8-hydroxy-3,4a,5-trimethyl-5,6-dihydro-4H-benzo[f][1]benzofuran-2,7-dione

Details

• Internal ID: 1527c98b-1b12-4cb6-957a-4766142f76c1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 8-hydroxy-3,4a,5-trimethyl-5,6-dihydro-4H-benzo[f][1]benzofuran-2,7-dione
• SMILES (Canonical): CC1CC(=O)C(=C2C1(CC3=C(C(=O)OC3=C2)C)C)O
• SMILES (Isomeric): CC1CC(=O)C(=C2C1(CC3=C(C(=O)OC3=C2)C)C)O
• InChI: InChI=1S/C15H16O4/c1-7-4-11(16)13(17)10-5-12-9(6-15(7,10)3)8(2)14(18)19-12/h5,7,17H,4,6H2,1-3H3
• InChI Key: YFRGOWXYOVAUBU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.8306	83.06%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7620	76.20%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8418	84.18%
OATP1B3 inhibitior	+	0.9080	90.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9091	90.91%
P-glycoprotein inhibitior	-	0.9392	93.92%
P-glycoprotein substrate	-	0.7859	78.59%
CYP3A4 substrate	+	0.5395	53.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8938	89.38%
CYP3A4 inhibition	-	0.6301	63.01%
CYP2C9 inhibition	-	0.8802	88.02%
CYP2C19 inhibition	-	0.8894	88.94%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.7058	70.58%
CYP2C8 inhibition	-	0.8153	81.53%
CYP inhibitory promiscuity	-	0.8573	85.73%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4339	43.39%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8230	82.30%
Skin irritation	+	0.5388	53.88%
Skin corrosion	-	0.8936	89.36%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6783	67.83%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5127	51.27%
skin sensitisation	-	0.7609	76.09%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6060	60.60%
Acute Oral Toxicity (c)	III	0.5268	52.68%
Estrogen receptor binding	-	0.6111	61.11%
Androgen receptor binding	+	0.6000	60.00%
Thyroid receptor binding	-	0.6378	63.78%
Glucocorticoid receptor binding	-	0.6261	62.61%
Aromatase binding	-	0.7142	71.42%
PPAR gamma	-	0.5236	52.36%
Honey bee toxicity	-	0.8621	86.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	97.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.83%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.47%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.08%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.78%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.33%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.18%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.93%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.19%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76183871
• LOTUS: LTS0067012
• wikiData: Q104201649