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

Details

• Internal ID: 176369da-a1a6-4289-bf27-460625b7d154
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,4R)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
• SMILES (Canonical): C1C(C2=C(C=C(C=C2)O)OC1C3=CC=C(C=C3)O)C4=C(C=C(C5=C4OC(C(C5)O)C6=CC(=C(C=C6)O)O)O)O
• SMILES (Isomeric): C1[C@H](C2=C(C=C(C=C2)O)O[C@H]1C3=CC=C(C=C3)O)C4=C(C=C(C5=C4O[C@@H]([C@@H](C5)O)C6=CC(=C(C=C6)O)O)O)O
• InChI: InChI=1S/C30H26O9/c31-16-4-1-14(2-5-16)26-12-19(18-7-6-17(32)10-27(18)38-26)28-24(36)13-22(34)20-11-25(37)29(39-30(20)28)15-3-8-21(33)23(35)9-15/h1-10,13,19,25-26,29,31-37H,11-12H2/t19-,25-,26-,29-/m1/s1
• InChI Key: GCVNGQJQSJJVPP-UOCPJPGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₉
• Molecular Weight: 530.50 g/mol
• Exact Mass: 530.15768240 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.61
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• 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	-	0.8852	88.52%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.4654	46.54%
OATP2B1 inhibitior	+	0.5688	56.88%
OATP1B1 inhibitior	+	0.8874	88.74%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8970	89.70%
P-glycoprotein inhibitior	+	0.7547	75.47%
P-glycoprotein substrate	-	0.6144	61.44%
CYP3A4 substrate	+	0.6356	63.56%
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	+	0.7634	76.34%
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	-	0.8102	81.02%
Skin irritation	-	0.6248	62.48%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9058	90.58%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8003	80.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6704	67.04%
Acute Oral Toxicity (c)	IV	0.4889	48.89%
Estrogen receptor binding	+	0.7729	77.29%
Androgen receptor binding	+	0.7816	78.16%
Thyroid receptor binding	+	0.6920	69.20%
Glucocorticoid receptor binding	+	0.6301	63.01%
Aromatase binding	-	0.5752	57.52%
PPAR gamma	+	0.7632	76.32%
Honey bee toxicity	-	0.7571	75.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	99.26%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.77%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.58%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.32%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.35%	99.15%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	89.61%	96.42%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.83%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.37%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.66%	89.00%
CHEMBL236	P41143	Delta opioid receptor	87.09%	99.35%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.92%	85.14%
CHEMBL2535	P11166	Glucose transporter	85.44%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.97%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.18%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.52%	86.33%
CHEMBL217	P14416	Dopamine D2 receptor	82.77%	95.62%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.71%	85.11%
CHEMBL3438	Q05513	Protein kinase C zeta	81.49%	88.48%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.35%	99.23%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.00%	97.23%

Plants that contains it

• Senna petersiana

Cross-Links

• PubChem: 163021686
• LOTUS: LTS0119045
• wikiData: Q105006503