8-hydroxy-6-methoxy-3,4,5-trimethyl-4H-benzo[f][1]benzofuran-9-one

Details

• Internal ID: f0d4d8fc-bb88-4fc9-8a16-5bd3a88cd28a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 8-hydroxy-6-methoxy-3,4,5-trimethyl-4H-benzo[f][1]benzofuran-9-one
• SMILES (Canonical): CC1C2=C(C(=O)C3=C1C(=C(C=C3O)OC)C)OC=C2C
• SMILES (Isomeric): CC1C2=C(C(=O)C3=C1C(=C(C=C3O)OC)C)OC=C2C
• InChI: InChI=1S/C16H16O4/c1-7-6-20-16-12(7)9(3)13-8(2)11(19-4)5-10(17)14(13)15(16)18/h5-6,9,17H,1-4H3
• InChI Key: VBVAUROCAVYMCB-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: 4.00
• Atomic LogP (AlogP): 3.31
• 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	+	0.9929	99.29%
Caco-2	+	0.6692	66.92%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9227	92.27%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8374	83.74%
P-glycoprotein inhibitior	-	0.7352	73.52%
P-glycoprotein substrate	-	0.8832	88.32%
CYP3A4 substrate	+	0.5326	53.26%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.8261	82.61%
CYP3A4 inhibition	-	0.5543	55.43%
CYP2C9 inhibition	-	0.8103	81.03%
CYP2C19 inhibition	+	0.6990	69.90%
CYP2D6 inhibition	-	0.8353	83.53%
CYP1A2 inhibition	+	0.9559	95.59%
CYP2C8 inhibition	-	0.7046	70.46%
CYP inhibitory promiscuity	+	0.7331	73.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.3707	37.07%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.7694	76.94%
Skin irritation	-	0.7414	74.14%
Skin corrosion	-	0.9862	98.62%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6884	68.84%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.8641	86.41%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7948	79.48%
Acute Oral Toxicity (c)	II	0.5987	59.87%
Estrogen receptor binding	+	0.5996	59.96%
Androgen receptor binding	+	0.6064	60.64%
Thyroid receptor binding	+	0.5750	57.50%
Glucocorticoid receptor binding	+	0.7133	71.33%
Aromatase binding	+	0.5643	56.43%
PPAR gamma	+	0.7196	71.96%
Honey bee toxicity	-	0.8809	88.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9448	94.48%

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	94.92%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.79%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.52%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.86%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.13%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.75%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.08%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.56%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.51%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.17%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.84%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.00%	85.14%

Plants that contains it

• Senecio mitophyllus

Cross-Links

• PubChem: 14414230
• LOTUS: LTS0138642
• wikiData: Q105283514