[6-Acetyloxy-3-chloro-5-[6-ethoxy-5-hydroxy-6-methyl-3-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-2-hydroxy-2-methylcyclohexyl] 2-methylbut-2-enoate

Details

• Internal ID: d45f4c94-900f-4725-9b52-1649dbc9eb3d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [6-acetyloxy-3-chloro-5-[6-ethoxy-5-hydroxy-6-methyl-3-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-2-hydroxy-2-methylcyclohexyl] 2-methylbut-2-enoate
• SMILES (Canonical): CCOC(C)(C)C(CC(C(=C)C1CC(C(C(C1OC(=O)C)OC(=O)C(=CC)C)(C)O)Cl)OC(=O)C(=CC)C)O
• SMILES (Isomeric): CCOC(C)(C)C(CC(C(=C)C1CC(C(C(C1OC(=O)C)OC(=O)C(=CC)C)(C)O)Cl)OC(=O)C(=CC)C)O
• InChI: InChI=1S/C29H45ClO9/c1-11-16(4)26(33)38-21(15-23(32)28(8,9)36-13-3)18(6)20-14-22(30)29(10,35)25(24(20)37-19(7)31)39-27(34)17(5)12-2/h11-12,20-25,32,35H,6,13-15H2,1-5,7-10H3
• InChI Key: MRSYQUFUERFBFJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₅ClO₉
• Molecular Weight: 573.10 g/mol
• Exact Mass: 572.2752107 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	-	0.7742	77.42%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8832	88.32%
OATP2B1 inhibitior	-	0.5771	57.71%
OATP1B1 inhibitior	+	0.8561	85.61%
OATP1B3 inhibitior	+	0.8841	88.41%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9465	94.65%
P-glycoprotein inhibitior	+	0.7753	77.53%
P-glycoprotein substrate	+	0.5199	51.99%
CYP3A4 substrate	+	0.7024	70.24%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.9109	91.09%
CYP2C9 inhibition	-	0.7571	75.71%
CYP2C19 inhibition	-	0.7602	76.02%
CYP2D6 inhibition	-	0.8950	89.50%
CYP1A2 inhibition	-	0.8683	86.83%
CYP2C8 inhibition	+	0.5210	52.10%
CYP inhibitory promiscuity	-	0.9143	91.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.6418	64.18%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.6458	64.58%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5284	52.84%
Micronuclear	-	0.7249	72.49%
Hepatotoxicity	+	0.7476	74.76%
skin sensitisation	-	0.6570	65.70%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7348	73.48%
Acute Oral Toxicity (c)	III	0.5647	56.47%
Estrogen receptor binding	+	0.6416	64.16%
Androgen receptor binding	+	0.5774	57.74%
Thyroid receptor binding	+	0.5720	57.20%
Glucocorticoid receptor binding	+	0.7830	78.30%
Aromatase binding	+	0.6906	69.06%
PPAR gamma	+	0.6816	68.16%
Honey bee toxicity	-	0.4854	48.54%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5552	55.52%
Fish aquatic toxicity	+	0.9965	99.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.64%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.14%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.30%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.04%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.93%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.40%	90.17%
CHEMBL284	P27487	Dipeptidyl peptidase IV	94.25%	95.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.68%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.71%	95.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.96%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.31%	96.47%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.86%	92.29%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.61%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.27%	97.14%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.09%	82.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.45%	96.90%
CHEMBL240	Q12809	HERG	83.35%	89.76%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.08%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.81%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.53%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.53%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.31%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.99%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.63%	91.24%

Plants that contains it

• Ligularia thyrsoidea

Cross-Links

• PubChem: 163018628
• LOTUS: LTS0177157
• wikiData: Q105170902