8-Hydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-13-one

Details

• Internal ID: 7f225941-b909-4d98-970b-cdde0ee60fac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 8-hydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-13-one
• InChI: InChI=1S/C15H20O4/c1-8-6-12-10(9(2)14(17)18-12)4-5-15(3)13(19-15)7-11(8)16/h6,10-13,16H,2,4-5,7H2,1,3H3
• InChI Key: HUJLNUHHBACWHZ-UHFFFAOYSA-N
• Popularity: 3 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): 59.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.73
• 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	+	0.9866	98.66%
Caco-2	+	0.6607	66.07%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5670	56.70%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9496	94.96%
P-glycoprotein inhibitior	-	0.8911	89.11%
P-glycoprotein substrate	-	0.8380	83.80%
CYP3A4 substrate	+	0.6152	61.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.6930	69.30%
CYP2C9 inhibition	-	0.8930	89.30%
CYP2C19 inhibition	-	0.9228	92.28%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	+	0.6999	69.99%
CYP2C8 inhibition	-	0.7183	71.83%
CYP inhibitory promiscuity	-	0.9748	97.48%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5239	52.39%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.8756	87.56%
Skin irritation	+	0.5324	53.24%
Skin corrosion	-	0.8676	86.76%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6549	65.49%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.7930	79.30%
skin sensitisation	-	0.7105	71.05%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5207	52.07%
Acute Oral Toxicity (c)	III	0.4387	43.87%
Estrogen receptor binding	+	0.6506	65.06%
Androgen receptor binding	-	0.5497	54.97%
Thyroid receptor binding	-	0.5551	55.51%
Glucocorticoid receptor binding	+	0.7612	76.12%
Aromatase binding	-	0.6803	68.03%
PPAR gamma	+	0.5488	54.88%
Honey bee toxicity	-	0.8198	81.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9748	97.48%

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	91.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	89.16%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.34%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.80%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.35%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.10%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.42%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.77%	97.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.69%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.05%	95.89%

Plants that contains it

• Leucanthemopsis pulverulenta

Cross-Links

• PubChem: 162905834
• LOTUS: LTS0022178
• wikiData: Q105033814