2-[2-Pent-2-enyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopentyl]acetic acid

Details

• Internal ID: b12e64e4-b69d-4660-8309-69fa17fb6c2d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2-[2-pent-2-enyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopentyl]acetic acid
• InChI: InChI=1S/C18H30O8/c1-2-3-4-5-11-10(8-14(20)21)6-7-12(11)25-18-17(24)16(23)15(22)13(9-19)26-18/h3-4,10-13,15-19,22-24H,2,5-9H2,1H3,(H,20,21)
• InChI Key: GJZJZRWFRZFTEE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₈
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.19406791 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.03
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• 2-[2-Pent-2-enyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopentyl]acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5649	56.49%
Caco-2	-	0.8645	86.45%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8310	83.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	-	0.8908	89.08%
P-glycoprotein inhibitior	-	0.8770	87.70%
P-glycoprotein substrate	-	0.8626	86.26%
CYP3A4 substrate	+	0.5712	57.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	-	0.9214	92.14%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.8367	83.67%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	-	0.7659	76.59%
CYP inhibitory promiscuity	-	0.9174	91.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7872	78.72%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9807	98.07%
Skin irritation	-	0.7671	76.71%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4625	46.25%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7284	72.84%
skin sensitisation	-	0.8852	88.52%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8165	81.65%
Acute Oral Toxicity (c)	III	0.6099	60.99%
Estrogen receptor binding	+	0.5980	59.80%
Androgen receptor binding	-	0.4942	49.42%
Thyroid receptor binding	-	0.5569	55.69%
Glucocorticoid receptor binding	-	0.4790	47.90%
Aromatase binding	-	0.5061	50.61%
PPAR gamma	+	0.5892	58.92%
Honey bee toxicity	-	0.8686	86.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	-	0.3905	39.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.25%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.56%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	87.64%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.05%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	86.97%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.55%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.79%	90.17%
CHEMBL220	P22303	Acetylcholinesterase	83.27%	94.45%
CHEMBL1881	P43116	Prostanoid EP2 receptor	80.81%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.50%	96.47%

Plants that contains it

• Perilla frutescens

Cross-Links

• PubChem: 74817087
• LOTUS: LTS0187703
• wikiData: Q105009663