[2-(Hydroxymethyl)-11-methyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl] but-2-enoate

Details

• Internal ID: 1c686924-e514-46b7-bd68-cbd33771bac3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [2-(hydroxymethyl)-11-methyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl] but-2-enoate
• SMILES (Canonical): CC=CC(=O)OC1CC2(C(=O)C=C(O2)C(=CC3C1C(=C)C(=O)O3)CO)C
• SMILES (Isomeric): CC=CC(=O)OC1CC2(C(=O)C=C(O2)C(=CC3C1C(=C)C(=O)O3)CO)C
• InChI: InChI=1S/C19H20O7/c1-4-5-16(22)24-14-8-19(3)15(21)7-12(26-19)11(9-20)6-13-17(14)10(2)18(23)25-13/h4-7,13-14,17,20H,2,8-9H2,1,3H3
• InChI Key: NPSUXZBHOYXHTA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₇
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.12090297 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.14
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	-	0.5315	53.15%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7198	71.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8422	84.22%
OATP1B3 inhibitior	+	0.8843	88.43%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6299	62.99%
P-glycoprotein inhibitior	-	0.6190	61.90%
P-glycoprotein substrate	-	0.5573	55.73%
CYP3A4 substrate	+	0.6627	66.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8995	89.95%
CYP3A4 inhibition	-	0.6867	68.67%
CYP2C9 inhibition	-	0.8492	84.92%
CYP2C19 inhibition	-	0.8937	89.37%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.8208	82.08%
CYP2C8 inhibition	+	0.4792	47.92%
CYP inhibitory promiscuity	-	0.8892	88.92%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.4576	45.76%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.8548	85.48%
Skin irritation	-	0.6458	64.58%
Skin corrosion	-	0.9131	91.31%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4854	48.54%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5181	51.81%
skin sensitisation	-	0.6902	69.02%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7155	71.55%
Acute Oral Toxicity (c)	III	0.5088	50.88%
Estrogen receptor binding	+	0.6210	62.10%
Androgen receptor binding	+	0.6058	60.58%
Thyroid receptor binding	+	0.6262	62.62%
Glucocorticoid receptor binding	+	0.7010	70.10%
Aromatase binding	-	0.5953	59.53%
PPAR gamma	-	0.5248	52.48%
Honey bee toxicity	-	0.7368	73.68%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8666	86.66%

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	98.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.99%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.52%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.64%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.69%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.89%	85.14%
CHEMBL4208	P20618	Proteasome component C5	81.79%	90.00%
CHEMBL2581	P07339	Cathepsin D	81.48%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162954325
• LOTUS: LTS0174880
• wikiData: Q105183378