[(1S,2S,6R,7S,11S)-11-hydroxy-5,9,13-trimethylidene-4-oxo-3,14-dioxatricyclo[9.2.1.02,6]tetradecan-7-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: eb1520fb-a205-4696-9c56-3ad3228d94c8
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(1S,2S,6R,7S,11S)-11-hydroxy-5,9,13-trimethylidene-4-oxo-3,14-dioxatricyclo[9.2.1.02,6]tetradecan-7-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=C)CC2(CC(=C)C(O2)C3C1C(=C)C(=O)O3)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1CC(=C)C[C@]2(CC(=C)[C@H](O2)[C@@H]3[C@@H]1C(=C)C(=O)O3)O
• InChI: InChI=1S/C20H24O6/c1-6-11(3)18(21)24-14-7-10(2)8-20(23)9-12(4)16(26-20)17-15(14)13(5)19(22)25-17/h6,14-17,23H,2,4-5,7-9H2,1,3H3/b11-6+/t14-,15+,16-,17-,20-/m0/s1
• InChI Key: UCNWFQSIKSARTF-LZIGFEGRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9381	93.81%
Caco-2	-	0.6023	60.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7089	70.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9063	90.63%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7508	75.08%
P-glycoprotein inhibitior	-	0.6611	66.11%
P-glycoprotein substrate	-	0.7206	72.06%
CYP3A4 substrate	+	0.6252	62.52%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.7505	75.05%
CYP2C9 inhibition	-	0.9110	91.10%
CYP2C19 inhibition	-	0.8679	86.79%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.8703	87.03%
CYP2C8 inhibition	-	0.7572	75.72%
CYP inhibitory promiscuity	-	0.9347	93.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4850	48.50%
Eye corrosion	-	0.9546	95.46%
Eye irritation	-	0.8122	81.22%
Skin irritation	-	0.6498	64.98%
Skin corrosion	-	0.9087	90.87%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6832	68.32%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.7107	71.07%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.9127	91.27%
Acute Oral Toxicity (c)	III	0.3283	32.83%
Estrogen receptor binding	+	0.5936	59.36%
Androgen receptor binding	+	0.5555	55.55%
Thyroid receptor binding	+	0.6975	69.75%
Glucocorticoid receptor binding	+	0.6601	66.01%
Aromatase binding	-	0.5155	51.55%
PPAR gamma	+	0.6505	65.05%
Honey bee toxicity	-	0.5981	59.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8928	89.28%

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	95.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.56%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.68%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.93%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.88%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.97%	91.19%
CHEMBL1902	P62942	FK506-binding protein 1A	81.66%	97.05%
CHEMBL221	P23219	Cyclooxygenase-1	81.46%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	80.33%	98.03%

Plants that contains it

• Elephantopus mollis

Cross-Links

• PubChem: 163029241
• LOTUS: LTS0263415
• wikiData: Q105270017