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

Details

• Internal ID: 32138e43-0dbb-44eb-a66f-084e58b9e096
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 5-hydroxy-3-[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydrochromen-6-yl]-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=C(C(=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=CC=C(C=C1)C2=C(C(=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/c1-39-19-10-6-17(7-11-19)33-30(32(38)27-21(35)12-20(40-2)13-25(27)43-33)29-24(41-3)15-26-28(31(29)37)22(36)14-23(42-26)16-4-8-18(34)9-5-16/h4-13,15,23,34-35,37H,14H2,1-3H3/t23-/m1/s1
• InChI Key: FELRTXMPQIMFRR-HSZRJFAPSA-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	-	0.8010	80.10%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8761	87.61%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8915	89.15%
OATP1B3 inhibitior	+	0.9702	97.02%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8943	89.43%
P-glycoprotein inhibitior	+	0.8836	88.36%
P-glycoprotein substrate	-	0.5961	59.61%
CYP3A4 substrate	+	0.6831	68.31%
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	+	0.8824	88.24%
CYP inhibitory promiscuity	-	0.5302	53.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8689	86.89%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6482	64.82%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9549	95.49%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7329	73.29%
Acute Oral Toxicity (c)	III	0.4135	41.35%
Estrogen receptor binding	+	0.8384	83.84%
Androgen receptor binding	+	0.8543	85.43%
Thyroid receptor binding	+	0.5783	57.83%
Glucocorticoid receptor binding	+	0.8100	81.00%
Aromatase binding	-	0.5472	54.72%
PPAR gamma	+	0.6631	66.31%
Honey bee toxicity	-	0.7689	76.89%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5351	53.51%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.35%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.94%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.15%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.85%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.68%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.47%	95.56%
CHEMBL3438	Q05513	Protein kinase C zeta	94.18%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.80%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.78%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.17%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.32%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.70%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.85%	95.78%
CHEMBL4208	P20618	Proteasome component C5	89.73%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.00%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.55%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.19%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.14%	86.92%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.91%	93.99%
CHEMBL1907	P15144	Aminopeptidase N	84.77%	93.31%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.51%	85.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.50%	90.71%
CHEMBL3194	P02766	Transthyretin	84.40%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.93%	95.64%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	83.41%	90.48%
CHEMBL242	Q92731	Estrogen receptor beta	82.72%	98.35%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.90%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.81%	95.71%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	81.03%	97.03%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.95%	92.68%

Plants that contains it

• Selaginella delicatula

Cross-Links

• PubChem: 162957301
• LOTUS: LTS0250376
• wikiData: Q104994037