(2S)-2-[(1E,4S,5E,7E)-4-hydroxy-8-phenylocta-1,5,7-trienyl]-2,3-dihydropyran-6-one

Details

• Internal ID: 1e3fdad4-5fa2-485d-a0d4-2acef24c53f5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2S)-2-[(1E,4S,5E,7E)-4-hydroxy-8-phenylocta-1,5,7-trienyl]-2,3-dihydropyran-6-one
• InChI: InChI=1S/C19H20O3/c20-17(11-5-4-10-16-8-2-1-3-9-16)12-6-13-18-14-7-15-19(21)22-18/h1-11,13,15,17-18,20H,12,14H2/b10-4+,11-5+,13-6+/t17-,18-/m1/s1
• InChI Key: JYPSBSSKEFYVHX-NSZREYDDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₃
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.5696	56.96%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6399	63.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4616	46.16%
P-glycoprotein inhibitior	-	0.8018	80.18%
P-glycoprotein substrate	-	0.7912	79.12%
CYP3A4 substrate	+	0.5164	51.64%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8532	85.32%
CYP3A4 inhibition	-	0.8843	88.43%
CYP2C9 inhibition	-	0.9210	92.10%
CYP2C19 inhibition	-	0.6413	64.13%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.9412	94.12%
CYP2C8 inhibition	-	0.6682	66.82%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7441	74.41%
Carcinogenicity (trinary)	Non-required	0.6524	65.24%
Eye corrosion	-	0.9312	93.12%
Eye irritation	-	0.6423	64.23%
Skin irritation	+	0.6169	61.69%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6324	63.24%
Micronuclear	-	0.5682	56.82%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.8056	80.56%
Acute Oral Toxicity (c)	III	0.5812	58.12%
Estrogen receptor binding	+	0.6854	68.54%
Androgen receptor binding	+	0.5617	56.17%
Thyroid receptor binding	-	0.6545	65.45%
Glucocorticoid receptor binding	-	0.5968	59.68%
Aromatase binding	+	0.6582	65.82%
PPAR gamma	+	0.6821	68.21%
Honey bee toxicity	-	0.8463	84.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7110	71.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.35%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.67%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.62%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.27%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.20%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.57%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.69%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.27%	97.09%

Plants that contains it

• Cryptocarya liebertiana

Cross-Links

• PubChem: 163186616
• LOTUS: LTS0103978
• wikiData: Q105137141