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

Details

• Internal ID: e068b9cf-3a64-409f-8a98-9a10b01fd8e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [6-acetyloxy-3-chloro-2-hydroxy-5-[5-hydroxy-6-methoxy-6-methyl-3-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-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)OC)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)OC)O)OC(=O)C(=CC)C)OC(=O)C
• InChI: InChI=1S/C28H43ClO9/c1-11-15(3)25(32)37-20(14-22(31)27(7,8)35-10)17(5)19-13-21(29)28(9,34)24(23(19)36-18(6)30)38-26(33)16(4)12-2/h11-12,19-24,31,34H,5,13-14H2,1-4,6-10H3
• InChI Key: ZHZZASGVNRBIRD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₃ClO₉
• Molecular Weight: 559.10 g/mol
• Exact Mass: 558.2595606 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	-	0.7538	75.38%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8488	84.88%
OATP2B1 inhibitior	-	0.5740	57.40%
OATP1B1 inhibitior	+	0.8562	85.62%
OATP1B3 inhibitior	+	0.8796	87.96%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9428	94.28%
P-glycoprotein inhibitior	+	0.7509	75.09%
P-glycoprotein substrate	+	0.5270	52.70%
CYP3A4 substrate	+	0.6971	69.71%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.9164	91.64%
CYP2C9 inhibition	-	0.8461	84.61%
CYP2C19 inhibition	-	0.7920	79.20%
CYP2D6 inhibition	-	0.9205	92.05%
CYP1A2 inhibition	-	0.9165	91.65%
CYP2C8 inhibition	+	0.4677	46.77%
CYP inhibitory promiscuity	-	0.9623	96.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7707	77.07%
Carcinogenicity (trinary)	Non-required	0.6013	60.13%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.6482	64.82%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.5478	54.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5142	51.42%
Micronuclear	-	0.6482	64.82%
Hepatotoxicity	+	0.7204	72.04%
skin sensitisation	-	0.5894	58.94%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6046	60.46%
Acute Oral Toxicity (c)	III	0.5954	59.54%
Estrogen receptor binding	+	0.6964	69.64%
Androgen receptor binding	+	0.5476	54.76%
Thyroid receptor binding	+	0.6158	61.58%
Glucocorticoid receptor binding	+	0.7976	79.76%
Aromatase binding	+	0.6933	69.33%
PPAR gamma	+	0.6714	67.14%
Honey bee toxicity	-	0.4746	47.46%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5152	51.52%
Fish aquatic toxicity	+	0.9916	99.16%

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	99.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.03%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.80%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.67%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.43%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.00%	89.34%
CHEMBL240	Q12809	HERG	92.96%	89.76%
CHEMBL2581	P07339	Cathepsin D	92.78%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	91.92%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.52%	95.71%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.18%	95.69%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.72%	92.29%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.46%	93.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.23%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.44%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.59%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.16%	91.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.79%	91.24%
CHEMBL221	P23219	Cyclooxygenase-1	83.67%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.23%	96.47%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.07%	96.90%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.89%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.19%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.86%	95.89%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.46%	94.97%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.14%	94.33%

Plants that contains it

• Ligularia thyrsoidea

Cross-Links

• PubChem: 162869525
• LOTUS: LTS0096217
• wikiData: Q105376191