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

Details

• Internal ID: 695ded7e-1721-42c7-9c23-1ae19b8438e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [6-acetyloxy-3-chloro-5-[5,6-dihydroxy-6-methyl-3-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-2-hydroxy-2-methylcyclohexyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(CC(C1(C)O)Cl)C(=C)C(CC(C(C)(C)O)O)OC(=O)C(=CC)C)OC(=O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(CC(C1(C)O)Cl)C(=C)C(CC(C(C)(C)O)O)OC(=O)C(=CC)C)OC(=O)C
• InChI: InChI=1S/C27H41ClO9/c1-10-14(3)24(31)36-19(13-21(30)26(7,8)33)16(5)18-12-20(28)27(9,34)23(22(18)35-17(6)29)37-25(32)15(4)11-2/h10-11,18-23,30,33-34H,5,12-13H2,1-4,6-9H3
• InChI Key: FQHWQKTUMOPTLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₁ClO₉
• Molecular Weight: 545.10 g/mol
• Exact Mass: 544.2439106 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	-	0.7443	74.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8802	88.02%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8943	89.43%
P-glycoprotein inhibitior	+	0.7101	71.01%
P-glycoprotein substrate	-	0.5069	50.69%
CYP3A4 substrate	+	0.6850	68.50%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8984	89.84%
CYP3A4 inhibition	-	0.9252	92.52%
CYP2C9 inhibition	-	0.8332	83.32%
CYP2C19 inhibition	-	0.7675	76.75%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.9151	91.51%
CYP2C8 inhibition	+	0.4530	45.30%
CYP inhibitory promiscuity	-	0.9685	96.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7864	78.64%
Carcinogenicity (trinary)	Non-required	0.6035	60.35%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.6322	63.22%
Skin corrosion	-	0.9144	91.44%
Ames mutagenesis	-	0.6078	60.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4212	42.12%
Micronuclear	-	0.6182	61.82%
Hepatotoxicity	+	0.7029	70.29%
skin sensitisation	-	0.5579	55.79%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6730	67.30%
Acute Oral Toxicity (c)	III	0.5919	59.19%
Estrogen receptor binding	+	0.7107	71.07%
Androgen receptor binding	+	0.5372	53.72%
Thyroid receptor binding	+	0.6456	64.56%
Glucocorticoid receptor binding	+	0.7878	78.78%
Aromatase binding	+	0.6753	67.53%
PPAR gamma	+	0.6878	68.78%
Honey bee toxicity	-	0.4875	48.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	99.70%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.62%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	97.06%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	96.34%	96.95%
CHEMBL284	P27487	Dipeptidyl peptidase IV	95.69%	95.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.69%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.07%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.36%	95.17%
CHEMBL2581	P07339	Cathepsin D	93.22%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	90.33%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.41%	89.50%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.62%	92.29%
CHEMBL221	P23219	Cyclooxygenase-1	85.13%	90.17%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.04%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.36%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.24%	96.47%
CHEMBL2996	Q05655	Protein kinase C delta	84.13%	97.79%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.89%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.45%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.04%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.72%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.71%	96.61%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.63%	97.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.48%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.45%	96.90%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.98%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.80%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.37%	94.33%

Plants that contains it

• Ligularia thyrsoidea

Cross-Links

• PubChem: 162941833
• LOTUS: LTS0109506
• wikiData: Q104999651