2-[3-[(2S,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-4-hydroxyphenyl]-5-hydroxy-7-methoxychromen-4-one

Details

• Internal ID: 30a43ee0-63f1-4cd2-9d9e-67f728c84bfe
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2-[3-[(2S,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-4-hydroxyphenyl]-5-hydroxy-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)C4C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)[C@@H]4[C@H](OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C31H22O10/c1-39-18-11-22(36)28-23(37)13-24(40-26(28)12-18)15-4-7-20(34)19(8-15)27-30(38)29-21(35)9-17(33)10-25(29)41-31(27)14-2-5-16(32)6-3-14/h2-13,27,31-36H,1H3/t27-,31+/m0/s1
• InChI Key: XHNHPCLUJQCMPT-JTSJOTPCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₂O₁₀
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.12129689 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.10
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9430	94.30%
Caco-2	-	0.8546	85.46%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8174	81.74%
OATP2B1 inhibitior	-	0.5606	56.06%
OATP1B1 inhibitior	+	0.8459	84.59%
OATP1B3 inhibitior	+	0.9706	97.06%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7904	79.04%
P-glycoprotein inhibitior	+	0.8092	80.92%
P-glycoprotein substrate	-	0.6833	68.33%
CYP3A4 substrate	+	0.6691	66.91%
CYP2C9 substrate	+	0.6024	60.24%
CYP2D6 substrate	-	0.8223	82.23%
CYP3A4 inhibition	+	0.5760	57.60%
CYP2C9 inhibition	+	0.7647	76.47%
CYP2C19 inhibition	+	0.7471	74.71%
CYP2D6 inhibition	-	0.7766	77.66%
CYP1A2 inhibition	+	0.8002	80.02%
CYP2C8 inhibition	+	0.8980	89.80%
CYP inhibitory promiscuity	+	0.6806	68.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5868	58.68%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.7860	78.60%
Skin irritation	-	0.6647	66.47%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7055	70.55%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9499	94.99%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6467	64.67%
Acute Oral Toxicity (c)	III	0.6544	65.44%
Estrogen receptor binding	+	0.7945	79.45%
Androgen receptor binding	+	0.8621	86.21%
Thyroid receptor binding	+	0.5560	55.60%
Glucocorticoid receptor binding	+	0.7655	76.55%
Aromatase binding	-	0.6054	60.54%
PPAR gamma	+	0.7093	70.93%
Honey bee toxicity	-	0.7604	76.04%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8837	88.37%

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	99.45%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.52%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	98.24%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.15%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.62%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.69%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.52%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.59%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.54%	93.99%
CHEMBL3194	P02766	Transthyretin	89.69%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.01%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.12%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.32%	95.78%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	85.32%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.17%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.01%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.43%	93.65%
CHEMBL2535	P11166	Glucose transporter	84.35%	98.75%
CHEMBL242	Q92731	Estrogen receptor beta	83.47%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.42%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.18%	86.92%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	80.39%	95.55%

Plants that contains it

• Dahlstedtia pinnata
• Millettia erythrocalyx
• Millettia peguensis
• Millettia sanagana
• Pongamia pinnata
• Tephrosia purpurea

Cross-Links

• PubChem: 163068812
• LOTUS: LTS0020025
• wikiData: Q105328213