9a-hydroxy-3,5a-dimethyl-9-methylidene-3a,4,5,7,8,9b-hexahydro-3H-benzo[g][1]benzofuran-2,6-dione

Details

• Internal ID: 82f33c80-0893-4ef8-a79f-f8b740448956
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 9a-hydroxy-3,5a-dimethyl-9-methylidene-3a,4,5,7,8,9b-hexahydro-3H-benzo[g][1]benzofuran-2,6-dione
• InChI: InChI=1S/C15H20O4/c1-8-4-5-11(16)14(3)7-6-10-9(2)13(17)19-12(10)15(8,14)18/h9-10,12,18H,1,4-7H2,2-3H3
• InChI Key: BRLHSUJXFSYGMT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.61
• 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	+	0.9845	98.45%
Caco-2	+	0.7414	74.14%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7768	77.68%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.7909	79.09%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5124	51.24%
BSEP inhibitior	-	0.9549	95.49%
P-glycoprotein inhibitior	-	0.9197	91.97%
P-glycoprotein substrate	-	0.8634	86.34%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.6995	69.95%
CYP2C9 inhibition	-	0.9141	91.41%
CYP2C19 inhibition	-	0.8735	87.35%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	-	0.5312	53.12%
CYP2C8 inhibition	-	0.9259	92.59%
CYP inhibitory promiscuity	-	0.9482	94.82%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5388	53.88%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8081	80.81%
Skin irritation	+	0.6231	62.31%
Skin corrosion	-	0.8591	85.91%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8345	83.45%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.7533	75.33%
skin sensitisation	-	0.8077	80.77%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6815	68.15%
Acute Oral Toxicity (c)	III	0.3773	37.73%
Estrogen receptor binding	+	0.5888	58.88%
Androgen receptor binding	+	0.6237	62.37%
Thyroid receptor binding	+	0.5565	55.65%
Glucocorticoid receptor binding	+	0.6389	63.89%
Aromatase binding	-	0.6460	64.60%
PPAR gamma	-	0.6558	65.58%
Honey bee toxicity	-	0.8831	88.31%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	95.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.63%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.06%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.68%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.66%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.89%	93.03%
CHEMBL1937	Q92769	Histone deacetylase 2	82.59%	94.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.89%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.81%	97.09%

Plants that contains it

• Artemisia gmelinii

Cross-Links

• PubChem: 163031639
• LOTUS: LTS0081885
• wikiData: Q104944889