(6,9-Dihydroxy-3,4a,5-trimethyl-2-oxo-4,5,6,7,8,8a,9,9a-octahydrobenzo[f][1]benzofuran-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: 0dd29aa1-c55e-49d1-adbd-681e4338cfbf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (6,9-dihydroxy-3,4a,5-trimethyl-2-oxo-4,5,6,7,8,8a,9,9a-octahydrobenzo[f][1]benzofuran-4-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O6/c1-6-9(2)18(23)26-17-14-10(3)19(24)25-16(14)15(22)12-7-8-13(21)11(4)20(12,17)5/h6,11-13,15-17,21-22H,7-8H2,1-5H3
• InChI Key: CEFVJFNDUOLSEQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.6481	64.81%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7697	76.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8625	86.25%
OATP1B3 inhibitior	+	0.8962	89.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6092	60.92%
BSEP inhibitior	-	0.7583	75.83%
P-glycoprotein inhibitior	-	0.6130	61.30%
P-glycoprotein substrate	-	0.7453	74.53%
CYP3A4 substrate	+	0.6711	67.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.7028	70.28%
CYP2C9 inhibition	-	0.8256	82.56%
CYP2C19 inhibition	-	0.8819	88.19%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.6302	63.02%
CYP2C8 inhibition	-	0.7582	75.82%
CYP inhibitory promiscuity	-	0.8544	85.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4307	43.07%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9324	93.24%
Skin irritation	+	0.5815	58.15%
Skin corrosion	-	0.8469	84.69%
Ames mutagenesis	-	0.5718	57.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7718	77.18%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5837	58.37%
skin sensitisation	-	0.8266	82.66%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5070	50.70%
Acute Oral Toxicity (c)	III	0.3409	34.09%
Estrogen receptor binding	+	0.7320	73.20%
Androgen receptor binding	+	0.6381	63.81%
Thyroid receptor binding	-	0.5201	52.01%
Glucocorticoid receptor binding	+	0.6118	61.18%
Aromatase binding	-	0.6032	60.32%
PPAR gamma	+	0.5845	58.45%
Honey bee toxicity	-	0.6545	65.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9362	93.62%

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	97.29%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.89%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.86%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.71%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.98%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.17%	91.07%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.13%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	83.72%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.56%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.11%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.91%	94.80%

Plants that contains it

• Petasites japonicus

Cross-Links

• PubChem: 85266956
• LOTUS: LTS0036065
• wikiData: Q104955626