(2R)-2-[(14S)-14-hydroxypentadecyl]-4-methyl-5-oxo-2H-furan-3-carboxylic acid

Details

• Internal ID: 54110420-610d-4ff4-8740-2d9f39f4a387
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (2R)-2-[(14S)-14-hydroxypentadecyl]-4-methyl-5-oxo-2H-furan-3-carboxylic acid
• InChI: InChI=1S/C21H36O5/c1-16(22)14-12-10-8-6-4-3-5-7-9-11-13-15-18-19(20(23)24)17(2)21(25)26-18/h16,18,22H,3-15H2,1-2H3,(H,23,24)/t16-,18+/m0/s1
• InChI Key: RJNPNSFGRBJXHX-FUHWJXTLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₅
• Molecular Weight: 368.50 g/mol
• Exact Mass: 368.25627424 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 4.77
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9507	95.07%
Caco-2	-	0.5231	52.31%
Blood Brain Barrier	+	0.5105	51.05%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7778	77.78%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.9256	92.56%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7320	73.20%
BSEP inhibitior	-	0.8006	80.06%
P-glycoprotein inhibitior	-	0.5789	57.89%
P-glycoprotein substrate	-	0.8507	85.07%
CYP3A4 substrate	-	0.5211	52.11%
CYP2C9 substrate	+	0.6033	60.33%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.6577	65.77%
CYP2C9 inhibition	-	0.9135	91.35%
CYP2C19 inhibition	-	0.8279	82.79%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.7899	78.99%
CYP2C8 inhibition	-	0.9624	96.24%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6666	66.66%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.5836	58.36%
Skin irritation	-	0.5225	52.25%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4371	43.71%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6368	63.68%
Acute Oral Toxicity (c)	II	0.3922	39.22%
Estrogen receptor binding	-	0.5632	56.32%
Androgen receptor binding	-	0.5974	59.74%
Thyroid receptor binding	+	0.5581	55.81%
Glucocorticoid receptor binding	-	0.4646	46.46%
Aromatase binding	-	0.6722	67.22%
PPAR gamma	+	0.7694	76.94%
Honey bee toxicity	-	0.9680	96.80%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6776	67.76%
Fish aquatic toxicity	+	0.9793	97.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.19%	83.82%
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.72%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.01%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.65%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.40%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.31%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.23%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.33%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.67%	93.00%
CHEMBL3401	O75469	Pregnane X receptor	83.59%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162955069
• LOTUS: LTS0258494
• wikiData: Q105237622