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

Details

• Internal ID: b3804674-e4b3-4428-9f42-383ac2d64ee2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(5S)-9-methoxy-4,5-dimethyl-5,6-dihydrobenzo[f][1]benzofuran-3-yl]methyl acetate
• SMILES (Canonical): CC1CC=CC2=C1C(=C3C(=COC3=C2OC)COC(=O)C)C
• SMILES (Isomeric): C[C@H]1CC=CC2=C1C(=C3C(=COC3=C2OC)COC(=O)C)C
• InChI: InChI=1S/C18H20O4/c1-10-6-5-7-14-15(10)11(2)16-13(8-21-12(3)19)9-22-18(16)17(14)20-4/h5,7,9-10H,6,8H2,1-4H3/t10-/m0/s1
• InChI Key: OAUIVPUMZYBOSH-JTQLQIEISA-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: 3.80
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8787	87.87%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5602	56.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	+	0.8905	89.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8325	83.25%
P-glycoprotein inhibitior	-	0.6070	60.70%
P-glycoprotein substrate	-	0.7486	74.86%
CYP3A4 substrate	+	0.5983	59.83%
CYP2C9 substrate	-	0.8247	82.47%
CYP2D6 substrate	-	0.8280	82.80%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.7264	72.64%
CYP2C19 inhibition	+	0.7299	72.99%
CYP2D6 inhibition	-	0.7326	73.26%
CYP1A2 inhibition	+	0.7608	76.08%
CYP2C8 inhibition	-	0.5875	58.75%
CYP inhibitory promiscuity	+	0.8692	86.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5019	50.19%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.8070	80.70%
Skin corrosion	-	0.9747	97.47%
Ames mutagenesis	+	0.5855	58.55%
Human Ether-a-go-go-Related Gene inhibition	+	0.8213	82.13%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5660	56.60%
skin sensitisation	-	0.6404	64.04%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9062	90.62%
Acute Oral Toxicity (c)	III	0.4142	41.42%
Estrogen receptor binding	+	0.6007	60.07%
Androgen receptor binding	+	0.6629	66.29%
Thyroid receptor binding	-	0.5249	52.49%
Glucocorticoid receptor binding	+	0.5412	54.12%
Aromatase binding	-	0.7064	70.64%
PPAR gamma	+	0.6839	68.39%
Honey bee toxicity	-	0.8386	83.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	95.93%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.93%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.77%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.56%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.77%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.39%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.33%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	83.45%	91.19%
CHEMBL2581	P07339	Cathepsin D	83.35%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.92%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.45%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.32%	85.14%

Plants that contains it

• Roldana barba-johannis

Cross-Links

• PubChem: 162959472
• LOTUS: LTS0231193
• wikiData: Q105188816