5-hydroxy-2-[3-[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydrochromen-6-yl]-4-methoxyphenyl]-7-methoxychromen-4-one

Details

• Internal ID: 30fc3817-9337-4dd1-937d-ffe518a483d3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5-hydroxy-2-[3-[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydrochromen-6-yl]-4-methoxyphenyl]-7-methoxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC)O)C4=C(C=C5C(=C4O)C(=O)CC(O5)C6=CC=C(C=C6)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC)O)C4=C(C=C5C(=C4O)C(=O)C[C@H](O5)C6=CC=C(C=C6)O)OC
• InChI: InChI=1S/C33H26O10/c1-39-19-11-21(35)31-22(36)13-26(43-28(31)12-19)17-6-9-24(40-2)20(10-17)30-27(41-3)15-29-32(33(30)38)23(37)14-25(42-29)16-4-7-18(34)8-5-16/h4-13,15,25,34-35,38H,14H2,1-3H3/t25-/m0/s1
• InChI Key: UTPREPLHMAUQPR-VWLOTQADSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₆O₁₀
• Molecular Weight: 582.60 g/mol
• Exact Mass: 582.15259702 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.98
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9348	93.48%
Caco-2	-	0.8218	82.18%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8761	87.61%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.8196	81.96%
OATP1B3 inhibitior	+	0.9702	97.02%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9092	90.92%
P-glycoprotein inhibitior	+	0.9020	90.20%
P-glycoprotein substrate	+	0.5214	52.14%
CYP3A4 substrate	+	0.6685	66.85%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	-	0.7890	78.90%
CYP2C9 inhibition	-	0.5325	53.25%
CYP2C19 inhibition	-	0.6093	60.93%
CYP2D6 inhibition	-	0.6882	68.82%
CYP1A2 inhibition	+	0.5409	54.09%
CYP2C8 inhibition	+	0.8637	86.37%
CYP inhibitory promiscuity	-	0.5302	53.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7878	78.78%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9549	95.49%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7071	70.71%
Acute Oral Toxicity (c)	III	0.4135	41.35%
Estrogen receptor binding	+	0.8719	87.19%
Androgen receptor binding	+	0.8568	85.68%
Thyroid receptor binding	+	0.6003	60.03%
Glucocorticoid receptor binding	+	0.8837	88.37%
Aromatase binding	-	0.4838	48.38%
PPAR gamma	+	0.7264	72.64%
Honey bee toxicity	-	0.6957	69.57%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.8757	87.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.78%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.58%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.36%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.65%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.16%	99.15%
CHEMBL2581	P07339	Cathepsin D	95.85%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	95.54%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.86%	95.56%
CHEMBL3194	P02766	Transthyretin	92.25%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.99%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.66%	97.09%
CHEMBL3438	Q05513	Protein kinase C zeta	91.29%	88.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.88%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.55%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.19%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.56%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.94%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	86.40%	98.35%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.45%	86.92%
CHEMBL4208	P20618	Proteasome component C5	85.12%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.60%	94.45%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	83.21%	97.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.98%	99.17%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.69%	85.11%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.68%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	82.59%	93.31%
CHEMBL2535	P11166	Glucose transporter	82.23%	98.75%
CHEMBL5747	Q92793	CREB-binding protein	82.15%	95.12%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.74%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.23%	92.94%

Plants that contains it

• Selaginella delicatula

Cross-Links

• PubChem: 162999009
• LOTUS: LTS0189519
• wikiData: Q105278975