(5S,8S)-8-methoxy-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran

Details

• Internal ID: e2f3b5b8-bfb1-4c1e-adc3-985adf8f6761
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (5S,8S)-8-methoxy-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran
• SMILES (Canonical): CC1CCC(C2=CC3=C(C(=CO3)C)C(=C12)C)OC
• SMILES (Isomeric): C[C@H]1CC[C@@H](C2=CC3=C(C(=CO3)C)C(=C12)C)OC
• InChI: InChI=1S/C16H20O2/c1-9-5-6-13(17-4)12-7-14-16(10(2)8-18-14)11(3)15(9)12/h7-9,13H,5-6H2,1-4H3/t9-,13-/m0/s1
• InChI Key: JEUYDTPWGDAPMX-ZANVPECISA-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): 4.63
• 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	+	0.8951	89.51%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4233	42.33%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9185	91.85%
OATP1B3 inhibitior	+	0.9626	96.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8369	83.69%
P-glycoprotein inhibitior	-	0.8726	87.26%
P-glycoprotein substrate	-	0.7892	78.92%
CYP3A4 substrate	+	0.5353	53.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3734	37.34%
CYP3A4 inhibition	-	0.9147	91.47%
CYP2C9 inhibition	-	0.7461	74.61%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8568	85.68%
CYP1A2 inhibition	+	0.7638	76.38%
CYP2C8 inhibition	+	0.5347	53.47%
CYP inhibitory promiscuity	-	0.6519	65.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.4425	44.25%
Eye corrosion	-	0.9761	97.61%
Eye irritation	-	0.9393	93.93%
Skin irritation	-	0.7216	72.16%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	+	0.5563	55.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7651	76.51%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	-	0.6937	69.37%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.8732	87.32%
Acute Oral Toxicity (c)	III	0.7371	73.71%
Estrogen receptor binding	+	0.7665	76.65%
Androgen receptor binding	+	0.7460	74.60%
Thyroid receptor binding	-	0.5685	56.85%
Glucocorticoid receptor binding	-	0.5750	57.50%
Aromatase binding	-	0.5848	58.48%
PPAR gamma	-	0.5190	51.90%
Honey bee toxicity	-	0.8290	82.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.8349	83.49%

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	94.94%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.95%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.37%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.15%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.86%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.69%	90.24%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.12%	89.62%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	81.18%	95.70%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.62%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.50%	94.00%
CHEMBL2581	P07339	Cathepsin D	80.23%	98.95%

Plants that contains it

• Euryops arabicus

Cross-Links

• PubChem: 14237586
• LOTUS: LTS0119896
• wikiData: Q105126429