Icosapent

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	4e728877-be4a-4bb5-8732-bcafc2ce4e42
Taxonomy	Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
IUPAC Name	(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
SMILES (Canonical)	CCC=CCC=CCC=CCC=CCC=CCCCC(=O)O
SMILES (Isomeric)	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChI	InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChI Key	JAZBEHYOTPTENJ-JLNKQSITSA-N
Popularity	7,770 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₃₀O₂
Molecular Weight	302.50 g/mol
Exact Mass	302.224580195 g/mol
Topological Polar Surface Area (TPSA)	37.30 Å²
XlogP	5.60
Atomic LogP (AlogP)	5.99
H-Bond Acceptor	1
H-Bond Donor	1
Rotatable Bonds	13

Synonyms

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EPA

Icosapento

Icosapentum

Miraxion

Eye Q

Eye-Q

Ropufa 70

Incromega e 7010sr

CCRIS 3279

AAN7QOV9EA

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	-	0.5205	52.05%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.5044	50.44%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	-	0.5607	56.07%
OATP1B3 inhibitior	-	0.3406	34.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6958	69.58%
P-glycoprotein inhibitior	-	0.7084	70.84%
P-glycoprotein substrate	-	0.9650	96.50%
CYP3A4 substrate	-	0.6696	66.96%
CYP2C9 substrate	+	0.6276	62.76%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9465	94.65%
CYP2C9 inhibition	-	0.8798	87.98%
CYP2C19 inhibition	-	0.9638	96.38%
CYP2D6 inhibition	-	0.9631	96.31%
CYP1A2 inhibition	+	0.6915	69.15%
CYP2C8 inhibition	-	0.9453	94.53%
CYP inhibitory promiscuity	-	0.9426	94.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6935	69.35%
Carcinogenicity (trinary)	Non-required	0.6373	63.73%
Eye corrosion	+	0.9371	93.71%
Eye irritation	-	0.6484	64.84%
Skin irritation	+	0.7676	76.76%
Skin corrosion	-	0.6260	62.60%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3719	37.19%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	+	0.8470	84.70%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	-	0.6531	65.31%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8470	84.70%
Acute Oral Toxicity (c)	IV	0.6387	63.87%
Estrogen receptor binding	+	0.7764	77.64%
Androgen receptor binding	-	0.9374	93.74%
Thyroid receptor binding	+	0.5175	51.75%
Glucocorticoid receptor binding	+	0.6839	68.39%
Aromatase binding	-	0.5126	51.26%
PPAR gamma	+	0.8708	87.08%
Honey bee toxicity	-	0.9919	99.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8175	81.75%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL1628461	Q8TDS5	Oxoeicosanoid receptor 1	2000 nM	IC50	PMID: 24351031
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	1100 nM 1100 nM	IC50 IC50	DOI: 10.1007/s00044-008-9102-7 DOI: 10.1007/s00044-012-0285-6
CHEMBL3979	Q03181	Peroxisome proliferator-activated receptor delta	4000 nM	IC50	DOI: 10.1007/s00044-012-0285-6
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	1600 nM	IC50	DOI: 10.1007/s00044-012-0285-6

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	94.62%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.65%	98.95%
CHEMBL1781	P11387	DNA topoisomerase I	89.52%	97.00%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	80.64%	90.75%
CHEMBL221	P23219	Cyclooxygenase-1	80.43%	90.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Allium sativum

Alpinia oxyphylla

Citrus × aurantium

Citrus × aurantium nothof. deliciosa

Grimmia pilifera

Hedlundia hybrida

Rhytidiadelphus squarrosus