[(1S,2S,6R,7R,9S)-9-methyl-5,13-dimethylidene-4,10-dioxo-3,14-dioxatricyclo[7.4.1.02,6]tetradec-11-en-7-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 6840b26a-f7c2-49a0-80a7-9a0b8b2b275f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,2S,6R,7R,9S)-9-methyl-5,13-dimethylidene-4,10-dioxo-3,14-dioxatricyclo[7.4.1.02,6]tetradec-11-en-7-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H22O6/c1-6-10(2)18(22)24-13-9-20(5)14(21)8-7-11(3)16(26-20)17-15(13)12(4)19(23)25-17/h6-8,13,15-17H,3-4,9H2,1-2,5H3/b10-6-/t13-,15-,16+,17+,20+/m1/s1
• InChI Key: RAPFQXPCDZDZJK-MABAJHDZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	+	0.5359	53.59%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5585	55.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.8593	85.93%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6667	66.67%
P-glycoprotein inhibitior	-	0.5101	51.01%
P-glycoprotein substrate	-	0.6997	69.97%
CYP3A4 substrate	+	0.6354	63.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9020	90.20%
CYP3A4 inhibition	-	0.5245	52.45%
CYP2C9 inhibition	-	0.9251	92.51%
CYP2C19 inhibition	-	0.8594	85.94%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	-	0.7950	79.50%
CYP2C8 inhibition	-	0.7191	71.91%
CYP inhibitory promiscuity	-	0.8719	87.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.4223	42.23%
Eye corrosion	-	0.9535	95.35%
Eye irritation	-	0.8203	82.03%
Skin irritation	-	0.6931	69.31%
Skin corrosion	-	0.9102	91.02%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3641	36.41%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.7178	71.78%
skin sensitisation	-	0.5920	59.20%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7982	79.82%
Acute Oral Toxicity (c)	III	0.3764	37.64%
Estrogen receptor binding	+	0.6482	64.82%
Androgen receptor binding	+	0.6860	68.60%
Thyroid receptor binding	+	0.6523	65.23%
Glucocorticoid receptor binding	-	0.4895	48.95%
Aromatase binding	-	0.6248	62.48%
PPAR gamma	+	0.5567	55.67%
Honey bee toxicity	-	0.5945	59.45%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9537	95.37%

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	98.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.23%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.37%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.31%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.99%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.68%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.15%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.27%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.21%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.14%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.98%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.69%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.63%	100.00%

Plants that contains it

• Helianthus petiolaris

Cross-Links

• PubChem: 10737087
• LOTUS: LTS0218452
• wikiData: Q105232790