4-(Hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.03,7.010,12]tridec-3-en-5-one

Details

• Internal ID: ca20c6db-f391-47a3-bf10-b63efc3126ab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.03,7.010,12]tridec-3-en-5-one
• InChI: InChI=1S/C15H18O3/c1-7-8-3-12(8)15(2)5-13-9(4-11(7)15)10(6-16)14(17)18-13/h8,11-13,16H,1,3-6H2,2H3
• InChI Key: LKDRIEFYPIJMMW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	-	0.5178	51.78%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6054	60.54%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8650	86.50%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.7317	73.17%
BSEP inhibitior	-	0.8539	85.39%
P-glycoprotein inhibitior	-	0.8812	88.12%
P-glycoprotein substrate	-	0.8262	82.62%
CYP3A4 substrate	+	0.6203	62.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.8325	83.25%
CYP2C9 inhibition	-	0.8331	83.31%
CYP2C19 inhibition	-	0.7012	70.12%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.6848	68.48%
CYP2C8 inhibition	-	0.8378	83.78%
CYP inhibitory promiscuity	-	0.6785	67.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5210	52.10%
Eye corrosion	-	0.9772	97.72%
Eye irritation	-	0.7174	71.74%
Skin irritation	-	0.5951	59.51%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.6228	62.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6127	61.27%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7591	75.91%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6341	63.41%
Acute Oral Toxicity (c)	III	0.4999	49.99%
Estrogen receptor binding	+	0.6675	66.75%
Androgen receptor binding	+	0.6497	64.97%
Thyroid receptor binding	+	0.5205	52.05%
Glucocorticoid receptor binding	+	0.7554	75.54%
Aromatase binding	-	0.5474	54.74%
PPAR gamma	+	0.5625	56.25%
Honey bee toxicity	-	0.7988	79.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9929	99.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	92.50%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.63%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.77%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.19%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.54%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.29%	86.92%
CHEMBL2581	P07339	Cathepsin D	86.34%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.94%	96.61%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.74%	82.69%

Plants that contains it

• Wunderlichia mirabilis

Cross-Links

• PubChem: 162971524
• LOTUS: LTS0168778
• wikiData: Q105153010