Compound: epinephrine
SMILES: Oc1c(O)ccc(c1)[C@@H](O)CNC
InChIKey: UCTWMZQNUQWSLP-VIFPVBQESA-N
Synonyms: epinephrine, adrenaline, l-Adrenaline, Adrenalin, Levoepinephrine, Epinefrina, Nephridine, Adnephrine, Chelafrin, Epinephran, Epipen, Epirenan, (-)-Adrenaline, Renoform, (R)-Adrenaline, Hypernephrin, Renostypticin, Adrenine, Hemisine, Hemostasin, Levorenin, Levorenine, Mucidrina, Nieraline, Paranephrin, Renaglandin, Renaleptine, Renalina, Bosmin, Exadrin, Adrin, Vasoconstrictine, Bronkaid Mist, Primatene Mist, Methylarterenol, Adrenalinum, Glauposine, Hemostatin, Scurenaline, Styptirenal, Supracapsulin, Supranephrane, Vasotonin, Simplene, Takamina, Twinject, (-)-(R)-Epinephrine, Antiasthmatique, Esphygmogenina, Isoptoepinal, Sphygmogenin, Stryptirenal, Supranephrine, (R)-Epinephrine, Adrenamine, Adrenapax, Adrenasol, Adrenodis, Adrenohorma, Adrenosan, Adrenutol, Astmahalin, Astminhal, Balmadren, Bernarenin, Biorenine, Brevirenin, Drenamist, Dylephrin, Glaucosan, Glycirenan, Haemostasin, Haemostatin, Hektalin, Hyporenin, Intranefrin, Kidoline, Myosthenine, Sindrenina, Soladren, Supranefran, Supranol, Takamine, Tokamina, Vasodrine, Corisol, Mytrate, Suprel, Asthma-nefrin, Asmatane Mist, Sympathin I, Asthma meter mist, 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol, Adrenalin-Medihaler, Dyspne-Inhal, R-(-)-Epinephrine, Epinephrinum, Epinefrin, Susphrine, 1-Epinephrine, 1-Adrenalin, Epipen Jr., Renaglandulin, Renostypricin, Vasoconstrictor, Adrenalina, Adrenatrate, Epirenin, Metanephrin, Renagladin, Surenine, (R)-(-)-Adrenaline, Vasoton, Rcra waste number P042, R-Adrenaline, Auvi-q, Methylaminoethanolcatechol, (R)-(-)-Epinephrine, Adrenaclick, Epinefrina [INN-Spanish], Epinephrinum [INN-Latin], Adrenan, Epinephrin, Lyodrin, Symjepi, Adrine, (R)-(-)-Adnephrine, EPIPEN E Z PEN, (R)-(-)-Epirenamine, EPI E Z PEN JR, Twinject 0.3, Auvi-Q auto-injector, Twinject 0.15, Racepinefrine, (r)-, EPIPEN JR, Levoreninum, CCRIS 4812, Anapen, HSDB 4289, 4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol, AI3-19015, UNII-YKH834O4BH, EINECS 200-098-7, NSC 62786, 1-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol, 1,2-Benzenediol, 4-(1-hydroxy-2-(methylamino)ethyl)-, (R)-, DTXSID5022986, NSC-62786, (R)-4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol, DTXCID802986, 1,2-Benzenediol, 4-(1-hydroxy-2-(methylamino)ethyl)-, (theta)-, Epinephrine [USP:INN:BAN:JAN], OCTOCAINE COMPONENT EPINEPHRINE, IONTOCAINE COMPONENT EPINEPHRINE, 4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol, 1,2-Benzenediol, 4-[1-hydroxy-2-(methylamino)ethyl]-, (R)-, Epinefrina (INN-Spanish), Epinephrinum (INN-Latin), ADRENALINE (MART.), ADRENALINE [MART.], EPINEPHRINE (USP-RS), EPINEPHRINE [USP-RS], ADRENALINE (EP IMPURITY), ADRENALINE [EP IMPURITY], LIDOSITE TOPICAL SYSTEM KIT COMPONENT EPINEPHRINE, ADRENALINE (EP MONOGRAPH), ADRENALINE [EP MONOGRAPH], Epinephrine (USP:INN:BAN:JAN), EPINEPHRINE (USP MONOGRAPH), EPINEPHRINE [USP MONOGRAPH], 4-((1R)-1-HYDROXY-2-(METHYLAMINO)ETHYL)-1,2-BENZENEDIOL, epineprine, (R)-4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol, 4-((1R)-1-hydroxy-2-(methylamino)ethyl)benzene-1,2-diol, adrAnaline, EpinJect, Epinephrine1553, epinephrine solution, Prime Asthma