8,9-Dihydroxy-5a,9-dimethyl-3-methylidene-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-2-one

Details

• Internal ID: 7443ddd8-248c-44be-83f5-f1063ecd77a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 8,9-dihydroxy-5a,9-dimethyl-3-methylidene-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-2-one
• InChI: InChI=1S/C15H22O4/c1-8-9-4-6-14(2)7-5-10(16)15(3,18)12(14)11(9)19-13(8)17/h9-12,16,18H,1,4-7H2,2-3H3
• InChI Key: HTOITNHFWAHEHQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.41
• 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	+	0.9774	97.74%
Caco-2	+	0.6188	61.88%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7123	71.23%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.8882	88.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.9695	96.95%
P-glycoprotein inhibitior	-	0.9155	91.55%
P-glycoprotein substrate	-	0.8728	87.28%
CYP3A4 substrate	+	0.5967	59.67%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.6511	65.11%
CYP2C9 inhibition	-	0.8960	89.60%
CYP2C19 inhibition	-	0.7993	79.93%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.6764	67.64%
CYP2C8 inhibition	-	0.8220	82.20%
CYP inhibitory promiscuity	-	0.9566	95.66%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5094	50.94%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8658	86.58%
Skin irritation	+	0.6472	64.72%
Skin corrosion	-	0.8963	89.63%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5931	59.31%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.7824	78.24%
skin sensitisation	-	0.7975	79.75%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6610	66.10%
Acute Oral Toxicity (c)	I	0.4329	43.29%
Estrogen receptor binding	+	0.6880	68.80%
Androgen receptor binding	+	0.6369	63.69%
Thyroid receptor binding	-	0.5120	51.20%
Glucocorticoid receptor binding	+	0.7160	71.60%
Aromatase binding	-	0.6063	60.63%
PPAR gamma	-	0.6988	69.88%
Honey bee toxicity	-	0.8344	83.44%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.64%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.34%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.20%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.79%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	86.82%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.67%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.61%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.89%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.00%	95.89%

Plants that contains it

• Artemisia lucentica

Cross-Links

• PubChem: 162946111
• LOTUS: LTS0257834
• wikiData: Q105033546