(2S,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-pyrano[2,3-f]chromen-10-one

Details

• Internal ID: 89a43da7-6fd7-4bdd-938b-44598ae4aaad
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: (2S,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-pyrano[2,3-f]chromen-10-one
• InChI: InChI=1S/C18H14O7/c19-10-2-1-8(5-13(10)22)17-14(23)6-9-12(21)7-15-16(18(9)25-17)11(20)3-4-24-15/h1-5,7,14,17,19,21-23H,6H2/t14-,17+/m1/s1
• InChI Key: IJPFBHRUVGIVFV-PBHICJAKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₇
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.07395278 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9615	96.15%
Caco-2	-	0.8836	88.36%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7472	74.72%
OATP2B1 inhibitior	-	0.5746	57.46%
OATP1B1 inhibitior	+	0.9411	94.11%
OATP1B3 inhibitior	+	0.9626	96.26%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8541	85.41%
P-glycoprotein inhibitior	-	0.8162	81.62%
P-glycoprotein substrate	-	0.8702	87.02%
CYP3A4 substrate	+	0.5488	54.88%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.7241	72.41%
CYP3A4 inhibition	-	0.8591	85.91%
CYP2C9 inhibition	-	0.6982	69.82%
CYP2C19 inhibition	-	0.8363	83.63%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.7645	76.45%
CYP2C8 inhibition	-	0.6152	61.52%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6185	61.85%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.7285	72.85%
Skin irritation	-	0.5764	57.64%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6407	64.07%
Micronuclear	+	0.8759	87.59%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7856	78.56%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6842	68.42%
Acute Oral Toxicity (c)	II	0.3498	34.98%
Estrogen receptor binding	+	0.7516	75.16%
Androgen receptor binding	+	0.7827	78.27%
Thyroid receptor binding	+	0.5451	54.51%
Glucocorticoid receptor binding	+	0.7705	77.05%
Aromatase binding	+	0.7134	71.34%
PPAR gamma	+	0.6089	60.89%
Honey bee toxicity	-	0.7815	78.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7929	79.29%

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	99.69%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.45%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.04%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.46%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.88%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.97%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.63%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.35%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.77%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.09%	85.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.10%	99.15%
CHEMBL2535	P11166	Glucose transporter	81.22%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.00%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.13%	86.33%

Plants that contains it

• Smilax corbularia

Cross-Links

• PubChem: 162866699
• LOTUS: LTS0063653
• wikiData: Q105114049