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

Details

• Internal ID: 9806070d-3684-493a-8549-f87f0293d2ec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (8a-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-4-yl) acetate
• InChI: InChI=1S/C17H24O4/c1-10-9-20-13-8-17(19)7-5-6-11(2)16(17,4)15(14(10)13)21-12(3)18/h9,11,15,19H,5-8H2,1-4H3
• InChI Key: TVNQHBGTXBVVIR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

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	+	0.7139	71.39%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7189	71.89%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9105	91.05%
OATP1B3 inhibitior	+	0.8297	82.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.7628	76.28%
P-glycoprotein inhibitior	-	0.8548	85.48%
P-glycoprotein substrate	-	0.8804	88.04%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8292	82.92%
CYP3A4 inhibition	-	0.6589	65.89%
CYP2C9 inhibition	-	0.6749	67.49%
CYP2C19 inhibition	-	0.6640	66.40%
CYP2D6 inhibition	-	0.9596	95.96%
CYP1A2 inhibition	+	0.5326	53.26%
CYP2C8 inhibition	-	0.6806	68.06%
CYP inhibitory promiscuity	-	0.9270	92.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5874	58.74%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.7342	73.42%
Skin irritation	-	0.5241	52.41%
Skin corrosion	-	0.9184	91.84%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6627	66.27%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5425	54.25%
skin sensitisation	-	0.9033	90.33%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6401	64.01%
Acute Oral Toxicity (c)	III	0.3042	30.42%
Estrogen receptor binding	+	0.7623	76.23%
Androgen receptor binding	+	0.6294	62.94%
Thyroid receptor binding	+	0.5983	59.83%
Glucocorticoid receptor binding	+	0.6394	63.94%
Aromatase binding	+	0.5585	55.85%
PPAR gamma	+	0.6246	62.46%
Honey bee toxicity	-	0.8181	81.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9913	99.13%

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	89.72%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.51%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.32%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.87%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.78%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.98%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.12%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.55%	92.50%

Plants that contains it

• Ligularia kanaitzensis
• Ligularia lamarum

Cross-Links

• PubChem: 162878539
• LOTUS: LTS0051858
• wikiData: Q105265434