(9-Methoxy-5-methylbenzo[f][1]benzofuran-3-yl)methanol

Details

• Internal ID: 73fb787a-8a70-4725-b492-f4da78a86ff5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (9-methoxy-5-methylbenzo[f][1]benzofuran-3-yl)methanol
• SMILES (Canonical): CC1=C2C=C3C(=COC3=C(C2=CC=C1)OC)CO
• SMILES (Isomeric): CC1=C2C=C3C(=COC3=C(C2=CC=C1)OC)CO
• InChI: InChI=1S/C15H14O3/c1-9-4-3-5-11-12(9)6-13-10(7-16)8-18-15(13)14(11)17-2/h3-6,8,16H,7H2,1-2H3
• InChI Key: VTXWULOWVRFQDB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 42.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7030	70.30%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6414	64.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9133	91.33%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5624	56.24%
P-glycoprotein inhibitior	-	0.8487	84.87%
P-glycoprotein substrate	-	0.8896	88.96%
CYP3A4 substrate	+	0.5256	52.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6566	65.66%
CYP3A4 inhibition	-	0.6966	69.66%
CYP2C9 inhibition	-	0.6115	61.15%
CYP2C19 inhibition	+	0.8058	80.58%
CYP2D6 inhibition	-	0.7203	72.03%
CYP1A2 inhibition	+	0.9082	90.82%
CYP2C8 inhibition	+	0.5150	51.50%
CYP inhibitory promiscuity	+	0.8069	80.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9208	92.08%
Carcinogenicity (trinary)	Non-required	0.4248	42.48%
Eye corrosion	-	0.9675	96.75%
Eye irritation	-	0.5542	55.42%
Skin irritation	-	0.7394	73.94%
Skin corrosion	-	0.9785	97.85%
Ames mutagenesis	+	0.6646	66.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6120	61.20%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5216	52.16%
skin sensitisation	-	0.6573	65.73%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9450	94.50%
Acute Oral Toxicity (c)	III	0.6674	66.74%
Estrogen receptor binding	+	0.6993	69.93%
Androgen receptor binding	+	0.6240	62.40%
Thyroid receptor binding	-	0.4907	49.07%
Glucocorticoid receptor binding	+	0.6031	60.31%
Aromatase binding	+	0.7150	71.50%
PPAR gamma	+	0.6645	66.45%
Honey bee toxicity	-	0.9389	93.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.3926	39.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.84%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.16%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.44%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.51%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.51%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.28%	92.62%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.51%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.04%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	82.86%	93.31%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.60%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.36%	96.00%
CHEMBL2535	P11166	Glucose transporter	81.27%	98.75%

Plants that contains it

• Trichilia martiana

Cross-Links

• PubChem: 11195861
• LOTUS: LTS0107069
• wikiData: Q105293076