[2-(5-Acetyloxy-4-methylpent-3-enyl)-6-hydroxy-6-methylocta-2,7-dienyl] 3-hydroxy-3-methylbutanoate

Details

• Internal ID: e44a22f2-cb65-4c9b-ad90-f88cbad50828
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [2-(5-acetyloxy-4-methylpent-3-enyl)-6-hydroxy-6-methylocta-2,7-dienyl] 3-hydroxy-3-methylbutanoate
• SMILES (Canonical): CC(=CCCC(=CCCC(C)(C=C)O)COC(=O)CC(C)(C)O)COC(=O)C
• SMILES (Isomeric): CC(=CCCC(=CCCC(C)(C=C)O)COC(=O)CC(C)(C)O)COC(=O)C
• InChI: InChI=1S/C22H36O6/c1-7-22(6,26)13-9-12-19(16-28-20(24)14-21(4,5)25)11-8-10-17(2)15-27-18(3)23/h7,10,12,25-26H,1,8-9,11,13-16H2,2-6H3
• InChI Key: WPUYPHIJRRIFSP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₆
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.25118886 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9492	94.92%
Caco-2	+	0.5418	54.18%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8264	82.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8970	89.70%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7776	77.76%
BSEP inhibitior	+	0.6963	69.63%
P-glycoprotein inhibitior	-	0.5133	51.33%
P-glycoprotein substrate	-	0.7733	77.33%
CYP3A4 substrate	+	0.6054	60.54%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.7467	74.67%
CYP2C9 inhibition	-	0.7789	77.89%
CYP2C19 inhibition	-	0.8406	84.06%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.8362	83.62%
CYP2C8 inhibition	-	0.6064	60.64%
CYP inhibitory promiscuity	-	0.9483	94.83%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6198	61.98%
Eye corrosion	-	0.9218	92.18%
Eye irritation	-	0.8817	88.17%
Skin irritation	-	0.6089	60.89%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7226	72.26%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6023	60.23%
skin sensitisation	-	0.6973	69.73%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5919	59.19%
Acute Oral Toxicity (c)	III	0.6069	60.69%
Estrogen receptor binding	+	0.6321	63.21%
Androgen receptor binding	-	0.7642	76.42%
Thyroid receptor binding	+	0.6337	63.37%
Glucocorticoid receptor binding	+	0.5930	59.30%
Aromatase binding	+	0.6473	64.73%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7100	71.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9842	98.42%

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	91.31%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.88%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.12%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	89.04%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.90%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.05%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.45%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.82%	97.36%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.71%	97.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.35%	89.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.24%	85.14%

Plants that contains it

• Moscharia pinnatifida

Cross-Links

• PubChem: 163008224
• LOTUS: LTS0022372
• wikiData: Q105310205