(2S)-2,6-bis[2-(4-hydroxyphenyl)ethyl]-2,3-dihydropyran-4-one

Details

• Internal ID: 78ee7aa9-dbb2-473f-965c-b11fd47ad344
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2S)-2,6-bis[2-(4-hydroxyphenyl)ethyl]-2,3-dihydropyran-4-one
• SMILES (Canonical): C1C(OC(=CC1=O)CCC2=CC=C(C=C2)O)CCC3=CC=C(C=C3)O
• SMILES (Isomeric): C1[C@@H](OC(=CC1=O)CCC2=CC=C(C=C2)O)CCC3=CC=C(C=C3)O
• InChI: InChI=1S/C21H22O4/c22-17-7-1-15(2-8-17)5-11-20-13-19(24)14-21(25-20)12-6-16-3-9-18(23)10-4-16/h1-4,7-10,13,21-23H,5-6,11-12,14H2/t21-/m0/s1
• InChI Key: ZKJXXFYIAAJTGP-NRFANRHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9691	96.91%
Caco-2	-	0.5893	58.93%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7231	72.31%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9077	90.77%
P-glycoprotein inhibitior	-	0.5145	51.45%
P-glycoprotein substrate	-	0.6267	62.67%
CYP3A4 substrate	-	0.5371	53.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8076	80.76%
CYP3A4 inhibition	+	0.8332	83.32%
CYP2C9 inhibition	-	0.6717	67.17%
CYP2C19 inhibition	+	0.6152	61.52%
CYP2D6 inhibition	-	0.8799	87.99%
CYP1A2 inhibition	-	0.5713	57.13%
CYP2C8 inhibition	+	0.5067	50.67%
CYP inhibitory promiscuity	+	0.6544	65.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.9720	97.20%
Eye irritation	+	0.5433	54.33%
Skin irritation	-	0.7369	73.69%
Skin corrosion	-	0.9786	97.86%
Ames mutagenesis	-	0.6124	61.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6454	64.54%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6334	63.34%
skin sensitisation	-	0.7716	77.16%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6581	65.81%
Acute Oral Toxicity (c)	III	0.6697	66.97%
Estrogen receptor binding	+	0.9057	90.57%
Androgen receptor binding	+	0.8803	88.03%
Thyroid receptor binding	+	0.5997	59.97%
Glucocorticoid receptor binding	+	0.7649	76.49%
Aromatase binding	+	0.7264	72.64%
PPAR gamma	+	0.7034	70.34%
Honey bee toxicity	-	0.7624	76.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9461	94.61%

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	96.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.87%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.95%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.45%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.55%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.70%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.02%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.75%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.55%	95.56%

Plants that contains it

• Erica cinerea

Cross-Links

• PubChem: 101787716
• LOTUS: LTS0133880
• wikiData: Q105378523