(6-But-2-enoyl-6-hydroxy-5,11-dimethyl-10-oxo-3,9-dioxatricyclo[6.3.0.02,4]undecan-7-yl) 2-methylbut-2-enoate

Details

• Internal ID: eb3e29f0-e869-4a91-ab48-7ca524b8f829
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (6-but-2-enoyl-6-hydroxy-5,11-dimethyl-10-oxo-3,9-dioxatricyclo[6.3.0.02,4]undecan-7-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=CC(=O)C1(C(C2C(O2)C3C(C(=O)OC3C1OC(=O)C(=CC)C)C)C)O
• SMILES (Isomeric): CC=CC(=O)C1(C(C2C(O2)C3C(C(=O)OC3C1OC(=O)C(=CC)C)C)C)O
• InChI: InChI=1S/C20H26O7/c1-6-8-12(21)20(24)11(5)14-15(25-14)13-10(4)19(23)26-16(13)17(20)27-18(22)9(3)7-2/h6-8,10-11,13-17,24H,1-5H3
• InChI Key: HXNNFYQVIZVZIP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₇
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.16785316 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9736	97.36%
Caco-2	+	0.5599	55.99%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6265	62.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9008	90.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5284	52.84%
P-glycoprotein inhibitior	-	0.4451	44.51%
P-glycoprotein substrate	-	0.7694	76.94%
CYP3A4 substrate	+	0.6125	61.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9091	90.91%
CYP3A4 inhibition	-	0.7707	77.07%
CYP2C9 inhibition	-	0.9178	91.78%
CYP2C19 inhibition	-	0.8412	84.12%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.8528	85.28%
CYP2C8 inhibition	-	0.8322	83.22%
CYP inhibitory promiscuity	-	0.8839	88.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Danger	0.4884	48.84%
Eye corrosion	-	0.9589	95.89%
Eye irritation	-	0.8474	84.74%
Skin irritation	-	0.6543	65.43%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	-	0.5378	53.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5724	57.24%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6252	62.52%
skin sensitisation	-	0.6885	68.85%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.8185	81.85%
Acute Oral Toxicity (c)	III	0.3771	37.71%
Estrogen receptor binding	+	0.6980	69.80%
Androgen receptor binding	-	0.5584	55.84%
Thyroid receptor binding	+	0.5511	55.11%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5647	56.47%
PPAR gamma	-	0.5841	58.41%
Honey bee toxicity	-	0.6888	68.88%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8777	87.77%

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	89.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.85%	94.45%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	85.13%	80.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.82%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.64%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.62%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.43%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.01%	91.07%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.19%	89.34%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.15%	94.80%

Plants that contains it

• Ratibida columnifera

Cross-Links

• PubChem: 162940793
• LOTUS: LTS0156875
• wikiData: Q105035089