Magnolol

Details

• Internal ID: d4f54e8a-1b51-433b-803f-125f94c8e46b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 2-(2-hydroxy-5-prop-2-enylphenyl)-4-prop-2-enylphenol
• SMILES (Canonical): C=CCC1=CC(=C(C=C1)O)C2=C(C=CC(=C2)CC=C)O
• SMILES (Isomeric): C=CCC1=CC(=C(C=C1)O)C2=C(C=CC(=C2)CC=C)O
• InChI: InChI=1S/C18H18O2/c1-3-5-13-7-9-17(19)15(11-13)16-12-14(6-4-2)8-10-18(16)20/h3-4,7-12,19-20H,1-2,5-6H2
• InChI Key: VVOAZFWZEDHOOU-UHFFFAOYSA-N
• Popularity: 1,047 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₂
• Molecular Weight: 266.30 g/mol
• Exact Mass: 266.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.00

Synonyms

• 528-43-8
• 5,5'-Diallyl-[1,1'-biphenyl]-2,2'-diol
• 5,5'-Diallyl-2,2'-biphenyldiol
• 2,2'-Bichavicol
• 5,5'-Diallyl-2,2'-dihydroxybiphenyl
• Dehydrodichavicol
• NSC 293099
• 2-(2-hydroxy-5-prop-2-enylphenyl)-4-prop-2-enylphenol
• 4-allyl-2-(5-allyl-2-hydroxy-phenyl)phenol
• MFCD00016658
• UNII-001E35HGVF
• MLS001048917
• 001E35HGVF
• CHEBI:6643
• HSDB 7686
• 5,5'-di(prop-2-en-1-yl)biphenyl-2,2'-diol
• 2-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol
• 5,5'-Diallylbiphenyl-2,2'-diol
• [1,1'-Biphenyl]-2,2'-diol, 5,5'-di-2-propenyl-
• NSC-293099
• SMR000387108
• (1,1'-Biphenyl)-2,2'-diol, 5,5'-di-2-propenyl-
• 2'-Bichavicol
• SR-01000758206
• Kopnolia
• Magnolol,(S)
• MAGNOLOL [HSDB]
• MAGNOLOL [INCI]
• MAGNOLOL [MI]
• UPCMLD-DP037
• cid_72300
• SCHEMBL132477
• REGID_for_CID_72300
• CHEMBL180920
• DTXSID0044076
• FEMA NO. 4559
• UPCMLD-DP037:001
• BDBM78304
• HMS2269N09
• HMS3651O18
• AMY40661
• BCP28276
• HY-N0163
• AC-931
• BBL027818
• NSC293099
• s2321
• STK801955
• AKOS005266409
• CCG-208588
• CS-5021
• DS-1284
• SMP2_000086
• Magnolol, >=95% (HPLC), from plant
• NCGC00161609-01
• NCGC00161609-02
• LS-44356
• SY016075
• D3971
• FT-0628104
• SW219728-1
• 2,2'-DIHYDROXY-5,5'-DIALLYLBIPHENYL
• EN300-7368364
• A829277
• 5,5'-Di-2-propenyl-[1,1'-biphenyl]-2,2'-diol
• Q-100598
• Q6732002
• SR-01000758206-3
• SR-01000758206-4
• BRD-K26168087-001-01-4
• Magnolol, European Pharmacopoeia (EP) Reference Standard
• Z1741977128
• [1,1'-Biphenyl]-2,2'-diol, 5,5'-di-2-propen-1-yl-
• 2-(2-oxidanyl-5-prop-2-enyl-phenyl)-4-prop-2-enyl-phenol
• 5,5'-bis(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol
• 5,5'-DI-2-PROPEN-1-YL-(1,1'-BIPHENYL)-2,2'-DIOL
• 5,5 inverted exclamation mark -Diallyl-2,2 inverted exclamation mark -biphenyldiol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	31622.8 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM; 39810.7 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL218	P21554	Cannabinoid CB1 receptor	3150 nM	Ki	PMID: 24900561
CHEMBL253	P34972	Cannabinoid CB2 receptor	1440 nM	Ki	PMID: 24900561
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	28183.8 nM	Potency	via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	31622.8 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	562.3 nM; 22387.2 nM; 28183.8 nM	Potency; Potency; Potency	via Super-PRED; via CMAUP; via CMAUP
CHEMBL5162	Q6W5P4	Neuropeptide S receptor	12589.3 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.39%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.45%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	92.87%	90.24%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.17%	90.00%
CHEMBL3194	P02766	Transthyretin	83.66%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.12%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.91%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	80.50%	94.73%

Plants that contains it

• Alpinia flabellata
• Angelica japonica
• Baccharis truncata
• Beilschmiedia volckii
• Benincasa hispida
• Centaurea benedicta
• Cercidiphyllum japonicum
• Chloranthus fortunei
• Chuquiraga erinacea
• Cuphea hyssopifolia
• Cylindrolobus mucronatus
• Epimedium koreanum
• Euphorbia palustris
• Euphorbia pithyusa
• Farfugium japonicum
• Fouquieria diguetii
• Fritillaria monantha
• Hansenia weberbaueriana
• Holarrhena floribunda
• Illicium difengpi
• Illicium dunnianum
• Illicium verum
• Lathyrus latifolius
• Magnolia biondii
• Magnolia coco
• Magnolia garrettii
• Magnolia henryi
• Magnolia liliiflora
• Magnolia obovata
• Magnolia officinalis
• Magnolia virginiana
• Ononis viscosa
• Paragynoxys meridana
• Pedicularis rex
• Pinus edulis
• Posidonia oceanica
• Pterocarpus erinaceus
• Pyrus bourgaeana
• Rheum officinale
• Rheum palmatum
• Rheum tanguticum
• Salvia broussonetii
• Sandoricum koetjape
• Sassafras randaiense
• Sedum sarmentosum
• Sorbus torminalis
• Streblus asper
• Suaeda maritima
• Triunia erythrocarpa

Cross-Links

• PubChem: 72300
• NPASS: NPC288411
• ChEMBL: CHEMBL180920
• LOTUS: LTS0194504
• wikiData: Q6732002