[7a-(hydroxymethyl)-4,4-dimethyl-2-oxo-3a,5-dihydro-3H-1-benzofuran-5-yl] 3,4-dimethylpent-3-enoate

Details

• Internal ID: 4b763bbb-4c03-44da-ad45-30fe4cf2925e
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: [7a-(hydroxymethyl)-4,4-dimethyl-2-oxo-3a,5-dihydro-3H-1-benzofuran-5-yl] 3,4-dimethylpent-3-enoate
• SMILES (Canonical): CC(=C(C)CC(=O)OC1C=CC2(C(C1(C)C)CC(=O)O2)CO)C
• SMILES (Isomeric): CC(=C(C)CC(=O)OC1C=CC2(C(C1(C)C)CC(=O)O2)CO)C
• InChI: InChI=1S/C18H26O5/c1-11(2)12(3)8-15(20)22-14-6-7-18(10-19)13(17(14,4)5)9-16(21)23-18/h6-7,13-14,19H,8-10H2,1-5H3
• InChI Key: MEOOEKUHUBRFQB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₅
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	+	0.5208	52.08%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8261	82.61%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.7686	76.86%
OATP1B3 inhibitior	+	0.9044	90.44%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4728	47.28%
P-glycoprotein inhibitior	-	0.7896	78.96%
P-glycoprotein substrate	-	0.6817	68.17%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.5447	54.47%
CYP2C9 inhibition	-	0.7847	78.47%
CYP2C19 inhibition	-	0.8542	85.42%
CYP2D6 inhibition	-	0.9395	93.95%
CYP1A2 inhibition	-	0.7557	75.57%
CYP2C8 inhibition	-	0.7133	71.33%
CYP inhibitory promiscuity	-	0.7578	75.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9117	91.17%
Carcinogenicity (trinary)	Non-required	0.5758	57.58%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8932	89.32%
Skin irritation	-	0.5789	57.89%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5562	55.62%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6527	65.27%
skin sensitisation	-	0.8014	80.14%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6696	66.96%
Acute Oral Toxicity (c)	III	0.6224	62.24%
Estrogen receptor binding	+	0.7327	73.27%
Androgen receptor binding	+	0.5764	57.64%
Thyroid receptor binding	+	0.5944	59.44%
Glucocorticoid receptor binding	+	0.6588	65.88%
Aromatase binding	+	0.6332	63.32%
PPAR gamma	+	0.6424	64.24%
Honey bee toxicity	-	0.7483	74.83%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9888	98.88%

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	98.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.83%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.73%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	87.56%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.66%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.82%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.74%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	84.63%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	83.00%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.72%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.10%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.96%	97.09%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 78385578
• LOTUS: LTS0059450
• wikiData: Q105162327