[(5S,7S)-9-methoxy-3,5,7-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-4-yl] acetate

Details

• Internal ID: 98a03c03-1f6f-4394-bf9b-e22f6435b598
• 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-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-4-yl] acetate
• SMILES (Canonical): CC1CC(C2=C(C1)C(=C3C(=C2OC(=O)C)C(=CO3)C)OC)C
• SMILES (Isomeric): C[C@H]1C[C@@H](C2=C(C1)C(=C3C(=C2OC(=O)C)C(=CO3)C)OC)C
• InChI: InChI=1S/C18H22O4/c1-9-6-10(2)14-13(7-9)16(20-5)18-15(11(3)8-21-18)17(14)22-12(4)19/h8-10H,6-7H2,1-5H3/t9-,10-/m0/s1
• InChI Key: QSKFPYVOUMICFW-UWVGGRQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₄
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.15180918 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.36
• 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	+	0.9928	99.28%
Caco-2	+	0.7665	76.65%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5420	54.20%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4581	45.81%
P-glycoprotein inhibitior	-	0.7716	77.16%
P-glycoprotein substrate	-	0.7361	73.61%
CYP3A4 substrate	+	0.5798	57.98%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.7694	76.94%
CYP3A4 inhibition	-	0.6857	68.57%
CYP2C9 inhibition	-	0.6655	66.55%
CYP2C19 inhibition	+	0.6652	66.52%
CYP2D6 inhibition	-	0.8364	83.64%
CYP1A2 inhibition	+	0.9188	91.88%
CYP2C8 inhibition	-	0.5830	58.30%
CYP inhibitory promiscuity	+	0.6719	67.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4484	44.84%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.8132	81.32%
Skin irritation	-	0.8380	83.80%
Skin corrosion	-	0.9824	98.24%
Ames mutagenesis	+	0.5563	55.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4725	47.25%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5216	52.16%
skin sensitisation	-	0.7938	79.38%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8768	87.68%
Acute Oral Toxicity (c)	II	0.4484	44.84%
Estrogen receptor binding	-	0.5570	55.70%
Androgen receptor binding	+	0.6542	65.42%
Thyroid receptor binding	-	0.6093	60.93%
Glucocorticoid receptor binding	+	0.6139	61.39%
Aromatase binding	-	0.6786	67.86%
PPAR gamma	+	0.5321	53.21%
Honey bee toxicity	-	0.7366	73.66%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	93.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.20%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.48%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.06%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.70%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.60%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.00%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.30%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.14%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.29%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.76%	95.50%

Plants that contains it

• Elekmania fuertesii

Cross-Links

• PubChem: 14707251
• LOTUS: LTS0009451
• wikiData: Q105227064