4'-O-Methylochnaflavone

Details

• Internal ID: ba370223-3635-4505-9cd7-e2a8d6b6891b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 2-[4-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenoxy]phenyl]-5,7-dihydroxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O
• InChI: InChI=1S/C31H20O10/c1-38-24-7-4-16(26-14-23(37)31-21(35)10-18(33)12-29(31)41-26)8-27(24)39-19-5-2-15(3-6-19)25-13-22(36)30-20(34)9-17(32)11-28(30)40-25/h2-14,32-35H,1H3
• InChI Key: PRQWQWSKFNQAOG-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₀O₁₀
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.10564683 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.86
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 49619-87-6
• NSC363258
• 2-[4-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenoxy]phenyl]-5,7-dihydroxychromen-4-one
• NSC 363258
• NSC-363258
• 2-(4-(5-(5,7-Dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenoxy)phenyl)-5,7-dihydroxy-4H-chromen-4-one
• 4H-1-Benzopyran-4-one, 2-[4-[5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenoxy]phenyl]-5,7-dihydroxy-
• Ochnaflavone 4'-methyl ether
• 2-[4-[5-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenoxy]phenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one
• 2-{4-[5-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenoxy]phenyl}-5,7-dihydroxy-4H-1-benzopyran-4-one
• 4H-1-Benzopyran-4-one, 2-(4-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenoxy)phenyl)-5,7-dihydroxy-
• 8CC5WCJ7A9
• CHEMBL188147
• DTXSID30964303
• HY-N4300
• AKOS037515028
• MS-30091
• PD125261
• CS-0032679
• F82189
• 2-[4-[5-(5,7-dihydroxy-4-oxo-chromen-2-yl)-2-methoxy-phenoxy]phenyl]-5,7-dihydroxy-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9106	91.06%
Caco-2	-	0.7833	78.33%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6802	68.02%
OATP2B1 inhibitior	-	0.5686	56.86%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9730	97.30%
MATE1 inhibitior	+	0.5600	56.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6432	64.32%
P-glycoprotein inhibitior	+	0.8240	82.40%
P-glycoprotein substrate	-	0.8270	82.70%
CYP3A4 substrate	+	0.5953	59.53%
CYP2C9 substrate	-	0.6296	62.96%
CYP2D6 substrate	-	0.8329	83.29%
CYP3A4 inhibition	+	0.5362	53.62%
CYP2C9 inhibition	+	0.6558	65.58%
CYP2C19 inhibition	+	0.6148	61.48%
CYP2D6 inhibition	-	0.7981	79.81%
CYP1A2 inhibition	+	0.7307	73.07%
CYP2C8 inhibition	+	0.8880	88.80%
CYP inhibitory promiscuity	+	0.6253	62.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5985	59.85%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8303	83.03%
Skin irritation	-	0.6487	64.87%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7580	75.80%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9267	92.67%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5106	51.06%
Acute Oral Toxicity (c)	III	0.7039	70.39%
Estrogen receptor binding	+	0.8672	86.72%
Androgen receptor binding	+	0.9053	90.53%
Thyroid receptor binding	+	0.6450	64.50%
Glucocorticoid receptor binding	+	0.8708	87.08%
Aromatase binding	+	0.6940	69.40%
PPAR gamma	+	0.7530	75.30%
Honey bee toxicity	-	0.7811	78.11%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8480	84.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.67%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.62%	91.11%
CHEMBL3194	P02766	Transthyretin	96.04%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.85%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.46%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.23%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.05%	95.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.84%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.38%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.36%	96.12%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.65%	86.92%
CHEMBL4208	P20618	Proteasome component C5	87.74%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.66%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.92%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.61%	93.65%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.24%	89.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.92%	96.21%
CHEMBL1907	P15144	Aminopeptidase N	82.81%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.69%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.26%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.18%	99.23%

Plants that contains it

• Acacia aulacocarpa
• Anemonastrum flaccidum
• Ardisia neriifolia
• Aspidosperma subincanum
• Cryptocarya aschersoniana
• Eupatorium argentinum
• Garcinia madruno
• Guatteria ucayalina
• Juniperus brevifolia
• Lonicera japonica
• Peritassa compta
• Psiadia dentata

Cross-Links

• PubChem: 5384799
• NPASS: NPC183