(4-Hydroxy-3,4a,5-trimethyl-2-oxo-3,4,5,6,7,8,8a,9-octahydrobenzo[f][1]benzofuran-6-yl) 2-methylprop-2-enoate

Details

• Internal ID: 442d59ad-97f0-432d-ab3b-37a261416135
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (4-hydroxy-3,4a,5-trimethyl-2-oxo-3,4,5,6,7,8,8a,9-octahydrobenzo[f][1]benzofuran-6-yl) 2-methylprop-2-enoate
• SMILES (Canonical): CC1C(CCC2C1(C(C3=C(C2)OC(=O)C3C)O)C)OC(=O)C(=C)C
• SMILES (Isomeric): CC1C(CCC2C1(C(C3=C(C2)OC(=O)C3C)O)C)OC(=O)C(=C)C
• InChI: InChI=1S/C19H26O5/c1-9(2)17(21)23-13-7-6-12-8-14-15(10(3)18(22)24-14)16(20)19(12,5)11(13)4/h10-13,16,20H,1,6-8H2,2-5H3
• InChI Key: UGZUTRLIYKMKJU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 5
• 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	+	0.9826	98.26%
Caco-2	+	0.6386	63.86%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7533	75.33%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.7994	79.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6521	65.21%
BSEP inhibitior	-	0.8178	81.78%
P-glycoprotein inhibitior	-	0.7203	72.03%
P-glycoprotein substrate	-	0.5861	58.61%
CYP3A4 substrate	+	0.6534	65.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.5085	50.85%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.8858	88.58%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	+	0.6909	69.09%
CYP2C8 inhibition	-	0.7568	75.68%
CYP inhibitory promiscuity	-	0.8323	83.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4820	48.20%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9370	93.70%
Skin irritation	+	0.5778	57.78%
Skin corrosion	-	0.8539	85.39%
Ames mutagenesis	-	0.6418	64.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.4682	46.82%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6533	65.33%
skin sensitisation	-	0.7842	78.42%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7474	74.74%
Acute Oral Toxicity (c)	III	0.5522	55.22%
Estrogen receptor binding	+	0.7663	76.63%
Androgen receptor binding	-	0.4943	49.43%
Thyroid receptor binding	+	0.6096	60.96%
Glucocorticoid receptor binding	+	0.7339	73.39%
Aromatase binding	-	0.5547	55.47%
PPAR gamma	+	0.5557	55.57%
Honey bee toxicity	-	0.6875	68.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9920	99.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.24%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.66%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.71%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	86.76%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.67%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.96%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.31%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.61%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.06%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.24%	93.04%

Plants that contains it

• Ligularia virgaurea

Cross-Links

• PubChem: 162993918
• LOTUS: LTS0023842
• wikiData: Q105272674