Menthofuran

Details

• Internal ID: 71db69c8-8096-4bc9-9fa9-31876618bfbf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran
• SMILES (Canonical): CC1CCC2=C(C1)OC=C2C
• SMILES (Isomeric): CC1CCC2=C(C1)OC=C2C
• InChI: InChI=1S/C10H14O/c1-7-3-4-9-8(2)6-11-10(9)5-7/h6-7H,3-5H2,1-2H3
• InChI Key: YGWKXXYGDYYFJU-UHFFFAOYSA-N
• Popularity: 389 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22 g/mol
• Exact Mass: 150.104465066 g/mol
• Topological Polar Surface Area (TPSA): 13.10 Ų
• XlogP: 3.00

Synonyms

• 494-90-6
• Menthofurane
• 3,6-Dimethyl-4,5,6,7-tetrahydro-1-benzofuran
• BENZOFURAN, 4,5,6,7-TETRAHYDRO-3,6-DIMETHYL-
• 3,9-Epoxy-p-mentha-3,8-diene
• p-Mentha-3,8-diene, 3,9-epoxy-
• 4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran
• FEMA No. 3235
• 4,5,6,7-Tetrahydro-3,6-dimethylcoumarone
• EINECS 207-795-5
• NSC 315249
• UNII-LK024V9U3C
• LK024V9U3C
• 3,6-dimethyl-4,5,6,7-tetrahydrobenzofuran
• DTXSID9025534
• CHEBI:50542
• NSC-315249
• (R)-(+)-Menthofuran
• MFCD00041851
• (+/-)-menthofuran
• 3,8-diene
• (R)-4,5,6,7-tetrahydro-3,6-dimethylbenzofuran
• p-Mentha-3, 3,9-epoxy-
• DTXCID005534
• SCHEMBL1472618
• CHEMBL1522900
• MENTHOFURAN, (+/-)-
• Tox21_200722
• BDBM50418084
• NSC315249
• AKOS015906818
• LS-1298
• SB47674
• 3,9-Epoxy-(+)-p-Mentha-3,8-diene
• NCGC00090822-01
• NCGC00090822-02
• NCGC00258276-01
• AS-76978
• CAS-494-90-6
• Benzofuran,5,6,7-tetrahydro-3,6-dimethyl-
• FT-0617128
• FT-0772068
• 3,6-dimethyl-4,5,6,7-tetrahydro-benzofuran
• C09868
• 3,6-Dimethyl-4,5,6,7-tetrahydrobenzo[b]furan
• 3,6-Dimethyl-4,5,6,7-tetrahydro-1-benzofuran #
• 4,5,6,7 - tetrahydro - 3,6 - dimethylbenzofuran
• 4,5,6,7-Tetrahydro-3,6-dimethyl-(R)-Benzofuran
• Q6817554
• 4,5,6,7-TETRAHYDRO-3,6-DIMETHYL-BENZOFURAN
• 4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran, >=95%

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
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	17782.8 nM	Potency	via CMAUP
CHEMBL5282	P11509	Cytochrome P450 2A6	840 nM; 2500 nM	Ki; Ki	PMID: 16248836; PMID: 16248836
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	6309.6 nM; 6309.6 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	92.04%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.00%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.42%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.18%	86.33%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	81.16%	83.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.95%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.83%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.46%	93.56%

Plants that contains it

• Agathosma betulina
• Clinopodium ashei
• Clinopodium menthifolium subsp. menthifolium
• Clinopodium nepeta subsp. spruneri
• Clinopodium serpyllifolium subsp. fruticosum
• Cunila fasciculata
• Curcuma longa
• Euodia hortensis
• Ficus carica
• Mentha × piperita
• Mentha × verticillata
• Mentha aquatica
• Mentha longifolia
• Mentha pulegium
• Minthostachys andina
• Nepeta tenuifolia
• Pycnanthemum floridanum

Cross-Links

• PubChem: 329983
• NPASS: NPC59035
• ChEMBL: CHEMBL1522900
• LOTUS: LTS0035633
• wikiData: Q6817554