[(1R,3S,4E,7S,10R)-4,10-dimethyl-9-oxo-7-prop-1-en-2-yl-11-oxabicyclo[8.1.0]undec-4-en-3-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: cadf6c35-7065-49c7-81da-9715d7d5f646
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,3S,4E,7S,10R)-4,10-dimethyl-9-oxo-7-prop-1-en-2-yl-11-oxabicyclo[8.1.0]undec-4-en-3-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O4/c1-7-13(4)19(22)23-16-11-18-20(6,24-18)17(21)10-15(12(2)3)9-8-14(16)5/h7-8,15-16,18H,2,9-11H2,1,3-6H3/b13-7-,14-8+/t15-,16-,18+,20-/m0/s1
• InChI Key: YLDOPNCDYCPJSW-DHSYOYLYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 55.90 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	+	0.6476	64.76%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5494	54.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8938	89.38%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8190	81.90%
P-glycoprotein inhibitior	-	0.5707	57.07%
P-glycoprotein substrate	-	0.7127	71.27%
CYP3A4 substrate	+	0.6327	63.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8961	89.61%
CYP3A4 inhibition	-	0.7715	77.15%
CYP2C9 inhibition	-	0.9087	90.87%
CYP2C19 inhibition	-	0.7716	77.16%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.6374	63.74%
CYP2C8 inhibition	-	0.6554	65.54%
CYP inhibitory promiscuity	-	0.9458	94.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8343	83.43%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9627	96.27%
Eye irritation	-	0.7852	78.52%
Skin irritation	-	0.5905	59.05%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8989	89.89%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6762	67.62%
skin sensitisation	+	0.4752	47.52%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.8133	81.33%
Acute Oral Toxicity (c)	III	0.4482	44.82%
Estrogen receptor binding	+	0.7048	70.48%
Androgen receptor binding	-	0.5429	54.29%
Thyroid receptor binding	-	0.5600	56.00%
Glucocorticoid receptor binding	+	0.7304	73.04%
Aromatase binding	+	0.5578	55.78%
PPAR gamma	+	0.6278	62.78%
Honey bee toxicity	-	0.6403	64.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9680	96.80%

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	98.11%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.65%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.02%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.82%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	88.81%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.60%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.88%	85.30%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.80%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.44%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.97%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	82.32%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.35%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.29%	93.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.20%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163083822
• LOTUS: LTS0018232
• wikiData: Q105350086