(2R,3R)-8-[(2S,4R)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

Details

• Internal ID: a2486c24-2682-400b-8610-7b559e14a25c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (2R,3R)-8-[(2S,4R)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• InChI: InChI=1S/C30H26O10/c31-15-3-1-13(2-4-15)25-11-18(17-6-5-16(32)9-26(17)39-25)27-21(34)12-20(33)19-10-24(37)29(40-30(19)27)14-7-22(35)28(38)23(36)8-14/h1-9,12,18,24-25,29,31-38H,10-11H2/t18-,24-,25+,29-/m1/s1
• InChI Key: URRKAQUXIGIWLA-YLQQRLGBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₀
• Molecular Weight: 546.50 g/mol
• Exact Mass: 546.15259702 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7606	76.06%
Caco-2	-	0.8959	89.59%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.4654	46.54%
OATP2B1 inhibitior	-	0.5658	56.58%
OATP1B1 inhibitior	+	0.8517	85.17%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8596	85.96%
P-glycoprotein inhibitior	+	0.7486	74.86%
P-glycoprotein substrate	-	0.5540	55.40%
CYP3A4 substrate	+	0.6382	63.82%
CYP2C9 substrate	-	0.5994	59.94%
CYP2D6 substrate	+	0.5264	52.64%
CYP3A4 inhibition	-	0.8203	82.03%
CYP2C9 inhibition	-	0.8458	84.58%
CYP2C19 inhibition	-	0.8611	86.11%
CYP2D6 inhibition	-	0.8594	85.94%
CYP1A2 inhibition	-	0.8740	87.40%
CYP2C8 inhibition	+	0.7886	78.86%
CYP inhibitory promiscuity	-	0.8668	86.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5773	57.73%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8199	81.99%
Skin irritation	-	0.6248	62.48%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9127	91.27%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8003	80.03%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8002	80.02%
Acute Oral Toxicity (c)	IV	0.4889	48.89%
Estrogen receptor binding	+	0.7759	77.59%
Androgen receptor binding	+	0.7895	78.95%
Thyroid receptor binding	+	0.6769	67.69%
Glucocorticoid receptor binding	+	0.6553	65.53%
Aromatase binding	-	0.5416	54.16%
PPAR gamma	+	0.7719	77.19%
Honey bee toxicity	-	0.8172	81.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.6987	69.87%

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	99.51%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.97%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	92.22%	96.42%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.69%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.82%	99.15%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.62%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.36%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.06%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.46%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.06%	86.33%
CHEMBL217	P14416	Dopamine D2 receptor	84.71%	95.62%
CHEMBL3194	P02766	Transthyretin	84.60%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.57%	85.14%
CHEMBL4422	O14842	Free fatty acid receptor 1	84.53%	93.33%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.15%	97.23%
CHEMBL238	Q01959	Dopamine transporter	83.44%	95.88%
CHEMBL236	P41143	Delta opioid receptor	83.12%	99.35%
CHEMBL3438	Q05513	Protein kinase C zeta	81.71%	88.48%
CHEMBL2535	P11166	Glucose transporter	81.22%	98.75%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.93%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.53%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.15%	95.89%

Plants that contains it

• Senna petersiana

Cross-Links

• PubChem: 162949649
• LOTUS: LTS0120351
• wikiData: Q105277992