Relief, ASTHMAHALIN, Epinephrine Inhalation, RefChem:6426, ADRENALIN(R), epinephrine|racepinefrine, ADRENALIN (EPINEPHRINE), A01AD01, B02BC09, C01CA24, EPINEPHRINE (AUTOINJECTOR), R01AA14, R03AA01, S01EA01, Episnap Epinephrine Convenience Kit, EPINEPHRINE COMPONENT OF OCTOCAINE, EPINEPHRINE COMPONENT OF IONTOCAINE, V49663C-25 SPINAL 25G PENCIL POINT NOVAPLUS, EPINEPHRINE COMPONENT OF LIDOSITE TOPICAL SYSTEM KIT, 3,4-DIHYDROXY-1-(1-HYDROXY-2-(METHYLAMINO)ETHYL)BENZENE, 200-098-7, 4-(1-hydroxy-2-(methylamino)ethyl)benzene-1,2-diol, 51-43-4, L-epinephrine, (-)-Epinephrine, Adrenal, Sus-Phrine, Epifrin, Tonogen, l-Epirenamine, Lyophrin, Supradin, Epiglaufrin, Renostyptin, Levorenen, Eppy, Epinefrin [Czech], Surrenine, d-Adrenaline, l-Epinephrine (synthetic), Adrenalina [DCIT], l-Adrenalin, l-Methylaminoethanolcatechol, SUS-PHRINE SULFITE-FREE, L-Epinehphrine, l-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol, (-)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcohol, RCRA waste no. P042, Micronefrin, (-)-Adrenalin, NEFFY, (-)-R-Epinephrine, Sus-phrine sulphite-free, Lopac-E-4642, 1,2-Benzenediol, 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]-, CHEMBL679, YKH834O4BH, Levo-Methylaminoethanolcatechol, D-Epinephrine, D-Epifrin, CHEBI:28918, Benzyl alcohol, 3,4-dihydroxy-alpha-((methylamino)methyl)-, (-)-, (r)-4-(1-hydroxy-2-(methylamino)ethyl)benzene-1,2-diol, NCGC00015417-01, NCGC00142615-03, NCGC00142615-08, 1,2-Benzenediol, 4-((1R)-1-hydroxy-2-(methylamino)ethyl)-, (-)-3,4-Dihydroxy-a-[2-(methylamino)ethyl]benzyl alcohol, (R)-4-[1-Hydroxy-2-(methylamino)ethyl]benzene-1,2-diol, Exadri, (-)-3,4-Dihydroxy-alpha-[2-(methylamino)ethyl]benzyl alcohol, l-Epinephine, Asthmahaler Mist, Ana-Guard, Ana-Kit, CAS-51-43-4, Epipen EZ Pen, L-Adrenaline Base, Epi EZ Pen Jr, ADROP, Epinephrine [USAN:INN:JAN], Epipen Auto-Injector, Bronkaid Suspension Mist, RACEPINEFRINE HYDROCHLORIDE, (R)-, Epipen Jr. Auto-Injector, NSC62786, Bupivacaine Hcl and Epinephrine, MFCD00063027, Adrenaline CRS, Benzyl alcohol, 3,4-dihydroxy-.alpha.-[(methylamino)methyl]-, (-)-, BENZYL ALCOHOL, 3,4-DIHYDROXY-.ALPHA.-((METHYLAMINO)METHYL)-, (-)-, Adrenalin (TN), ALE, IOP, Epinephrine (USP), Epipen (TN), nchembio747-comp9, Twinject 0.30, Adrenaline/Epinephrine, (-)-Epinephrine;L-Adrenaline;(-)-Adrenalin, Adrenaline (JP15), Adrenaline (JP18), Epitrate (Salt/Mix), Auvi-q (TN), ADRENALINE [JAN], Epinephrine (USP/INN), EPINEPHRINE [MI], EPINEPHRINE [INN], Adrenaline impurity F CRS, ADRENALINUM [HPUS], EPINEPHRINE [HSDB], bmse000316, Epitope ID:768757, 4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol #, Citanest Forte (Salt/Mix), L-Adrenaline (Epinephrine), SCHEMBL3814, 3,4-Dihydroxy-.alpha.-((methylamino)methyl)benzyl alcohol, EPINEPHRINE [WHO-DD], EPINEPHRINE [WHO-IP], GTPL479, BIDD:GT0119, E4250_SIGMA, orb3025406, (-)-Epinephrine (+)-bitartrate salt;L-Adrenaline (+)-bitartrate salt, SCHEMBL29353423, BDBM44818, cid_6852374, HY-B0447B, component of E-Pilo (Salt/Mix), EPINEPHRINE [ORANGE BOOK], GLXC-14445, HMS3884H06, 104655-05-2, EPINEPHRINUM [WHO-IP LATIN], Tox21_111562, BDBM50029050, EBC-12200, HSCI1_000215, PDSP1_001120, PDSP2_001104, s2522, SBB012384, 51-43-4 (FREE