Compound: Sclareol
SMILES: O[C@]1([C@@H]([C@@]2([C@H](C(CCC2)(C)C)CC1)C)CC[C@@](O)(C=C)C)C
InChIKey: XVULBTBTFGYVRC-HHUCQEJWSA-N
Synonyms: Sclareol, 515-03-7, labd-14-ene-8,13-diol, (13R)-Labd-14-ene-8,13-diol, DTXSID0047111, (-)-SCLAREOL, B607NP0Q8Y, Labd-14-ene-8,13-diol, (13R)-, CHEBI:9053, DTXCID8027111, FEMA NO. 4502, (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol, labd-14-ene-8alpha, 13beta-diol, (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol labd-14-ene-8,13-diol, 1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (alphaR,1R,2R,4aS,8aS)-, (1R,2R,4aS,8aS)-1-((3R)-3-hydroxy-3-methylpent-4-en-1-yl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol labd-14-ene-8,13-diol, (1R,2R,4aS,8aS)-1-((3R)-3-hydroxy-3-methylpent-4-enyl)-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol, RefChem:49009, 208-194-0, (1R,2R,4aS,8aS)-1-((R)-3-hydroxy-3-methylpent-4-en-1-yl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol, MFCD00869558, (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol, Sclareol (~90%), (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol, (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methyl-pent-4-enyl]-2,5,5,8a-tetramethyl-decalin-2-ol, Sclareol (natural), SCAREOL, UNII-B607NP0Q8Y, (1R,2R,8aS)-Decahydro-1-(3-hydroxy-3-methyl-4-pentenyl)-2,5,5,8a-tetramethyl-2-naphthol, (1R-(1a(R*),2ss,4ass,8aa))-a-Ethylenedecahydro-2-hydroxy-a,2,5,5,8a-pentamethyl-1-naphthalenepropanol; (-)-Sclareol, EINECS 208-194-0, Sclareol (Standard), Sclareol, 98%, Scareol, 95%, BRN 2054148, Sclareol, analytical standard, 4-06-00-05554 (Beilstein Handbook Reference), SCHEMBL873931, CHEMBL294740, orb1304615, GTPL13431, HY-N0128R, 1-NAPHTHALENEPROPANOL, .ALPHA.-ETHENYLDECAHYDRO-2-HYDROXY-.ALPHA.,2,5,5,8A-PENTAMETHYL-, (1R-(1.ALPHA.(R*),2.BETA.,4A.BETA.,8A.ALPHA.))-, HY-N0128, Tox21_302727, MSK159869, Sclareol 1000 microg/mL in Acetone, AKOS025310185, EBC-615395, FS74088, LMPR0104030010, (13R)-Labd-14-ene-8alpha,13-diol, NCGC00256908-01, 1-Naphthalenepropanol, .alpha.-ethenyldecahydro-2-hydroxy-.alpha.,2,5,5,8a-pentamethyl-, (.alpha.R,1R,2R,4aS,8aS)-, AC-34890, AS-14857, CAS-515-03-7, CS-0007834, S0916, C09183, Q63396017, (1R,2R,4As,8aR)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol, (1R-(1?(R*),2?,4a?,8a?))-?-Ethylenedecahydro-2-hydroxy-?,2,5,5,8a-pentamethyl-1-naphthalenepropanol; (-)-Sclareol, (1R-(1alpha(R*),2beta,4Abeta,8aalpha))-2-hydroxy-alpha,2,5,5,8a-pentamethyl-alpha-vinyldecahydronaphthalene-1-propan-1-ol, 1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (1theta-(1alpha(theta),2beta,4abeta,8aalpha))-, 1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (alphaR,1R,2R,4aS,8aS)-: (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol, 1-Naphthalenepropanol, decahydro-alpha-ethenyl-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (1R-(1-alpha(R*),2-beta,4a-beta,8a-alpha))-, UK6
Theoretical properties:
molecular_formula: C20H36O2
molecular_weight: 308.5 g/mol
exact_mass: 308.271530387 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 4
heavy_atom_count: 22
topological_polar_surface_area: 40.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Practically insoluble or insoluble in water
Descriptions:
pubchem: Sclareol is a labdane diterpenoid that is labd-14-ene substituted by hydroxy groups at positions 8 and 13. It has been isolated from Salvia sclarea. It has a role as an antimicrobial agent, an antifungal agent, a fragrance, an apoptosis inducer and a plant metabolite.
chebi: A labdane diterpenoid that is labd-14-ene substituted by hydroxy groups at positions 8 and 13. It has been isolated from <em>Salvia sclarea</em>.
chembl: SCLAREOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Sclareol is a fragrant chemical compound found in Salvia sclarea, from which it derives its name. It is classified as a bicyclic diterpene alcohol having roles in plant growth, development, defense, and attraction of pollinators.
It is an amber-colored solid with a sweet, herbaceous, balsamic scent used as a fragrance in perfume manufacturing, and as a flavoring agent. Sclareol is the most common starting material for manufacturing ambroxide (tradenames, Ambrox or Ambroxan), which is used as a fixative in commercial perfumes.
Sclareol is also extracted from the flowers of Cistus creticus, Nicotiana glutinosa, and Cleome spinosa.