3a-Hydroxy-1,5,8-trimethyl-1,9b-dihydrobenzo[e][1]benzofuran-2-one

Details

• Internal ID: 1a09de63-e7f0-44f0-83ea-9427c129e7eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3a-hydroxy-1,5,8-trimethyl-1,9b-dihydrobenzo[e][1]benzofuran-2-one
• InChI: InChI=1S/C15H16O3/c1-8-4-5-11-9(2)7-15(17)13(12(11)6-8)10(3)14(16)18-15/h4-7,10,13,17H,1-3H3
• InChI Key: MBTLCIPIGUKEFI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 3
• 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	+	0.9965	99.65%
Caco-2	+	0.8575	85.75%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6967	69.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9015	90.15%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6990	69.90%
P-glycoprotein inhibitior	-	0.8713	87.13%
P-glycoprotein substrate	-	0.8154	81.54%
CYP3A4 substrate	+	0.5822	58.22%
CYP2C9 substrate	-	0.6005	60.05%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.8032	80.32%
CYP2C9 inhibition	-	0.7207	72.07%
CYP2C19 inhibition	+	0.5283	52.83%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	+	0.7373	73.73%
CYP2C8 inhibition	-	0.7627	76.27%
CYP inhibitory promiscuity	+	0.7257	72.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4862	48.62%
Eye corrosion	-	0.9692	96.92%
Eye irritation	-	0.5053	50.53%
Skin irritation	-	0.5285	52.85%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5658	56.58%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.4768	47.68%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7326	73.26%
Acute Oral Toxicity (c)	III	0.3779	37.79%
Estrogen receptor binding	+	0.5529	55.29%
Androgen receptor binding	+	0.7102	71.02%
Thyroid receptor binding	-	0.5191	51.91%
Glucocorticoid receptor binding	-	0.7257	72.57%
Aromatase binding	-	0.7018	70.18%
PPAR gamma	+	0.5486	54.86%
Honey bee toxicity	-	0.9204	92.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9855	98.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.71%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.62%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.28%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.82%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.55%	94.80%
CHEMBL4208	P20618	Proteasome component C5	85.18%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	83.70%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.27%	96.09%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.58%	96.09%
CHEMBL4581	P52732	Kinesin-like protein 1	80.02%	93.18%

Plants that contains it

• Chromolaena laevigata

Cross-Links

• PubChem: 163043222
• LOTUS: LTS0087491
• wikiData: Q105160952