BASE), AKOS024283500, Tox21_111562_1, CCG-204593, DB00668, FA10705, MSK000565-100M, SDCCGSBI-0050486.P002, SMP1_000227, (-)-Epinephrine, >=97.0% (NT), NCGC00142615-01, NCGC00142615-04, NCGC00142615-05, NCGC00142615-06, NCGC00142615-07, NCGC00142615-09, NCGC00142615-18, AC-13188, AC-31211, AS-13813, DA-50242, ST069368, 4,5-beta-trihydroxy-N-methylphenethylamine, A0173, NS00010349, SW219274-1, C00788, D00095, D88222, EN300-120880, AB00573227-11, AB00573227-12, AB00573227-13, AB00573227_14, AB00573227_15, (-)-Epinephrine Solution in Methanol, 100ug/mL, Q132621, 4-(1-hydroxy-2-methylamino-ethyl)benzene-1,2-diol, ethanol, 1-(3,4-dihydroxyphenyl)-2-(methylamino)-, SR-01000075267-8, Adrenaline; Noradrenaline EP Impurity A; Epinephrine, BRD-K63126190-001-03-6, BRD-K63126190-001-04-4, BRD-K63126190-001-05-1, BRD-K63126190-003-01-6, BRD-K63126190-046-02-3, BRD-K63126190-046-03-1, NORADRENALINE TARTRATE IMPURITY A [EP IMPURITY], 4-[(1R)-1-hydroxy-2-methylaminoethyl]benzene-1,2-diol, Z1255449978, (-)-3,4-dihydroxy-a-[(methylamino)methyl]-Benzyl alcohol, Adrenaline, European Pharmacopoeia (EP) Reference Standard, (-)-3,4-dihydroxy-alpha-[(methylamino)methyl]-Benzyl alcohol, 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]pyrocatechol;tartaric acid, Adrenaline with impurity F, European Pharmacopoeia (EP) Reference Standard, 2,3-bis(oxidanyl)butanedioic acid;4-[(1R)-2-(methylamino)-1-oxidanyl-ethyl]benzene-1,2-diol
Theoretical properties:
molecular_formula: C9H13NO3
molecular_weight: 183.20 g/mol
exact_mass: 183.08954328 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 13
topological_polar_surface_area: 72.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Brown (in air)
color: Brown (in air)
odor: Odorless
melting_point: 412 to 414 °F (NTP, 1992)
solubility: less than 0.1 mg/mL at 64 °F (NTP, 1992)
Descriptions:
pubchem: (R)-adrenaline is the R-enantiomer of adrenaline. It is a hormone secreted by the adrenal glands resulting in the 'fight-or-flight' response. It has a role as a hormone, a beta-adrenergic agonist, a bronchodilator agent, a sympathomimetic agent, an alpha-adrenergic agonist, a vasodilator agent, an adrenergic agonist, a mydriatic agent, a vasoconstrictor agent and a mouse metabolite. It is a conjugate base of a (R)-adrenaline(1+). It is an enantiomer of a (S)-adrenaline.
chebi: The <i>R</i>-enantiomer of adrenaline. It is a hormone secreted by the adrenal glands resulting in the 'fight-or-flight' response.
chembl: EPINEPHRINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Adrenaline, also known as epinephrine and alternatively spelled adrenalin, is a hormone and medication which is involved in regulating visceral functions (e.g., respiration). It appears as a white microcrystalline granule. Adrenaline is normally produced by the adrenal glands and by a small number of neurons in the medulla oblongata. It plays an essential role in the fight-or-flight response by increasing blood flow to muscles, heart output by acting on the SA node, pupil dilation response, and blood sugar level. It does this by binding to alpha and beta receptors. It is found in many animals, including humans, and some single-celled organisms. It has also been isolated from the plant Scoparia dulcis found in Northern Vietnam.