2-(4,6-Dihydroxy-8-phenyloct-1-enyl)-2,3-dihydropyran-6-one

Details

• Internal ID: 5e16bf8d-fe8e-4b72-a948-f6c8ba1657f2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: 2-(4,6-dihydroxy-8-phenyloct-1-enyl)-2,3-dihydropyran-6-one
• SMILES (Canonical): C1C=CC(=O)OC1C=CCC(CC(CCC2=CC=CC=C2)O)O
• SMILES (Isomeric): C1C=CC(=O)OC1C=CCC(CC(CCC2=CC=CC=C2)O)O
• InChI: InChI=1S/C19H24O4/c20-16(8-4-9-18-10-5-11-19(22)23-18)14-17(21)13-12-15-6-2-1-3-7-15/h1-7,9,11,16-18,20-21H,8,10,12-14H2
• InChI Key: QSFJVCDVSIBMCG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7452	74.52%
Caco-2	-	0.6969	69.69%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7577	75.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8931	89.31%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5686	56.86%
P-glycoprotein inhibitior	-	0.7123	71.23%
P-glycoprotein substrate	-	0.5163	51.63%
CYP3A4 substrate	+	0.5575	55.75%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8532	85.32%
CYP3A4 inhibition	+	0.6121	61.21%
CYP2C9 inhibition	-	0.8884	88.84%
CYP2C19 inhibition	-	0.6337	63.37%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.9321	93.21%
CYP2C8 inhibition	-	0.8322	83.22%
CYP inhibitory promiscuity	-	0.8677	86.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.7655	76.55%
Skin irritation	-	0.7100	71.00%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5925	59.25%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6181	61.81%
skin sensitisation	-	0.8448	84.48%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8257	82.57%
Acute Oral Toxicity (c)	III	0.6553	65.53%
Estrogen receptor binding	+	0.8775	87.75%
Androgen receptor binding	+	0.6149	61.49%
Thyroid receptor binding	-	0.5416	54.16%
Glucocorticoid receptor binding	-	0.5993	59.93%
Aromatase binding	+	0.6216	62.16%
PPAR gamma	+	0.6695	66.95%
Honey bee toxicity	-	0.8447	84.47%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8114	81.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL240	Q12809	HERG	95.96%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.47%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.90%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.77%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.36%	94.62%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.46%	96.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.25%	86.33%
CHEMBL3891	P07384	Calpain 1	81.67%	93.04%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.35%	100.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.89%	96.37%

Plants that contains it

• Cryptocarya strictifolia

Cross-Links

• PubChem: 72970565
• LOTUS: LTS0079987
• wikiData: Q105226926