3a-hydroxy-1,5,8-trimethyl-5,5a,6,9a-tetrahydro-4H-benzo[e][1]benzofuran-2,7-dione

Details

• Internal ID: 42996a19-9048-413f-9ba6-0f873f3b8b62
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3a-hydroxy-1,5,8-trimethyl-5,5a,6,9a-tetrahydro-4H-benzo[e][1]benzofuran-2,7-dione
• InChI: InChI=1S/C15H18O4/c1-7-4-11-10(5-12(7)16)8(2)6-15(18)13(11)9(3)14(17)19-15/h4,8,10-11,18H,5-6H2,1-3H3
• InChI Key: JJCJJRFUZMOHDO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.74
• 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	+	0.9928	99.28%
Caco-2	+	0.8076	80.76%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6230	62.30%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7933	79.33%
P-glycoprotein inhibitior	-	0.9395	93.95%
P-glycoprotein substrate	-	0.8191	81.91%
CYP3A4 substrate	+	0.5558	55.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.6002	60.02%
CYP2C9 inhibition	-	0.9204	92.04%
CYP2C19 inhibition	-	0.9579	95.79%
CYP2D6 inhibition	-	0.9665	96.65%
CYP1A2 inhibition	-	0.7390	73.90%
CYP2C8 inhibition	-	0.8758	87.58%
CYP inhibitory promiscuity	-	0.9369	93.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4034	40.34%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.8027	80.27%
Skin irritation	+	0.6049	60.49%
Skin corrosion	-	0.8951	89.51%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5292	52.92%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6900	69.00%
skin sensitisation	-	0.7573	75.73%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5971	59.71%
Acute Oral Toxicity (c)	III	0.3842	38.42%
Estrogen receptor binding	-	0.6920	69.20%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5408	54.08%
Glucocorticoid receptor binding	-	0.7451	74.51%
Aromatase binding	-	0.8724	87.24%
PPAR gamma	-	0.5590	55.90%
Honey bee toxicity	-	0.8586	85.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9907	99.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.91%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.70%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.57%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.19%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.20%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.16%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.49%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.93%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.58%	97.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.06%	94.80%

Plants that contains it

• Smallanthus uvedalia

Cross-Links

• PubChem: 14108876
• LOTUS: LTS0036033
• wikiData: Q105129549