(E,9S)-9-hydroxy-11-[(2S,3S)-3-[(Z)-pent-2-enyl]oxiran-2-yl]undec-10-enoic acid

Details

• Internal ID: 09945898-2339-4b0f-8fb9-3955d830fe46
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (E,9S)-9-hydroxy-11-[(2S,3S)-3-[(Z)-pent-2-enyl]oxiran-2-yl]undec-10-enoic acid
• SMILES (Canonical): CCC=CCC1C(O1)C=CC(CCCCCCCC(=O)O)O
• SMILES (Isomeric): CC/C=C\C[C@H]1[C@@H](O1)/C=C/[C@H](CCCCCCCC(=O)O)O
• InChI: InChI=1S/C18H30O4/c1-2-3-7-11-16-17(22-16)14-13-15(19)10-8-5-4-6-9-12-18(20)21/h3,7,13-17,19H,2,4-6,8-12H2,1H3,(H,20,21)/b7-3-,14-13+/t15-,16-,17-/m0/s1
• InChI Key: MGYJEJUWQRJNBN-SZTSADAQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₄
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.21440943 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 3
• 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	+	0.9227	92.27%
Caco-2	-	0.6428	64.28%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7300	73.00%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8668	86.68%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6600	66.00%
P-glycoprotein inhibitior	-	0.8098	80.98%
P-glycoprotein substrate	-	0.8651	86.51%
CYP3A4 substrate	+	0.5168	51.68%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8557	85.57%
CYP3A4 inhibition	-	0.8047	80.47%
CYP2C9 inhibition	-	0.8726	87.26%
CYP2C19 inhibition	-	0.8207	82.07%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	-	0.8060	80.60%
CYP2C8 inhibition	-	0.8878	88.78%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8515	85.15%
Carcinogenicity (trinary)	Non-required	0.6524	65.24%
Eye corrosion	-	0.9360	93.60%
Eye irritation	-	0.9468	94.68%
Skin irritation	-	0.6224	62.24%
Skin corrosion	-	0.8706	87.06%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7969	79.69%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7529	75.29%
skin sensitisation	-	0.7019	70.19%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.5608	56.08%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8739	87.39%
Acute Oral Toxicity (c)	III	0.6962	69.62%
Estrogen receptor binding	+	0.6023	60.23%
Androgen receptor binding	-	0.8450	84.50%
Thyroid receptor binding	-	0.6012	60.12%
Glucocorticoid receptor binding	+	0.6638	66.38%
Aromatase binding	-	0.5956	59.56%
PPAR gamma	+	0.7172	71.72%
Honey bee toxicity	-	0.9309	93.09%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8540	85.40%

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	97.50%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.42%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.92%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.12%	96.47%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	84.70%	92.26%
CHEMBL5255	O00206	Toll-like receptor 4	84.03%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.18%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	83.07%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.33%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162845303
• LOTUS: LTS0094858
• wikiData: Q105163656