amine, 9beta-D-ribofuranosyl-, AI3-52413, EINECS 200-389-9, NSC 627048, UNII-K72T3FS567, DTXSID1022558, HSDB 7774, K72T3FS567, NSC-7652, beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-, Adenosine [USAN:USP:BAN], DTXCID902558, NSC7652, NSC627048, ADENOSINE (MART.), ADENOSINE [MART.], ADENOSINE (USP-RS), ADENOSINE [USP-RS], Adenosine (USAN:USP:BAN), ADENOSINE (EP IMPURITY), ADENOSINE [EP IMPURITY], ADENOSINE (EP MONOGRAPH), ADENOSINE [EP MONOGRAPH], ADENOSINE (USP MONOGRAPH), ADENOSINE [USP MONOGRAPH], Adenosina, Adenosinum, 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, JUVEHEAL A Ampoule, CELLPEDIA ATADIA, BOTOKI V MASK, 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, Dr.Different VITALIFT A, Return 10 MTSSOLUTION, MIZON PEPTIDE 500, FILL ME MICRO NEEDLE, adenosine injection, solution, 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, Dr.Different VITALIFT A Forte, Mamachi Moms Stretch Mark Cream, 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, RUBELLI BEAUTY FACE PREMIUM, 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, BRING GREEN FRESH MASK AVOCADO, 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 EYE PLUS, INTOMEDI FIRST AMPOULE PLACENTA, LOB20 CELLPEDIA ATADIA AMPOULE, Dermall Matrix Facial Dermal care Mask, Iaso Triple Protection Bb SPF 30 Pa, BVBLAB SQUALAN SERUM STI CK 70, THE SKIN HOUSE Wrinkle System Essence, YOMA AMPOULE PLUS ALOE MASK PACK, DARYOMI STEMCELL LIFT EYE PREMIUM, ReOrganic Womans Inner Care Essence Gel, Super Amazing Revolution For MultiLotion, Antibe Super Hydrating Moisturizing Cream, CONGJU PRINCESS LIFTING MASK SHEET, Dermall Matrix Eye zone Dermal care Mask, THE SKIN HOUSE Wrinkle CollagenEmulsion, THE SKIN HOUSE Wrinkle System EyeCream, YOMA AMPOULE PLUS GINSENG MASK PACK, DR. GLODERM TIME TO WRINKLETOX MASK, LOVELY GERANIUM AROMATHERAPY MASK30g, rootree Golden Tree Royal Resplendent Serum, Adenosine Injection, 6mg/2mL (3mg/mL) Vial, NEWSTEM Rx PENELLAGEN Deep Lifting Essence, Mioggi Magic Advanced Skin Essential Activator, Super Amazing Revolution For The Youth Ampoule, TRIPLE CROWN CORDYCEPS SUPER ESSENCE MASK, VECLAT OU C.GNATURE 3 Lighty Blending Ampoule, VECLAT OU C.GNATURE 3 Power Radiant Face Mask, 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, Adenocard, Adenoscan, Adenosin [German], (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol, Adenosine [USAN:BAN], (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol, Quinquefolan B, 3H-adenosine, MFCD00005752, Dehydran 240, 9-.beta.-d-Ribofuranosyladenine, Adenosine (Adenocard), CHEMBL477, Adenine riboside;D-Adenosine, Adenine-9-beta-D-ribofuranoside, NCGC00023673-05, Pallacor, 41547-82-4, 109767-06-8, 133248-01-8, D-Adenosine, Adenine 9-beta-D-arabinofuranoside, .beta.-D-Adenosine, CAS-58-61-7, Adenocard (TN), Adenoscan (TN), SMR000058216, MEDR-640, Adenosine (JAN/USP), SR-05000001981, .beta.-D-Ribofuranoside, adenine-9, 9-.alpha.-D-Arabinofuranosyladenine, MFCD00065471, b-D-Adenosine, SUN-Y4001, N6-Methylado, 1dgm, 1odi, 2fqy, 2ydo, 3axz, 4cki, 4ckj, beta-delta-Adenosine, [U-14C]adenosine, 6-Amino-9.beta.-D-ribofuranosyl-9H-purine, Adenosine (Standard), 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, bmse000061, bmse000996, Epitope ID:140947, ADENOSINE [WHO-DD], 4-Aminopyrazolo[3,4-d]pyrimidine ribonucleoside, 9-ss-D-Ribofuranosyladenine, D-Adenosine;Adenine riboside, BSPBio_001796, .beta.-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-, cid_60961, MLS000069638, MLS002153227, MLS006010946, SPECTRUM1500107, Adenine-9-ss-D-ribofuranoside, REGID_for_CID_60961, SPBio_001194, adenine-9beta-D-Ribofuranoside, GTPL2844, SCHEMBL3366600, SCHEMBL9789587, 9beta-delta-Ribofuranosyladenine, ADENOSINE [ORANGE BOOK], SCHEMBL10361572, SCHEMBL16057823, BDBM14487, HY-B0228R, KBio3_001296, 9-beta-delta-Ribofuranosyladenine, 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, 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, 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, A0152, 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, 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, (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol, 142796-17-6

Adenosine is utilized in cardiovascular research for its vasodilatory effects and as an antiarrhythmic agent. It serves as a substrate for enzymes like adenosine kinase and deaminase in metabolic studies. In cell culture, it supports nucleotide synthesis and energy metabolism. Additionally, adenosine is a key component in diagnostic assays and therapeutic formulations targeting adenosine receptor pathways.

Safety and Hazards

GHS Hazard Statements

• H315 (21.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (21.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (21.9%)
• Eye Irrit. 2A (21.9%)

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