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

Details

• Internal ID: 5b5cb694-b3d3-4302-8abc-002039f624bf
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavan-3-ols
• IUPAC Name: (2S,3S)-2-(2,5-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• InChI: InChI=1S/C15H14O6/c16-7-1-2-11(18)10(3-7)15-13(20)6-9-12(19)4-8(17)5-14(9)21-15/h1-5,13,15-20H,6H2/t13-,15-/m0/s1
• InChI Key: INFSVMACOKVKOV-ZFWWWQNUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9429	94.29%
Caco-2	-	0.8966	89.66%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4617	46.17%
OATP2B1 inhibitior	-	0.5735	57.35%
OATP1B1 inhibitior	+	0.7447	74.47%
OATP1B3 inhibitior	-	0.5699	56.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9042	90.42%
P-glycoprotein inhibitior	-	0.9519	95.19%
P-glycoprotein substrate	-	0.8862	88.62%
CYP3A4 substrate	-	0.5253	52.53%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	+	0.6005	60.05%
CYP3A4 inhibition	-	0.8168	81.68%
CYP2C9 inhibition	-	0.6458	64.58%
CYP2C19 inhibition	-	0.6115	61.15%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	-	0.8445	84.45%
CYP2C8 inhibition	+	0.4504	45.04%
CYP inhibitory promiscuity	-	0.6461	64.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6008	60.08%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.9325	93.25%
Skin irritation	-	0.5579	55.79%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5406	54.06%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7662	76.62%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6137	61.37%
Acute Oral Toxicity (c)	IV	0.4540	45.40%
Estrogen receptor binding	-	0.6099	60.99%
Androgen receptor binding	+	0.6459	64.59%
Thyroid receptor binding	+	0.7189	71.89%
Glucocorticoid receptor binding	+	0.6507	65.07%
Aromatase binding	-	0.5403	54.03%
PPAR gamma	+	0.7446	74.46%
Honey bee toxicity	-	0.8708	87.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.6963	69.63%

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	98.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.79%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.44%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.62%	93.40%
CHEMBL2581	P07339	Cathepsin D	89.54%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.26%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.02%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.74%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	82.97%	91.49%
CHEMBL3194	P02766	Transthyretin	82.11%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.00%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	81.23%	95.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.20%	94.45%
CHEMBL2535	P11166	Glucose transporter	80.95%	98.75%

Plants that contains it

• Prunus prostrata

Cross-Links

• PubChem: 162892885
• LOTUS: LTS0170568
• wikiData: Q105116186