[2-Acetyloxy-4-chloro-6-[5,6-dihydroxy-6-methyl-3-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-3-hydroxy-3-methylcyclohexyl] 2-methylbut-2-enoate

Details

• Internal ID: 640e88b5-722b-40dc-a3b1-6678929708c6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [2-acetyloxy-4-chloro-6-[5,6-dihydroxy-6-methyl-3-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-3-hydroxy-3-methylcyclohexyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(CC(C(C1OC(=O)C)(C)O)Cl)C(=C)C(CC(C(C)(C)O)O)OC(=O)C(=CC)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(CC(C(C1OC(=O)C)(C)O)Cl)C(=C)C(CC(C(C)(C)O)O)OC(=O)C(=CC)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(35-17(6)29)22(18)37-25(32)15(4)11-2/h10-11,18-23,30,33-34H,5,12-13H2,1-4,6-9H3
• InChI Key: RMZNXWADRNCXQW-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	-	0.7530	75.30%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8802	88.02%
OATP2B1 inhibitior	-	0.7165	71.65%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9219	92.19%
P-glycoprotein inhibitior	+	0.7256	72.56%
P-glycoprotein substrate	+	0.5127	51.27%
CYP3A4 substrate	+	0.6808	68.08%
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	-	0.5578	55.78%
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	-	0.9069	90.69%
Skin irritation	-	0.6322	63.22%
Skin corrosion	-	0.9144	91.44%
Ames mutagenesis	-	0.5778	57.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4610	46.10%
Micronuclear	-	0.6182	61.82%
Hepatotoxicity	+	0.6654	66.54%
skin sensitisation	-	0.5579	55.79%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6228	62.28%
Acute Oral Toxicity (c)	III	0.5919	59.19%
Estrogen receptor binding	+	0.7510	75.10%
Androgen receptor binding	+	0.5372	53.72%
Thyroid receptor binding	+	0.6398	63.98%
Glucocorticoid receptor binding	+	0.7931	79.31%
Aromatase binding	+	0.7082	70.82%
PPAR gamma	+	0.6919	69.19%
Honey bee toxicity	-	0.4814	48.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	99.64%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	97.47%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	96.41%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL284	P27487	Dipeptidyl peptidase IV	95.79%	95.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.76%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.52%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	90.06%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.82%	89.50%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.96%	92.29%
CHEMBL221	P23219	Cyclooxygenase-1	86.96%	90.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.66%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.64%	95.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.56%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.49%	91.24%
CHEMBL2996	Q05655	Protein kinase C delta	83.37%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.48%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.35%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.31%	97.21%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.71%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.64%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.31%	82.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.04%	92.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.85%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.58%	96.90%

Plants that contains it

• Cremanthodium discoideum

Cross-Links

• PubChem: 73820897
• LOTUS: LTS0056550
• wikiData: Q105241180