(5S,7S)-9-methoxy-3,5,7-trimethyl-6,7-dihydro-5H-benzo[f][1]benzofuran-8-one

Details

• Internal ID: 188f298c-235e-4366-b456-16cb6df69344
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (5S,7S)-9-methoxy-3,5,7-trimethyl-6,7-dihydro-5H-benzo[f][1]benzofuran-8-one
• SMILES (Canonical): CC1CC(C(=O)C2=C1C=C3C(=COC3=C2OC)C)C
• SMILES (Isomeric): C[C@H]1C[C@@H](C(=O)C2=C1C=C3C(=COC3=C2OC)C)C
• InChI: InChI=1S/C16H18O3/c1-8-5-9(2)14(17)13-11(8)6-12-10(3)7-19-15(12)16(13)18-4/h6-9H,5H2,1-4H3/t8-,9-/m0/s1
• InChI Key: SQUOHRYRKFQYDH-IUCAKERBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 3
• 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	+	0.8419	84.19%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6566	65.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9160	91.60%
OATP1B3 inhibitior	+	0.9823	98.23%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6294	62.94%
P-glycoprotein inhibitior	-	0.8479	84.79%
P-glycoprotein substrate	-	0.7970	79.70%
CYP3A4 substrate	+	0.5928	59.28%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.7792	77.92%
CYP3A4 inhibition	-	0.7519	75.19%
CYP2C9 inhibition	-	0.7198	71.98%
CYP2C19 inhibition	+	0.7254	72.54%
CYP2D6 inhibition	-	0.8825	88.25%
CYP1A2 inhibition	+	0.9745	97.45%
CYP2C8 inhibition	-	0.7152	71.52%
CYP inhibitory promiscuity	+	0.8027	80.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Warning	0.4515	45.15%
Eye corrosion	-	0.9634	96.34%
Eye irritation	-	0.8178	81.78%
Skin irritation	-	0.7634	76.34%
Skin corrosion	-	0.9817	98.17%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5543	55.43%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7519	75.19%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9083	90.83%
Acute Oral Toxicity (c)	III	0.4260	42.60%
Estrogen receptor binding	-	0.4912	49.12%
Androgen receptor binding	+	0.7838	78.38%
Thyroid receptor binding	-	0.4913	49.13%
Glucocorticoid receptor binding	-	0.4786	47.86%
Aromatase binding	-	0.5961	59.61%
PPAR gamma	-	0.5783	57.83%
Honey bee toxicity	-	0.8380	83.80%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9746	97.46%

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	96.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.77%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.02%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.11%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.64%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.00%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.51%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.69%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.78%	97.09%
CHEMBL1871	P10275	Androgen Receptor	83.29%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.65%	99.23%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.77%	94.03%

Plants that contains it

• Elekmania fuertesii

Cross-Links

• PubChem: 14707247
• LOTUS: LTS0031348
• wikiData: Q105258598