4-Hydroxy-6-methoxy-3,4,5-trimethylbenzo[f][1]benzofuran-9-one

Details

• Internal ID: 8419d898-3a3e-4a53-9038-bbc063b43f18
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 4-hydroxy-6-methoxy-3,4,5-trimethylbenzo[f][1]benzofuran-9-one
• SMILES (Canonical): CC1=COC2=C1C(C3=C(C2=O)C=CC(=C3C)OC)(C)O
• SMILES (Isomeric): CC1=COC2=C1C(C3=C(C2=O)C=CC(=C3C)OC)(C)O
• InChI: InChI=1S/C16H16O4/c1-8-7-20-15-12(8)16(3,18)13-9(2)11(19-4)6-5-10(13)14(15)17/h5-7,18H,1-4H3
• InChI Key: HCDROHXQHZUWFS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7458	74.58%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7063	70.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6672	66.72%
P-glycoprotein inhibitior	-	0.7444	74.44%
P-glycoprotein substrate	-	0.8985	89.85%
CYP3A4 substrate	+	0.5853	58.53%
CYP2C9 substrate	-	0.8125	81.25%
CYP2D6 substrate	-	0.7568	75.68%
CYP3A4 inhibition	+	0.5904	59.04%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.5896	58.96%
CYP2D6 inhibition	-	0.8622	86.22%
CYP1A2 inhibition	+	0.7084	70.84%
CYP2C8 inhibition	-	0.6865	68.65%
CYP inhibitory promiscuity	+	0.6080	60.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Warning	0.3577	35.77%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7484	74.84%
Skin corrosion	-	0.9747	97.47%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7238	72.38%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	+	0.5626	56.26%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5958	59.58%
Acute Oral Toxicity (c)	II	0.4812	48.12%
Estrogen receptor binding	+	0.7925	79.25%
Androgen receptor binding	-	0.5126	51.26%
Thyroid receptor binding	+	0.5807	58.07%
Glucocorticoid receptor binding	+	0.7497	74.97%
Aromatase binding	+	0.7313	73.13%
PPAR gamma	+	0.7044	70.44%
Honey bee toxicity	-	0.9405	94.05%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9452	94.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.11%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.79%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.85%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.25%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	87.43%	93.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	86.55%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.16%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.07%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.44%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.15%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.59%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.33%	96.67%

Plants that contains it

• Parasenecio hastatus

Cross-Links

• PubChem: 162890688
• LOTUS: LTS0055360
• wikiData: Q105025622