(9-Methoxy-4,5-dimethylbenzo[f][1]benzofuran-3-yl)methanol

Details

• Internal ID: 7a8edabd-96c6-42dd-ad96-747f9be96855
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (9-methoxy-4,5-dimethylbenzo[f][1]benzofuran-3-yl)methanol
• SMILES (Canonical): CC1=C2C(=C3C(=COC3=C(C2=CC=C1)OC)CO)C
• SMILES (Isomeric): CC1=C2C(=C3C(=COC3=C(C2=CC=C1)OC)CO)C
• InChI: InChI=1S/C16H16O3/c1-9-5-4-6-12-13(9)10(2)14-11(7-17)8-19-16(14)15(12)18-3/h4-6,8,17H,7H2,1-3H3
• InChI Key: MVCIWNJWOSFVAG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 42.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.70
• 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	+	0.9904	99.04%
Caco-2	+	0.5231	52.31%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6091	60.91%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.9094	90.94%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5544	55.44%
P-glycoprotein inhibitior	-	0.8922	89.22%
P-glycoprotein substrate	-	0.8497	84.97%
CYP3A4 substrate	+	0.5292	52.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6566	65.66%
CYP3A4 inhibition	-	0.6803	68.03%
CYP2C9 inhibition	-	0.6325	63.25%
CYP2C19 inhibition	+	0.7320	73.20%
CYP2D6 inhibition	-	0.8348	83.48%
CYP1A2 inhibition	+	0.8757	87.57%
CYP2C8 inhibition	+	0.5303	53.03%
CYP inhibitory promiscuity	+	0.7913	79.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Non-required	0.4108	41.08%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.5669	56.69%
Skin irritation	-	0.7921	79.21%
Skin corrosion	-	0.9782	97.82%
Ames mutagenesis	+	0.7046	70.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5694	56.94%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5556	55.56%
skin sensitisation	-	0.7101	71.01%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8565	85.65%
Acute Oral Toxicity (c)	III	0.6165	61.65%
Estrogen receptor binding	-	0.5485	54.85%
Androgen receptor binding	+	0.5512	55.12%
Thyroid receptor binding	-	0.6010	60.10%
Glucocorticoid receptor binding	+	0.5472	54.72%
Aromatase binding	-	0.5212	52.12%
PPAR gamma	+	0.6759	67.59%
Honey bee toxicity	-	0.9344	93.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.3644	36.44%

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	96.96%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.10%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.74%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.98%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.09%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.63%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.90%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.01%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	80.59%	93.31%

Plants that contains it

• Jacobaea erucifolia subsp. erucifolia
• Senecio coronatus

Cross-Links

• PubChem: 15924094
• LOTUS: LTS0157820
• wikiData: Q105172914