Podocarpusflavone B

Details

• Internal ID: b87b053a-d1ae-4df1-81d9-7011fd70dca7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5,7-dihydroxy-8-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenyl]-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)O
• InChI: InChI=1S/C32H22O10/c1-39-17-6-3-15(4-7-17)26-14-25(38)31-23(36)12-22(35)29(32(31)42-26)19-9-16(5-8-20(19)33)27-13-24(37)30-21(34)10-18(40-2)11-28(30)41-27/h3-14,33-36H,1-2H3
• InChI Key: GZTVUTQZSAZUIY-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₂O₁₀
• Molecular Weight: 566.50 g/mol
• Exact Mass: 566.12129689 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 23624-21-7
• Podocarpusflavone B
• 5,7-Dihydroxy-8-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenyl]-2-(4-methoxyphenyl)chromen-4-one
• 4''',7-Di-O-methylamentoflavone
• 3''',8-Biflavone, 4''',5,'',7-tetrahydroxy-4',7''-dimethoxy-
• Putraflavone\r\n
• Podocarpusflavon-B
• DTXSID60178299
• 4',7''-Di-O-methylamentoflavone
• AKOS032948511
• 4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-(2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)phenyl)-2-(4-methoxyphenyl)-
• 5,7-dihydroxy-8-(2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)phenyl)-2-(4-methoxyphenyl)-4H-chromen-4-one
• 5,7-dihydroxy-8-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxo-chromen-2-yl)phenyl]-2-(4-methoxyphenyl)chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9325	93.25%
Caco-2	-	0.8308	83.08%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8148	81.48%
OATP2B1 inhibitior	-	0.5634	56.34%
OATP1B1 inhibitior	-	0.4146	41.46%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9424	94.24%
P-glycoprotein inhibitior	+	0.8115	81.15%
P-glycoprotein substrate	-	0.7478	74.78%
CYP3A4 substrate	+	0.6150	61.50%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.5831	58.31%
CYP2C9 inhibition	+	0.6590	65.90%
CYP2C19 inhibition	+	0.6234	62.34%
CYP2D6 inhibition	-	0.7411	74.11%
CYP1A2 inhibition	+	0.6533	65.33%
CYP2C8 inhibition	+	0.8157	81.57%
CYP inhibitory promiscuity	+	0.6726	67.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8319	83.19%
Skin irritation	-	0.7256	72.56%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3931	39.31%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9458	94.58%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6102	61.02%
Acute Oral Toxicity (c)	III	0.6505	65.05%
Estrogen receptor binding	+	0.8890	88.90%
Androgen receptor binding	+	0.9544	95.44%
Thyroid receptor binding	+	0.6260	62.60%
Glucocorticoid receptor binding	+	0.8328	83.28%
Aromatase binding	+	0.5289	52.89%
PPAR gamma	+	0.7546	75.46%
Honey bee toxicity	-	0.8041	80.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9066	90.66%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4822	P56817	Beta-secretase 1	4210 nM	IC50	PMID: 20598535

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.68%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	98.63%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.83%	94.00%
CHEMBL242	Q92731	Estrogen receptor beta	95.29%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	95.25%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.21%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.45%	95.56%
CHEMBL308	P06493	Cyclin-dependent kinase 1	93.29%	91.73%
CHEMBL3194	P02766	Transthyretin	92.99%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.75%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.55%	85.14%
CHEMBL1907	P15144	Aminopeptidase N	91.38%	93.31%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.51%	96.21%
CHEMBL4208	P20618	Proteasome component C5	89.16%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.48%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.87%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	84.91%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.85%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.33%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.01%	99.17%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.93%	89.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.47%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.03%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.53%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.51%	97.28%

Plants that contains it

• Aglaia forbesii
• Dacrycarpus imbricatus
• Dendrobium chrysotoxum
• Elateriospermum tapos
• Eurybia divaricata
• Hydnocarpus hainanensis
• Pinus palustris
• Piranhea mexicana
• Podocalyx loranthoides
• Podocarpus fasciculus
• Podocarpus macrophyllus
• Putranjiva roxburghii
• Quercus canariensis
• Retrophyllum rospigliosii
• Sciadotenia toxifera
• Soulamea pancheri
• Valeriana microphylla

Cross-Links

• PubChem: 5320646
• NPASS: NPC121649
• ChEMBL: CHEMBL144630
• LOTUS: LTS0066559
• wikiData: Q72503293