2-(2,4-Dihydroxy-6-methoxybenzoyl)-9-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-3-(4-methoxyphenyl)furo[2,3-g]chromen-8-one

Details

• Internal ID: b5847b56-f44e-4502-8b48-e031e2506bce
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Furanoflavonoids and dihydrofuranoflavonoids
• IUPAC Name: 2-(2,4-dihydroxy-6-methoxybenzoyl)-9-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-3-(4-methoxyphenyl)furo[2,3-g]chromen-8-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=C(OC3=C(C4=C(C=C23)OC(=CC4=O)C5=CC(=C(C=C5)O)OC)O)C(=O)C6=C(C=C(C=C6OC)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=C(OC3=C(C4=C(C=C23)OC(=CC4=O)C5=CC(=C(C=C5)O)OC)O)C(=O)C6=C(C=C(C=C6OC)O)O
• InChI: InChI=1S/C33H24O11/c1-40-18-7-4-15(5-8-18)27-19-13-26-29(22(37)14-23(43-26)16-6-9-20(35)24(10-16)41-2)30(38)32(19)44-33(27)31(39)28-21(36)11-17(34)12-25(28)42-3/h4-14,34-36,38H,1-3H3
• InChI Key: UASHDODILWBYEM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₄O₁₁
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.13186158 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.95
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9360	93.60%
Caco-2	-	0.8071	80.71%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7471	74.71%
OATP2B1 inhibitior	-	0.5695	56.95%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.8697	86.97%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9323	93.23%
P-glycoprotein inhibitior	+	0.8586	85.86%
P-glycoprotein substrate	+	0.5650	56.50%
CYP3A4 substrate	+	0.6635	66.35%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	+	0.5728	57.28%
CYP2C9 inhibition	-	0.5299	52.99%
CYP2C19 inhibition	+	0.5117	51.17%
CYP2D6 inhibition	-	0.7036	70.36%
CYP1A2 inhibition	+	0.6316	63.16%
CYP2C8 inhibition	+	0.8693	86.93%
CYP inhibitory promiscuity	+	0.7558	75.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4393	43.93%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.7930	79.30%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.8101	81.01%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9017	90.17%
Acute Oral Toxicity (c)	III	0.4690	46.90%
Estrogen receptor binding	+	0.8755	87.55%
Androgen receptor binding	+	0.9201	92.01%
Thyroid receptor binding	+	0.6710	67.10%
Glucocorticoid receptor binding	+	0.8470	84.70%
Aromatase binding	+	0.6116	61.16%
PPAR gamma	+	0.7501	75.01%
Honey bee toxicity	-	0.7866	78.66%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9135	91.35%

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	99.62%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.97%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.82%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.96%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.37%	89.00%
CHEMBL4208	P20618	Proteasome component C5	92.50%	90.00%
CHEMBL3194	P02766	Transthyretin	92.46%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.80%	94.45%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	91.71%	94.42%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.39%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.47%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.03%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.53%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.39%	86.92%
CHEMBL1907	P15144	Aminopeptidase N	87.07%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.15%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.85%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.05%	93.65%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.46%	83.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.19%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.69%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.32%	95.89%

Plants that contains it

• Aristolochia ridicula

Cross-Links

• PubChem: 101717263
• LOTUS: LTS0013448
• wikiData: Q105269016