(1S,3S,7R,9R,13R)-13-hydroxy-1,10-dimethyl-6-methylidene-4,14-dioxatricyclo[7.4.1.03,7]tetradec-10-en-5-one

Details

• Internal ID: db1ac1ae-2e7f-4b9f-94a2-dad2f162720d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,3S,7R,9R,13R)-13-hydroxy-1,10-dimethyl-6-methylidene-4,14-dioxatricyclo[7.4.1.03,7]tetradec-10-en-5-one
• InChI: InChI=1S/C15H20O4/c1-8-4-5-13(16)15(3)7-12-10(6-11(8)19-15)9(2)14(17)18-12/h4,10-13,16H,2,5-7H2,1,3H3/t10-,11-,12+,13-,15+/m1/s1
• InChI Key: REMRYDQBYVPEAZ-VVSAWPALSA-N
• Popularity: 2 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): 55.80 Ų
• XlogP: 1.20
• 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	+	0.9902	99.02%
Caco-2	+	0.7670	76.70%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5807	58.07%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9141	91.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9724	97.24%
P-glycoprotein inhibitior	-	0.9157	91.57%
P-glycoprotein substrate	-	0.7904	79.04%
CYP3A4 substrate	+	0.6100	61.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8358	83.58%
CYP3A4 inhibition	-	0.7078	70.78%
CYP2C9 inhibition	-	0.8945	89.45%
CYP2C19 inhibition	-	0.8771	87.71%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.6365	63.65%
CYP2C8 inhibition	-	0.7326	73.26%
CYP inhibitory promiscuity	-	0.9761	97.61%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5233	52.33%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.8526	85.26%
Skin irritation	-	0.5321	53.21%
Skin corrosion	-	0.8987	89.87%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5667	56.67%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.8336	83.36%
skin sensitisation	-	0.7244	72.44%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5622	56.22%
Acute Oral Toxicity (c)	III	0.3341	33.41%
Estrogen receptor binding	+	0.6458	64.58%
Androgen receptor binding	+	0.5242	52.42%
Thyroid receptor binding	-	0.5094	50.94%
Glucocorticoid receptor binding	+	0.6080	60.80%
Aromatase binding	-	0.6672	66.72%
PPAR gamma	+	0.5221	52.21%
Honey bee toxicity	-	0.7949	79.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9830	98.30%

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	93.75%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.27%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.22%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.35%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.18%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.71%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.56%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.00%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.35%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.31%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.96%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.35%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.26%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.14%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162887555
• LOTUS: LTS0046554
• wikiData: Q105234956