7,8-dihydroxy-5,8a-dimethyl-3-methylidene-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one

Details

• Internal ID: 3db27191-7ce3-4ecd-a671-a8b69180d68a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 7,8-dihydroxy-5,8a-dimethyl-3-methylidene-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O4/c1-7-4-11(16)13(17)15(3)6-12-9(5-10(7)15)8(2)14(18)19-12/h9,11-13,16-17H,2,4-6H2,1,3H3
• InChI Key: LANQWJXRFYURRQ-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): 66.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.5772	57.72%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7216	72.16%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8770	87.70%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9393	93.93%
P-glycoprotein inhibitior	-	0.8796	87.96%
P-glycoprotein substrate	-	0.8936	89.36%
CYP3A4 substrate	+	0.5896	58.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	-	0.5976	59.76%
CYP2C9 inhibition	-	0.8909	89.09%
CYP2C19 inhibition	-	0.8190	81.90%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	-	0.7688	76.88%
CYP2C8 inhibition	-	0.8348	83.48%
CYP inhibitory promiscuity	-	0.9224	92.24%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4980	49.80%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8907	89.07%
Skin irritation	+	0.5509	55.09%
Skin corrosion	-	0.9114	91.14%
Ames mutagenesis	-	0.5991	59.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.6444	64.44%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7837	78.37%
skin sensitisation	-	0.7627	76.27%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.8107	81.07%
Acute Oral Toxicity (c)	III	0.4279	42.79%
Estrogen receptor binding	+	0.5356	53.56%
Androgen receptor binding	-	0.5134	51.34%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5188	51.88%
Aromatase binding	-	0.5220	52.20%
PPAR gamma	-	0.5220	52.20%
Honey bee toxicity	-	0.7423	74.23%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	96.45%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.15%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.78%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.88%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.76%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.30%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.31%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.91%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	82.79%	97.05%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.49%	93.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.55%	91.24%

Plants that contains it

• Inula japonica

Cross-Links

• PubChem: 14109613
• LOTUS: LTS0010365
• wikiData: Q105148767