(3E,5S)-3-[(5R)-5-hydroxy-4-methylidene-7-(5-oxo-2H-furan-3-yl)heptylidene]-5-(2-methylprop-1-enyl)oxolan-2-one

Details

• Internal ID: e57a31b5-fd8b-4e23-8491-ed6f8d52d314
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (3E,5S)-3-[(5R)-5-hydroxy-4-methylidene-7-(5-oxo-2H-furan-3-yl)heptylidene]-5-(2-methylprop-1-enyl)oxolan-2-one
• InChI: InChI=1S/C20H26O5/c1-13(2)9-17-11-16(20(23)25-17)6-4-5-14(3)18(21)8-7-15-10-19(22)24-12-15/h6,9-10,17-18,21H,3-5,7-8,11-12H2,1-2H3/b16-6+/t17-,18-/m1/s1
• InChI Key: QSKKGQVXKWAQQS-CHPXOOGJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9465	94.65%
Caco-2	-	0.6077	60.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8799	87.99%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5820	58.20%
BSEP inhibitior	+	0.7093	70.93%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5393	53.93%
CYP3A4 substrate	+	0.6175	61.75%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	-	0.8931	89.31%
CYP3A4 inhibition	-	0.7728	77.28%
CYP2C9 inhibition	-	0.8254	82.54%
CYP2C19 inhibition	-	0.8553	85.53%
CYP2D6 inhibition	-	0.8992	89.92%
CYP1A2 inhibition	-	0.8443	84.43%
CYP2C8 inhibition	-	0.7461	74.61%
CYP inhibitory promiscuity	-	0.9395	93.95%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.6933	69.33%
Eye corrosion	-	0.9674	96.74%
Eye irritation	-	0.7862	78.62%
Skin irritation	-	0.6779	67.79%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5285	52.85%
Micronuclear	-	0.8641	86.41%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7732	77.32%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5503	55.03%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5780	57.80%
Acute Oral Toxicity (c)	III	0.6839	68.39%
Estrogen receptor binding	-	0.6144	61.44%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5436	54.36%
Glucocorticoid receptor binding	+	0.6104	61.04%
Aromatase binding	-	0.5514	55.14%
PPAR gamma	+	0.6226	62.26%
Honey bee toxicity	-	0.5758	57.58%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9578	95.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.21%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.46%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.04%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.25%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.41%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.92%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.16%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.63%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.70%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.76%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	81.08%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.05%	100.00%

Plants that contains it

• Heteroplexis microcephala

Cross-Links

• PubChem: 162948848
• LOTUS: LTS0081227
• wikiData: Q105227070