(2R,3S)-2-(2,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

Details

• Internal ID: 429f7c16-c622-4509-8a78-3f10deeb3f79
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: (2R,3S)-2-(2,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• SMILES (Canonical): C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3O)O)O)O
• InChI: InChI=1S/C15H14O7/c16-6-1-9(17)7-3-13(21)15(22-14(7)2-6)8-4-11(19)12(20)5-10(8)18/h1-2,4-5,13,15-21H,3H2/t13-,15+/m0/s1
• InChI Key: UVDNRKMZMPBBTJ-DZGCQCFKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₇
• Molecular Weight: 306.27 g/mol
• Exact Mass: 306.07395278 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8922	89.22%
Caco-2	-	0.9553	95.53%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4440	44.40%
OATP2B1 inhibitior	-	0.5616	56.16%
OATP1B1 inhibitior	+	0.8274	82.74%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9258	92.58%
P-glycoprotein inhibitior	-	0.9388	93.88%
P-glycoprotein substrate	-	0.8695	86.95%
CYP3A4 substrate	-	0.5119	51.19%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	+	0.5322	53.22%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9041	90.41%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.7719	77.19%
CYP inhibitory promiscuity	-	0.8170	81.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5825	58.25%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.9346	93.46%
Skin irritation	-	0.5859	58.59%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5522	55.22%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7452	74.52%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6035	60.35%
Acute Oral Toxicity (c)	IV	0.6433	64.33%
Estrogen receptor binding	-	0.5482	54.82%
Androgen receptor binding	+	0.5192	51.92%
Thyroid receptor binding	+	0.7967	79.67%
Glucocorticoid receptor binding	+	0.7671	76.71%
Aromatase binding	+	0.6153	61.53%
PPAR gamma	+	0.6932	69.32%
Honey bee toxicity	-	0.7949	79.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7342	73.42%

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	98.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.04%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	88.14%	95.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.63%	93.40%
CHEMBL2581	P07339	Cathepsin D	86.50%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	85.66%	91.49%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.05%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.02%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.76%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.09%	90.00%

Plants that contains it

• Podocarpus fasciculus

Cross-Links

• PubChem: 137521409
• LOTUS: LTS0112135
• wikiData: Q105279765