(8S)-8-methoxy-1,5,8-trimethyl-7,9-dihydro-6H-benzo[e][1]benzofuran

Details

• Internal ID: e8aafef4-19b8-40c4-80a4-06829cdaea2d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (8S)-8-methoxy-1,5,8-trimethyl-7,9-dihydro-6H-benzo[e][1]benzofuran
• SMILES (Canonical): CC1=CC2=C(C(=CO2)C)C3=C1CCC(C3)(C)OC
• SMILES (Isomeric): CC1=CC2=C(C(=CO2)C)C3=C1CC[C@](C3)(C)OC
• InChI: InChI=1S/C16H20O2/c1-10-7-14-15(11(2)9-18-14)13-8-16(3,17-4)6-5-12(10)13/h7,9H,5-6,8H2,1-4H3/t16-/m0/s1
• InChI Key: WVCUCIZNNPDGAN-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₂
• Molecular Weight: 244.33 g/mol
• Exact Mass: 244.146329876 g/mol
• Topological Polar Surface Area (TPSA): 22.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9388	93.88%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4889	48.89%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5792	57.92%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.8970	89.70%
CYP3A4 substrate	+	0.5724	57.24%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	+	0.3758	37.58%
CYP3A4 inhibition	-	0.8442	84.42%
CYP2C9 inhibition	-	0.7331	73.31%
CYP2C19 inhibition	+	0.6252	62.52%
CYP2D6 inhibition	-	0.9058	90.58%
CYP1A2 inhibition	-	0.6648	66.48%
CYP2C8 inhibition	-	0.5846	58.46%
CYP inhibitory promiscuity	-	0.7843	78.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5455	54.55%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.5652	56.52%
Skin irritation	-	0.7645	76.45%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3680	36.80%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5791	57.91%
skin sensitisation	-	0.8235	82.35%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5969	59.69%
Acute Oral Toxicity (c)	III	0.7365	73.65%
Estrogen receptor binding	+	0.5399	53.99%
Androgen receptor binding	+	0.7031	70.31%
Thyroid receptor binding	-	0.6393	63.93%
Glucocorticoid receptor binding	-	0.5062	50.62%
Aromatase binding	-	0.5539	55.39%
PPAR gamma	-	0.5560	55.60%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9628	96.28%

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	97.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.12%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.24%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.94%	94.00%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	87.93%	95.70%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.05%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.58%	95.56%

Plants that contains it

• Chloranthus multistachys

Cross-Links

• PubChem: 162898480
• LOTUS: LTS0130239
• wikiData: Q105313460