9a-Hydroxy-3,4a,5-trimethyl-4,5,8a,9-tetrahydrobenzo[f][1]benzofuran-2,6-dione

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	14674c95-ece6-4dd0-88c2-cf015522b43b
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name	9a-hydroxy-3,4a,5-trimethyl-4,5,8a,9-tetrahydrobenzo[f][1]benzofuran-2,6-dione
SMILES (Canonical)	CC1C(=O)C=CC2C1(CC3=C(C(=O)OC3(C2)O)C)C
SMILES (Isomeric)	CC1C(=O)C=CC2C1(CC3=C(C(=O)OC3(C2)O)C)C
InChI	InChI=1S/C15H18O4/c1-8-11-7-14(3)9(2)12(16)5-4-10(14)6-15(11,18)19-13(8)17/h4-5,9-10,18H,6-7H2,1-3H3
InChI Key	AUTCBAXZIRBJNE-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₁₈O₄
Molecular Weight	262.30 g/mol
Exact Mass	262.12050905 g/mol
Topological Polar Surface Area (TPSA)	63.60 Å²
XlogP	1.10
Atomic LogP (AlogP)	1.74
H-Bond Acceptor	4
H-Bond Donor	1
Rotatable Bonds	0

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.6656	66.56%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6936	69.36%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8997	89.97%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7740	77.40%
P-glycoprotein inhibitior	-	0.9306	93.06%
P-glycoprotein substrate	-	0.7962	79.62%
CYP3A4 substrate	+	0.6263	62.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.6625	66.25%
CYP2C9 inhibition	-	0.9021	90.21%
CYP2C19 inhibition	-	0.9554	95.54%
CYP2D6 inhibition	-	0.9727	97.27%
CYP1A2 inhibition	-	0.8087	80.87%
CYP2C8 inhibition	-	0.9133	91.33%
CYP inhibitory promiscuity	-	0.9428	94.28%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4082	40.82%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9566	95.66%
Skin irritation	+	0.5901	59.01%
Skin corrosion	-	0.8839	88.39%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4924	49.24%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7479	74.79%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6557	65.57%
Acute Oral Toxicity (c)	I	0.3304	33.04%
Estrogen receptor binding	-	0.7031	70.31%
Androgen receptor binding	+	0.5444	54.44%
Thyroid receptor binding	-	0.5492	54.92%
Glucocorticoid receptor binding	-	0.7629	76.29%
Aromatase binding	-	0.8387	83.87%
PPAR gamma	-	0.6045	60.45%
Honey bee toxicity	-	0.9140	91.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	97.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.43%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.36%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.65%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.71%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.59%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.56%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.10%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.28%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.81%	100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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