[3-Chloro-5-[4-(3,3-dimethyloxiran-2-yl)-3-(2-methylbut-2-enoyloxy)but-1-en-2-yl]-2,6-dihydroxy-2-methylcyclohexyl] 2-methylbut-2-enoate

Details

• Internal ID: 2bd07c40-dd6c-4265-aa23-a9702c4574b2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [3-chloro-5-[4-(3,3-dimethyloxiran-2-yl)-3-(2-methylbut-2-enoyloxy)but-1-en-2-yl]-2,6-dihydroxy-2-methylcyclohexyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(CC(C1(C)O)Cl)C(=C)C(CC2C(O2)(C)C)OC(=O)C(=CC)C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(CC(C1(C)O)Cl)C(=C)C(CC2C(O2)(C)C)OC(=O)C(=CC)C)O
• InChI: InChI=1S/C25H37ClO7/c1-9-13(3)22(28)31-17(12-19-24(6,7)33-19)15(5)16-11-18(26)25(8,30)21(20(16)27)32-23(29)14(4)10-2/h9-10,16-21,27,30H,5,11-12H2,1-4,6-8H3
• InChI Key: DGJSOBCOIVBILD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₇ClO₇
• Molecular Weight: 485.00 g/mol
• Exact Mass: 484.2227812 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9331	93.31%
Caco-2	-	0.7267	72.67%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7732	77.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.9045	90.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7241	72.41%
P-glycoprotein inhibitior	+	0.6002	60.02%
P-glycoprotein substrate	-	0.5368	53.68%
CYP3A4 substrate	+	0.6557	65.57%
CYP2C9 substrate	-	0.6035	60.35%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8747	87.47%
CYP2C9 inhibition	-	0.7774	77.74%
CYP2C19 inhibition	-	0.6606	66.06%
CYP2D6 inhibition	-	0.9097	90.97%
CYP1A2 inhibition	-	0.8375	83.75%
CYP2C8 inhibition	-	0.5659	56.59%
CYP inhibitory promiscuity	-	0.8770	87.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7691	76.91%
Carcinogenicity (trinary)	Non-required	0.5382	53.82%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.9175	91.75%
Skin irritation	-	0.6827	68.27%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	+	0.5222	52.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.4356	43.56%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	+	0.5032	50.32%
skin sensitisation	-	0.6359	63.59%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6967	69.67%
Acute Oral Toxicity (c)	III	0.5390	53.90%
Estrogen receptor binding	+	0.7348	73.48%
Androgen receptor binding	+	0.5524	55.24%
Thyroid receptor binding	+	0.6537	65.37%
Glucocorticoid receptor binding	+	0.8110	81.10%
Aromatase binding	+	0.6996	69.96%
PPAR gamma	+	0.6735	67.35%
Honey bee toxicity	+	0.5841	58.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5193	51.93%
Fish aquatic toxicity	+	0.9924	99.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.24%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.74%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.29%	96.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.91%	91.24%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.10%	95.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.96%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	88.22%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.15%	89.34%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.87%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	87.70%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.04%	96.77%
CHEMBL2581	P07339	Cathepsin D	85.42%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.94%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.83%	91.07%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.81%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.05%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.84%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.36%	93.56%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.90%	95.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.47%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.36%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.15%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.12%	91.03%

Plants that contains it

• Ligularia lankongensis

Cross-Links

• PubChem: 162891237
• LOTUS: LTS0004932
• wikiData: Q104978776