2-[[4,5-Dihydroxy-6-(2-phenylethenyl)oxan-2-yl]methyl]-2,3-dihydropyran-6-one

Details

• Internal ID: 4c4d2a32-8c34-4efc-9b39-18b806cb1f3e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: 2-[[4,5-dihydroxy-6-(2-phenylethenyl)oxan-2-yl]methyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): C1C=CC(=O)OC1CC2CC(C(C(O2)C=CC3=CC=CC=C3)O)O
• SMILES (Isomeric): C1C=CC(=O)OC1CC2CC(C(C(O2)C=CC3=CC=CC=C3)O)O
• InChI: InChI=1S/C19H22O5/c20-16-12-15(11-14-7-4-8-18(21)24-14)23-17(19(16)22)10-9-13-5-2-1-3-6-13/h1-6,8-10,14-17,19-20,22H,7,11-12H2
• InChI Key: JKIRIPQYXPLBKK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5865	58.65%
Caco-2	+	0.5259	52.59%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7359	73.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7327	73.27%
P-glycoprotein inhibitior	-	0.7631	76.31%
P-glycoprotein substrate	-	0.7814	78.14%
CYP3A4 substrate	+	0.5238	52.38%
CYP2C9 substrate	-	0.8095	80.95%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.9045	90.45%
CYP2C9 inhibition	-	0.9475	94.75%
CYP2C19 inhibition	-	0.9320	93.20%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.9779	97.79%
CYP2C8 inhibition	-	0.7161	71.61%
CYP inhibitory promiscuity	-	0.9664	96.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9380	93.80%
Skin irritation	-	0.6798	67.98%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4934	49.34%
Micronuclear	+	0.5218	52.18%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7865	78.65%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6432	64.32%
Acute Oral Toxicity (c)	III	0.5313	53.13%
Estrogen receptor binding	+	0.7228	72.28%
Androgen receptor binding	-	0.6318	63.18%
Thyroid receptor binding	-	0.6875	68.75%
Glucocorticoid receptor binding	-	0.5147	51.47%
Aromatase binding	-	0.5280	52.80%
PPAR gamma	+	0.5434	54.34%
Honey bee toxicity	-	0.8709	87.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8208	82.08%

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	95.94%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.88%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.29%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.29%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.89%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.05%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.02%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.41%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.44%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	80.07%	94.73%

Plants that contains it

• Cryptocarya moschata

Cross-Links

• PubChem: 75995432
• LOTUS: LTS0219007
• wikiData: Q104169633