Grantionin

Details

• Internal ID: 3a55c257-6cbe-478e-b201-f7e4628c799c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: 2-(3,5-dimethoxyphenyl)-7-hydroxy-6-methoxychromen-4-one
• InChI: InChI=1S/C18H16O6/c1-21-11-4-10(5-12(6-11)22-2)16-8-14(19)13-7-18(23-3)15(20)9-17(13)24-16/h4-9,20H,1-3H3
• InChI Key: XEVXJBGZWXMMBZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• LMPK12110061
• 7-hydroxy-6,3',5'-trimethoxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.6446	64.46%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.5837	58.37%
OATP1B1 inhibitior	+	0.9510	95.10%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6208	62.08%
P-glycoprotein inhibitior	+	0.8240	82.40%
P-glycoprotein substrate	-	0.8787	87.87%
CYP3A4 substrate	-	0.5099	50.99%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.5748	57.48%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	+	0.5778	57.78%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.8530	85.30%
CYP2C8 inhibition	+	0.4717	47.17%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	+	0.7723	77.23%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7246	72.46%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.8260	82.60%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6892	68.92%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.9239	92.39%
Androgen receptor binding	+	0.7536	75.36%
Thyroid receptor binding	+	0.5714	57.14%
Glucocorticoid receptor binding	+	0.8578	85.78%
Aromatase binding	+	0.7526	75.26%
PPAR gamma	+	0.7874	78.74%
Honey bee toxicity	-	0.8642	86.42%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.8902	89.02%

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	98.70%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.10%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.07%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.84%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.44%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.62%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	89.05%	93.31%
CHEMBL2581	P07339	Cathepsin D	87.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.98%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.84%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.09%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.90%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.85%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.10%	92.94%

Plants that contains it

• Iphiona grantioides

Cross-Links

• PubChem: 14861188
• LOTUS: LTS0215637
• wikiData: Q105326809