(4-Acetyloxy-8a-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-6-yl) acetate

Details

• Internal ID: 962d13c7-f7d8-410b-a9c1-5f3101ff9f54
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4-acetyloxy-8a-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-6-yl) acetate
• SMILES (Canonical): CC1C(CCC2(C1(C(C3=C(C2)OC=C3C)OC(=O)C)C)O)OC(=O)C
• SMILES (Isomeric): CC1C(CCC2(C1(C(C3=C(C2)OC=C3C)OC(=O)C)C)O)OC(=O)C
• InChI: InChI=1S/C19H26O6/c1-10-9-23-15-8-19(22)7-6-14(24-12(3)20)11(2)18(19,5)17(16(10)15)25-13(4)21/h9,11,14,17,22H,6-8H2,1-5H3
• InChI Key: PWSFKAFOGDABJH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.17293854 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 6
• 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	+	0.9920	99.20%
Caco-2	+	0.6862	68.62%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7633	76.33%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.9084	90.84%
OATP1B3 inhibitior	+	0.8902	89.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7035	70.35%
P-glycoprotein inhibitior	-	0.5861	58.61%
P-glycoprotein substrate	-	0.8423	84.23%
CYP3A4 substrate	+	0.6498	64.98%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8292	82.92%
CYP3A4 inhibition	-	0.7011	70.11%
CYP2C9 inhibition	-	0.7836	78.36%
CYP2C19 inhibition	-	0.8985	89.85%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	-	0.6951	69.51%
CYP2C8 inhibition	-	0.7463	74.63%
CYP inhibitory promiscuity	-	0.9546	95.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5857	58.57%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9399	93.99%
Skin irritation	-	0.6336	63.36%
Skin corrosion	-	0.8519	85.19%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5297	52.97%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5050	50.50%
skin sensitisation	-	0.8853	88.53%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5482	54.82%
Acute Oral Toxicity (c)	III	0.4200	42.00%
Estrogen receptor binding	+	0.8534	85.34%
Androgen receptor binding	+	0.6355	63.55%
Thyroid receptor binding	+	0.5809	58.09%
Glucocorticoid receptor binding	+	0.6954	69.54%
Aromatase binding	+	0.5335	53.35%
PPAR gamma	+	0.6386	63.86%
Honey bee toxicity	-	0.8057	80.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9742	97.42%

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	97.17%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.79%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.60%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.56%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.48%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.66%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.60%	92.94%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.79%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	81.68%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.19%	100.00%

Plants that contains it

• Ligularia hodgsonii

Cross-Links

• PubChem: 163039028
• LOTUS: LTS0256941
• wikiData: Q105215968