Dehydrololiolide

Details

• Internal ID: d311c63e-4833-4186-81d6-561b5a062859
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 4,4,7a-trimethyl-5,7-dihydro-1-benzofuran-2,6-dione
• SMILES (Canonical): CC1(CC(=O)CC2(C1=CC(=O)O2)C)C
• SMILES (Isomeric): CC1(CC(=O)CC2(C1=CC(=O)O2)C)C
• InChI: InChI=1S/C11H14O3/c1-10(2)5-7(12)6-11(3)8(10)4-9(13)14-11/h4H,5-6H2,1-3H3
• InChI Key: DJSMGUVSIWKZJW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23 g/mol
• Exact Mass: 194.094294304 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 19355-58-9
• (+/-)-Dehydrololiolide
• G0MGI87MHI
• Dehydrololiolide, (+/-)-
• 4,4,7a-trimethyl-5,7-dihydro-1-benzofuran-2,6-dione
• 4,4,7a-trimethyl-4,5,7,7a-tetrahydrobenzofuran-2,6-dione
• 2,6-Benzofurandione, 4,5,7,7a-tetrahydro-4,4,7a-trimethyl-
• UNII-G0MGI87MHI
• AKOS030568000
• 4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2,6-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8544	85.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6729	67.29%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9181	91.81%
P-glycoprotein inhibitior	-	0.9583	95.83%
P-glycoprotein substrate	-	0.9655	96.55%
CYP3A4 substrate	-	0.5579	55.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.9135	91.35%
CYP2C9 inhibition	-	0.7904	79.04%
CYP2C19 inhibition	-	0.7829	78.29%
CYP2D6 inhibition	-	0.9579	95.79%
CYP1A2 inhibition	-	0.7947	79.47%
CYP2C8 inhibition	-	0.9560	95.60%
CYP inhibitory promiscuity	-	0.8382	83.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8762	87.62%
Carcinogenicity (trinary)	Non-required	0.4500	45.00%
Eye corrosion	-	0.9268	92.68%
Eye irritation	+	0.7282	72.82%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.8891	88.91%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8358	83.58%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	+	0.5730	57.30%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7746	77.46%
Acute Oral Toxicity (c)	III	0.6162	61.62%
Estrogen receptor binding	-	0.9540	95.40%
Androgen receptor binding	-	0.6821	68.21%
Thyroid receptor binding	-	0.8892	88.92%
Glucocorticoid receptor binding	-	0.8801	88.01%
Aromatase binding	-	0.7014	70.14%
PPAR gamma	-	0.8267	82.67%
Honey bee toxicity	-	0.8717	87.17%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9650	96.50%

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	93.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.38%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.78%	85.30%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.94%	94.45%

Plants that contains it

• Nicotiana tabacum
• Vitis vinifera

Cross-Links

• PubChem: 9815531
• LOTUS: LTS0169596
• wikiData: Q104982748