[(5R,6S)-9-methoxy-3,4,5-trimethyl-5,6-dihydrobenzo[f][1]benzofuran-6-yl] acetate

Details

• Internal ID: 247857e6-484a-4e9f-9357-952644f6d7e6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(5R,6S)-9-methoxy-3,4,5-trimethyl-5,6-dihydrobenzo[f][1]benzofuran-6-yl] acetate
• InChI: InChI=1S/C18H20O4/c1-9-8-21-18-15(9)11(3)16-10(2)14(22-12(4)19)7-6-13(16)17(18)20-5/h6-8,10,14H,1-5H3/t10-,14-/m0/s1
• InChI Key: ZRFLKTSHIISUTA-HZMBPMFUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.8470	84.70%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6300	63.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8663	86.63%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5211	52.11%
P-glycoprotein inhibitior	-	0.5052	50.52%
P-glycoprotein substrate	-	0.7606	76.06%
CYP3A4 substrate	+	0.5652	56.52%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8477	84.77%
CYP3A4 inhibition	+	0.7449	74.49%
CYP2C9 inhibition	-	0.6361	63.61%
CYP2C19 inhibition	+	0.8568	85.68%
CYP2D6 inhibition	-	0.8564	85.64%
CYP1A2 inhibition	+	0.9340	93.40%
CYP2C8 inhibition	-	0.5618	56.18%
CYP inhibitory promiscuity	+	0.9162	91.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9510	95.10%
Carcinogenicity (trinary)	Danger	0.4584	45.84%
Eye corrosion	-	0.9761	97.61%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.7911	79.11%
Skin corrosion	-	0.9876	98.76%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7408	74.08%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	-	0.5767	57.67%
skin sensitisation	-	0.8155	81.55%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8845	88.45%
Acute Oral Toxicity (c)	II	0.5039	50.39%
Estrogen receptor binding	+	0.7330	73.30%
Androgen receptor binding	+	0.5345	53.45%
Thyroid receptor binding	+	0.5521	55.21%
Glucocorticoid receptor binding	+	0.6142	61.42%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5431	54.31%
Honey bee toxicity	-	0.8202	82.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	94.23%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.54%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.43%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.37%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.91%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.09%	93.65%

Plants that contains it

• Senecio crispus

Cross-Links

• PubChem: 101596712
• LOTUS: LTS0200603
• wikiData: Q105381926