5,7-dihydroxy-2-[4-[2-hydroxy-5-[(2S)-5-hydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]phenyl]chromen-4-one

Details

• Internal ID: 131acf4c-c949-4ef8-acfd-70ae33388831
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5,7-dihydroxy-2-[4-[2-hydroxy-5-[(2S)-5-hydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]phenyl]chromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC(=C(C=C3)O)OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=O)C[C@H](OC2=C1)C3=CC(=C(C=C3)O)OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O
• InChI: InChI=1S/C31H22O10/c1-38-19-11-22(35)31-24(37)14-26(41-29(31)12-19)16-4-7-20(33)27(8-16)39-18-5-2-15(3-6-18)25-13-23(36)30-21(34)9-17(32)10-28(30)40-25/h2-13,26,32-35H,14H2,1H3/t26-/m0/s1
• InChI Key: APTGBRUGGGSKQB-SANMLTNESA-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): 152.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.79
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8236	82.36%
Caco-2	-	0.8379	83.79%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6770	67.70%
OATP2B1 inhibitior	-	0.5703	57.03%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9856	98.56%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7767	77.67%
P-glycoprotein inhibitior	+	0.8344	83.44%
P-glycoprotein substrate	-	0.6530	65.30%
CYP3A4 substrate	+	0.6680	66.80%
CYP2C9 substrate	-	0.5753	57.53%
CYP2D6 substrate	-	0.8023	80.23%
CYP3A4 inhibition	+	0.6191	61.91%
CYP2C9 inhibition	+	0.7893	78.93%
CYP2C19 inhibition	+	0.6347	63.47%
CYP2D6 inhibition	-	0.5470	54.70%
CYP1A2 inhibition	+	0.6685	66.85%
CYP2C8 inhibition	+	0.8320	83.20%
CYP inhibitory promiscuity	+	0.5459	54.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5540	55.40%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8652	86.52%
Skin irritation	-	0.7093	70.93%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.5328	53.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4758	47.58%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9280	92.80%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4555	45.55%
Acute Oral Toxicity (c)	III	0.5406	54.06%
Estrogen receptor binding	+	0.8094	80.94%
Androgen receptor binding	+	0.8714	87.14%
Thyroid receptor binding	+	0.6206	62.06%
Glucocorticoid receptor binding	+	0.8395	83.95%
Aromatase binding	+	0.5642	56.42%
PPAR gamma	+	0.7206	72.06%
Honey bee toxicity	-	0.6907	69.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7483	74.83%

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	99.50%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	98.46%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.57%	94.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	96.42%	96.12%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.74%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.24%	95.56%
CHEMBL3194	P02766	Transthyretin	95.21%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.52%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.93%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.03%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.03%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.03%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.68%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.55%	95.78%
CHEMBL4208	P20618	Proteasome component C5	91.18%	90.00%
CHEMBL3438	Q05513	Protein kinase C zeta	90.12%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.34%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.89%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.72%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.36%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.78%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.34%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.96%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.68%	92.62%

Plants that contains it

• Ochna gamblei
• Ochna obtusata

Cross-Links

• PubChem: 162880188
• LOTUS: LTS0115640
• wikiData: Q105181775