Compound: Eucalyptol
SMILES: O1C2(CCC(C1(C)C)CC2)C
InChIKey: WEEGYLXZBRQIMU-UHFFFAOYSA-N
Synonyms: Eucalyptol, cineole, 1,8-Cineole, 470-82-6, 1,8-Cineol, Cajeputol, Eucalyptole, Eucapur, p-Cineole, 1,8-Epoxy-p-menthane, Terpan, Zineol, 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, Eukalyptol, 1,8-Oxido-p-menthane, p-Menthane, 1,8-epoxy-, FEMA No. 2465, 2-Oxabicyclo[2.2.2]octane, 1,3,3-trimethyl-, Eucaly, NCI-C56575, 2-Oxabicyclo(2.2.2)octane, 1,3,3-trimethyl-, 1,3,3-Trimethyl-2-oxabicyclo(2.2.2)octane, 2-Oxa-1,3,3-trimethylbicyclo(2.2.2)octane, NSC-6171, DTXSID4020616, NSC6171, RV6J6604TK, 2-Oxa-1,3,3-trimethylbicyclo[2.2.2]octane, DTXCID60616, 2,2,4-trimethyl-3-oxabicyclo[2.2.2]octane, 4,7,7-trimethyl-8-oxabicyclo[2.2.2]octane, CHEBI:27961, 1,8 Cineole, 1,8 Cineol, 2,2,4-trimethyl-3-oxabicyclo(2.2.2)octane, 4,7,7-trimethyl-8-oxabicyclo(2.2.2)octane, 1,8 Epoxy p menthane, Rosatra, Rosatra Synergy, Germ Free ARIA, RefChem:6432, Rosa Rugosa Flower Oil, cineol, pinene, limonene, CHEBI:23243, MELAO ROSEMARY ESSENTIAL Oil, Rosatra Synergy for treatment of Acne Rosacea, 207-431-5, 617-029-5, CINEOL, Cucalyptol, Eukalyptol [Czech], Eucalyptol (natural), Cineole (VAN), NSC 6171, MFCD00167977, Soledum, CNL, Eucalyptol [USAN], NCGC00091666-01, NCGC00091666-04, Eucalyptol 1000 ug/mL in Methanol, UNII-RV6J6604TK, CAS-470-82-6, SMR000471853, CCRIS 3727, HSDB 991, Eucalyptol [USAN:USP], EINECS 207-431-5, BIDD:ER0481, AI3-00578, Cineole CRS, 1,8-eucalyptol, Eucalyptol (USP), 1.8-cineole, 1_8_cineole, Eucalyptol, 99%, Eucalyptol, Ph Helv, p-Menthane,8-epoxy-, Camphor EP Impurity D, EUCALYPTOL [II], EUCALYPTOL [MI], WLN: T66 A B AOTJ B1 B1 F1, EUCALYPTOL [FCC], CINEOLE [MART.], Spectrum2_000221, Spectrum3_000683, Spectrum4_001747, Spectrum5_000704, EUCALYPTOL [FHFI], EUCALYPTOL [HPUS], EUCALYPTOL [HSDB], CINEOLE [WHO-DD], EUCALYPTOL [VANDF], bmse000523, EC 207-431-5, EUCALYPTOL [USP-RS], SCHEMBL19622, SCHEMBL41020, BSPBio_002405, KBioGR_002194, MLS001050089, MLS001066338, orb104517, DivK1c_000333, SPECTRUM1500294, SPBio_000261, CINEOLE [EP MONOGRAPH], Eucalyptol, analytical standard, CHEMBL485259, GTPL2464, orb2893732, CHEMBL1397305, CHEMBL5492876, SCHEMBL17836873, HMS501A15, KBio1_000333, KBio3_001625, EUCALYPTOL [USP IMPURITY], NINDS_000333, EUCALYPTOL [USP MONOGRAPH], HMS2271P04, Pharmakon1600-01500294, HY-N0066, RYB82266, Tox21_111161, Tox21_202090, Tox21_302902, BDBM50459887, CCG-36080, NSC760388, SBB057535, AKOS015903223, AKOS016034339, AKOS037514637, Tox21_111161_1, CCG-266254, CS-8146, DB03852, FC74126, LMPR0102090019, NSC-760388, Eucalyptol 1000 microg/mL in Methanol, IDI1_000333, Eucalyptol, tested according to Ph.Eur., NCGC00091666-02, NCGC00091666-03, NCGC00091666-05, NCGC00095774-01, NCGC00178671-01, NCGC00256479-01, NCGC00259639-01, NCGC00389703-01, AC-20234, Eucalyptol, natural, >=99%, FCC, FG, LS-13868, NCI60_005108, ST096004, Eucalyptol; Cineole;Camphor EP Impurity D, 1,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 2-Oxa-1,3-trimethylbicyclo[2.2.2]octane, DB-070775, 2-Oxabicyclo[2.2.2]octane,3,3-trimethyl-, NS00002794, C09844, D04115, AB01563262_01, Q161572, SR-01000763816, SR-01000763816-2, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane(cineole), 1,8-Cineole, primary pharmaceutical reference standard, BRD-K15671046-001-03-6, BRD-K29996876-001-09-3, (1s,4s)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, Cineole, European Pharmacopoeia (EP) Reference Standard, Eucalyptol, certified reference material, TraceCERT(R), F0001-1260, Eucalyptol, United States Pharmacopeia (USP) Reference Standard, Eucalyptol (cineole), Pharmaceutical Secondary Standard; Certified Reference Material, InChI=1/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H
Theoretical properties:
molecular_formula: C10H18O
molecular_weight: 154.25 g/mol
exact_mass: 154.135765193 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 11
topological_polar_surface_area: 9.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless liquid or oil
color: Colorless liquid or oil
odor: Camphor-like odor
boiling_point: 349 to 351 °F at 760 mmHg (NTP, 1992)
melting_point: 34.7 °F (NTP, 1992)
density: 0.921 to 0.923 (NTP, 1992)
solubility: Insoluble (<1 mg/ml at 68 °F) (NTP, 1992)
flash_point: 49 °C (120 °F) - closed cup
vapor_pressure: 1.9 [mmHg]
Descriptions:
pubchem: 1,8-cineole is a cineole. It has a role as a flavouring agent.
chembl: EUCALYPTOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Eucalyptol (also called cineole) is a monoterpenoid colorless liquid, and a bicyclic ether. It has a fresh camphor-like odor and a spicy, cooling taste.  It is insoluble in water, but miscible with organic solvents. Eucalyptol makes up about 70–90% of eucalyptus oil. Eucalyptol forms crystalline adducts with hydrohalic acids, o-cresol, resorcinol, and phosphoric acid. Formation of these adducts is useful for purification.
In 1870, F. S. Cloez identified and ascribed the name "eucalyptol" to the dominant portion of Eucalyptus globulus oil.