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

Details

• Internal ID: 4bc36830-89ed-4ca8-9947-d7ec3b308c77
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(5S)-9-hydroxy-4,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-3-yl]methyl acetate
• SMILES (Canonical): CC1CCCC2=C1C(=C3C(=COC3=C2O)COC(=O)C)C
• SMILES (Isomeric): C[C@H]1CCCC2=C1C(=C3C(=COC3=C2O)COC(=O)C)C
• InChI: InChI=1S/C17H20O4/c1-9-5-4-6-13-14(9)10(2)15-12(7-20-11(3)18)8-21-17(15)16(13)19/h8-9,19H,4-7H2,1-3H3/t9-/m0/s1
• InChI Key: GYXFTBWMQQPMNP-VIFPVBQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	+	0.6834	68.34%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7571	75.71%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8306	83.06%
OATP1B3 inhibitior	+	0.8343	83.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6472	64.72%
P-glycoprotein inhibitior	-	0.8032	80.32%
P-glycoprotein substrate	-	0.8386	83.86%
CYP3A4 substrate	+	0.5903	59.03%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.7918	79.18%
CYP3A4 inhibition	-	0.6446	64.46%
CYP2C9 inhibition	+	0.8104	81.04%
CYP2C19 inhibition	+	0.7325	73.25%
CYP2D6 inhibition	-	0.8812	88.12%
CYP1A2 inhibition	+	0.8753	87.53%
CYP2C8 inhibition	+	0.5352	53.52%
CYP inhibitory promiscuity	+	0.5279	52.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6049	60.49%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.5883	58.83%
Skin irritation	-	0.8015	80.15%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	+	0.5609	56.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.4352	43.52%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5229	52.29%
skin sensitisation	-	0.8586	85.86%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8899	88.99%
Acute Oral Toxicity (c)	III	0.4541	45.41%
Estrogen receptor binding	+	0.7562	75.62%
Androgen receptor binding	+	0.6562	65.62%
Thyroid receptor binding	-	0.6354	63.54%
Glucocorticoid receptor binding	+	0.6689	66.89%
Aromatase binding	-	0.6493	64.93%
PPAR gamma	+	0.8252	82.52%
Honey bee toxicity	-	0.9023	90.23%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9947	99.47%

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	98.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.56%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.22%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.09%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.89%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.36%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.92%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.55%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.76%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162919256
• LOTUS: LTS0228838
• wikiData: Q105237222