[(1S,2S,3S,4S,6R)-2-acetyloxy-4-chloro-3-hydroxy-6-[(3S,5R)-5-hydroxy-6-methoxy-6-methyl-3-[(Z)-2-methylbut-2-enoyl]oxyhept-1-en-2-yl]-3-methylcyclohexyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 95a51575-d5c2-45f4-a598-bcb6afa4dbc8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2S,3S,4S,6R)-2-acetyloxy-4-chloro-3-hydroxy-6-[(3S,5R)-5-hydroxy-6-methoxy-6-methyl-3-[(Z)-2-methylbut-2-enoyl]oxyhept-1-en-2-yl]-3-methylcyclohexyl] (Z)-2-methylbut-2-enoate
• 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(36-18(6)30)23(19)38-26(33)16(4)12-2/h11-12,19-24,31,34H,5,13-14H2,1-4,6-10H3/b15-11-,16-12-/t19-,20+,21+,22-,23+,24+,28-/m1/s1
• InChI Key: MEKMYFPRTQLJAW-NHUREKHJSA-N
• Popularity: 2 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	-	0.7440	74.40%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8488	84.88%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.8796	87.96%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9382	93.82%
P-glycoprotein inhibitior	+	0.7673	76.73%
P-glycoprotein substrate	+	0.5462	54.62%
CYP3A4 substrate	+	0.6932	69.32%
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	+	0.4583	45.83%
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	-	0.9014	90.14%
Skin irritation	-	0.6482	64.82%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.5178	51.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5421	54.21%
Micronuclear	-	0.6482	64.82%
Hepatotoxicity	+	0.6779	67.79%
skin sensitisation	-	0.5894	58.94%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5483	54.83%
Acute Oral Toxicity (c)	III	0.5954	59.54%
Estrogen receptor binding	+	0.7402	74.02%
Androgen receptor binding	+	0.5476	54.76%
Thyroid receptor binding	+	0.6286	62.86%
Glucocorticoid receptor binding	+	0.7959	79.59%
Aromatase binding	+	0.7128	71.28%
PPAR gamma	+	0.6895	68.95%
Honey bee toxicity	-	0.4686	46.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5252	52.52%
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	99.41%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.79%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.40%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.76%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.18%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.81%	89.34%
CHEMBL2581	P07339	Cathepsin D	92.91%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	91.69%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.92%	95.71%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.88%	92.29%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.40%	95.69%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.76%	89.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.19%	98.75%
CHEMBL240	Q12809	HERG	86.08%	89.76%
CHEMBL221	P23219	Cyclooxygenase-1	85.65%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.35%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.59%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.02%	91.07%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.94%	91.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.90%	91.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.26%	96.90%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.69%	94.97%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.51%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.38%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.27%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.22%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.13%	97.09%

Plants that contains it

• Cremanthodium discoideum

Cross-Links

• PubChem: 162948855
• LOTUS: LTS0001233
• wikiData: Q105162283