2-[2-[(2S)-2-(2,5-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-6-yl]-3,6-dihydroxyphenyl]-5,7-dihydroxychromen-4-one

Details

• Internal ID: 7675eb9d-b6ec-4e98-99e9-9fcc8d2d7c13
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 2-[2-[(2S)-2-(2,5-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-6-yl]-3,6-dihydroxyphenyl]-5,7-dihydroxychromen-4-one
• SMILES (Canonical): C1C(OC2=C(C1=O)C(=C(C(=C2)O)C3=C(C=CC(=C3C4=CC(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)C6=C(C=CC(=C6)O)O
• SMILES (Isomeric): C1[C@H](OC2=C(C1=O)C(=C(C(=C2)O)C3=C(C=CC(=C3C4=CC(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)C6=C(C=CC(=C6)O)O
• InChI: InChI=1S/C30H20O12/c31-11-1-2-14(33)13(5-11)21-8-19(38)27-24(41-21)10-20(39)29(30(27)40)28-16(35)4-3-15(34)26(28)23-9-18(37)25-17(36)6-12(32)7-22(25)42-23/h1-7,9-10,21,31-36,39-40H,8H2/t21-/m0/s1
• InChI Key: XXKJOVIWINPZSF-NRFANRHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₀O₁₂
• Molecular Weight: 572.50 g/mol
• Exact Mass: 572.09547607 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 12
• 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	+	0.8703	87.03%
Caco-2	-	0.9115	91.15%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7998	79.98%
OATP2B1 inhibitior	+	0.5795	57.95%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7057	70.57%
P-glycoprotein inhibitior	+	0.7243	72.43%
P-glycoprotein substrate	-	0.5405	54.05%
CYP3A4 substrate	+	0.6241	62.41%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.6628	66.28%
CYP2C9 inhibition	+	0.8983	89.83%
CYP2C19 inhibition	+	0.6398	63.98%
CYP2D6 inhibition	-	0.8452	84.52%
CYP1A2 inhibition	+	0.5212	52.12%
CYP2C8 inhibition	+	0.7071	70.71%
CYP inhibitory promiscuity	-	0.5788	57.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6661	66.61%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.7938	79.38%
Skin irritation	-	0.5768	57.68%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6922	69.22%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8889	88.89%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7414	74.14%
Acute Oral Toxicity (c)	II	0.4211	42.11%
Estrogen receptor binding	+	0.8176	81.76%
Androgen receptor binding	+	0.8710	87.10%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	+	0.7012	70.12%
Aromatase binding	-	0.5163	51.63%
PPAR gamma	+	0.7722	77.22%
Honey bee toxicity	-	0.7292	72.92%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8702	87.02%

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	99.68%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.06%	89.00%
CHEMBL3194	P02766	Transthyretin	94.84%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.29%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.93%	99.15%
CHEMBL2581	P07339	Cathepsin D	93.57%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.02%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.21%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.74%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.31%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.58%	96.12%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	87.03%	83.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.85%	85.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.89%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.58%	94.00%
CHEMBL217	P14416	Dopamine D2 receptor	83.68%	95.62%
CHEMBL1978	P11511	Cytochrome P450 19A1	81.91%	91.76%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.75%	91.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.29%	97.09%
CHEMBL4530	P00488	Coagulation factor XIII	80.72%	96.00%

Plants that contains it

• Scutellaria amabilis

Cross-Links

• PubChem: 11685603
• LOTUS: LTS0148305
• wikiData: Q105344058