(E,4S)-4-hydroxy-4-[(1S,2R)-2-[(E,6R)-6-hydroxyhept-1-enyl]-4-oxocyclopentyl]but-2-enoic acid

Details

• Internal ID: 5ddbafc4-a36a-4e1d-a400-87081ef1ca93
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Hydroxy fatty acids
• IUPAC Name: (E,4S)-4-hydroxy-4-[(1S,2R)-2-[(E,6R)-6-hydroxyhept-1-enyl]-4-oxocyclopentyl]but-2-enoic acid
• InChI: InChI=1S/C16H24O5/c1-11(17)5-3-2-4-6-12-9-13(18)10-14(12)15(19)7-8-16(20)21/h4,6-8,11-12,14-15,17,19H,2-3,5,9-10H2,1H3,(H,20,21)/b6-4+,8-7+/t11-,12+,14+,15+/m1/s1
• InChI Key: HDNKGLUWUYDDHJ-ZBDJHBETSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.36 g/mol
• Exact Mass: 296.16237386 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9483	94.83%
Caco-2	-	0.8499	84.99%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8724	87.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7822	78.22%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.6259	62.59%
CYP3A4 substrate	+	0.5467	54.67%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.9037	90.37%
CYP3A4 inhibition	-	0.9201	92.01%
CYP2C9 inhibition	-	0.9626	96.26%
CYP2C19 inhibition	-	0.9500	95.00%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.8966	89.66%
CYP2C8 inhibition	-	0.9155	91.55%
CYP inhibitory promiscuity	-	0.9819	98.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9428	94.28%
Carcinogenicity (trinary)	Non-required	0.7642	76.42%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9550	95.50%
Skin irritation	+	0.5329	53.29%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7179	71.79%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8215	82.15%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7024	70.24%
Acute Oral Toxicity (c)	III	0.7927	79.27%
Estrogen receptor binding	+	0.5688	56.88%
Androgen receptor binding	-	0.7587	75.87%
Thyroid receptor binding	-	0.6117	61.17%
Glucocorticoid receptor binding	+	0.6630	66.30%
Aromatase binding	-	0.7251	72.51%
PPAR gamma	+	0.7126	71.26%
Honey bee toxicity	-	0.8901	89.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	92.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.89%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.83%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.98%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.27%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.24%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.71%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.49%	93.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.63%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.16%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.58%	97.09%

Plants that contains it

• Mallotus nudiflorus

Cross-Links

• PubChem: 102173276
• LOTUS: LTS0173696
• wikiData: Q105026441