Compound: Honokiol
SMILES: Oc1c(-c2cc(c(O)cc2)CC=C)cc(CC=C)cc1
InChIKey: FVYXIJYOAGAUQK-UHFFFAOYSA-N
Synonyms: Honokiol, 35354-74-6, 3,5'-Diallyl-4,2'-dihydroxybiphenyl, Purinol, 4-allyl-2-(3-allyl-4-hydroxy-phenyl)phenol, 2-(4-hydroxy-3-prop-2-enylphenyl)-4-prop-2-enylphenol, DTXSID30188845, 11513CCO0N, FMLT BSASM H, NSC-293100, (1,1'-BIPHENYL)-2,4'-DIOL, 3',5-DI-2-PROPEN-1-YL-, RefChem:788486, DTXCID90111336, 609-119-8, 5,3'-Diallyl-2,4'-dihydroxybiphenyl, NSC 293100, 3',5-Di-2-propen-1-yl[1,1'-biphenyl]-2,4'-diol, MFCD00016674, 3',5-Diallylbiphenyl-2,4'-diol, 3',5-diallyl-[1,1'-biphenyl]-2,4'-diol, CPD000387107, CHEMBL16901, NSC293100, s2310, [1,1'-Biphenyl]-2,4'-diol, 3',5-di-2-propenyl-, (1P)-3',5-di(prop-2-en-1-yl)[1,1'-biphenyl]-2,4'-diol, 2-[4-hydroxy-3-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol, SMR000387107, 3',5-di(prop-2-en-1-yl)biphenyl-2,4'-diol, 3',5-diallyl-2,4'-biphenyldiol, (1,1'-BIPHENYL)-2,4'-DIOL, 3',5-DI-2-PROPENYL-, UNII-11513CCO0N, Honokiol?, -dihydroxydiphenyl, Honokiol CRS, Honokiol, HO, 3',5-Di-2-propen-1-yl-[1,1'-biphenyl]-2,4'-diol; [1,1'-Biphenyl]-2,4'-diol, 3',5-di-2-propenyl- (9CI); 3',5-Diallyl-2,4'-biphenyldiol; Honokiol; NSC 293100, Y4T, Honokiol (Standard), 5,3&prime, Honokiol - 98%, -Diallyl-2,4&prime, HONOKIOL [MI], HONOKIOL [WHO-DD], Honokiol, analytical standard, cid_72303, MLS000759481, MLS001048916, MLS001423980, MLS006011755, SCHEMBL133034, REGID_for_CID_72303, CHEBI:5759, orb1304634, orb3139948, SCHEMBL29363985, SCHEMBL29384099, SCHEMBL30008303, GTPL11610, HY-N0003R, MSK1624, 3',1'-biphenyl)-2,4'-diol, 2-(4-hydroxy-3-prop-2-enyl-phenyl)- 4-prop-2-enyl-phenol, GLXC-06954, HMS2051C12, HMS2271J07, HMS3393C12, HMS3656G03, HMS5080L08, HY-N0003, 5,3'-Diallyl-biphenyl-2,4'-diol, AC-486, BBL027819, BDBM50157304, EBC-11157, HB0328, STK801954, 3'',5-diallylbiphenyl-2,4''-diol, Honokiol, >=98% (HPLC), powder, 3,5'-diallyl-2',4-dihydroxybiphenyl, AKOS005622639, Honokiol - 98% - Bio-X trade mark, 3',5-Diallyl-2,4'-dihydroxybiphenyl, CCG-100864, CS-1696, FH09766, NC00114, 5,3''-Diallyl-biphenyl-2,4''-diol, SMP2_000040, 3',3'-Diallyl-4,6'-dihydroxybiphenyl, NCGC00163567-01, NCGC00163567-02, NCGC00163567-03, NCGC00163567-08, AS-15333, BH300084, 5,3''''-Diallyl-biphenyl-2,4''''-diol, H1309, NS00011726, SW197494-3, EN300-7399522, 3',5-di-2-propenyl-1,1'-biphenyl-2,4'-diol, F221573, SR-01000758208, Q5896650, SR-01000758208-5, {1,1'-Biphenyl]-2,4'-diol, 3,5-di-2-propenyl-, 3'',5-di-2-propenyl-1,1''-biphenyl-2,4''-diol, BRD-K98493452-001-01-6, BRD-K98493452-001-14-9, Honokiol, European Pharmacopoeia (EP) Reference Standard, Z2065671480, [1,1'-Biphenyl]-2,4'-diol, 3',5-di-2-propen-1-yl, 2-(4-hydroxy-3-prop-2-enyl-phenyl)-4-prop-2-enyl-phenol, 3',5-Di(prop-2-en-1-yl)[1,1'-biphenyl]-2,4'-diol, 4-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]-2-(prop-2-en-1-yl)phenol, 3',5-Diallyl-[1,1'-biphenyl]-2,4'-diol compound with 5,5'-diallyl-[1,1'-biphenyl]-2,2'-diol, InChI=1/C18H18O2/c1-3-5-13-7-9-18(20)16(11-13)14-8-10-17(19)15(12-14)6-4-2/h3-4,7-12,19-20H,1-2,5-6H, N-[[4-([1,2,4]Triazolo[1,5-a]pyridin-6-yl)-5-(6-methylpyridin-2-yl)-1H-imidazol-2-yl]methyl]-2-fluoroaniline; N-?(2-?Fluorophenyl)?-?5-?(6-?methyl-?2-?pyridinyl)?-?4-?[1,?2,?4]?triazolo[1,?5-?a]?pyridin-?6-?yl-1H-?imidazole-?2-?methanamine
Theoretical properties:
molecular_formula: C18H18O2
molecular_weight: 266.3 g/mol
exact_mass: 266.130679813 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 5
heavy_atom_count: 20
topological_polar_surface_area: 40.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Honokiol is a member of biphenyls.
chembl: HONOKIOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Honokiol is a lignan isolated from the bark, seed cones, and leaves of trees belonging to the genus Magnolia. It has been identified as one of the chemical compounds in some traditional Eastern herbal medicines along with magnolol, 4-O-methylhonokiol, and obovatol.
Honokiol, a compound with a spicy odor extracted from various Magnolia species worldwide, including those native to the Southeastern United States and Mexico, can readily cross the blood-brain and cerebrospinal fluid barriers, making it a highly bioavailable and potentially effective therapeutic agent. Honokiol is a small, hydrophobic neolignan biphenol structurally similar to propofol that can be purified efficiently from its isomer magnolol using advanced chromatography techniques such as magnolol acetonide protection followed by flash chromatography or high-capacity high-speed countercurrent chromatography.
Extracts from the bark and seed cones of Magnolia trees have been traditionally used in Chinese, Korean, and Japanese medicine as analgesics and treatments for anxiety and mood disorders, notably in formulas like Houpu in Chinese medicine and Kampo in Japan. Honokiol is a pleiotropic natural compound under preliminary research for antitumor, anti-inflammatory, antioxidant, neuroprotective, and antithrombotic properties, showing therapeutic potential across the central nervous system, cardiovascular system, and gastrointestinal system, though it may pose bleeding risks in patients with hemophilia, Von Willebrand disease, or those on anticoagulant therapy.