Gossypetin 3,4'-dimethyl ether

Details

• Internal ID: 96178b89-5cf3-4331-b518-592f92a4b3a4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 4-O-methylated flavonoids
• IUPAC Name: 5,7,8-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxychromen-4-one
• InChI: InChI=1S/C17H14O8/c1-23-11-4-3-7(5-8(11)18)15-17(24-2)14(22)12-9(19)6-10(20)13(21)16(12)25-15/h3-6,18-21H,1-2H3
• InChI Key: PBBXHFKIHMKJCA-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₈
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.06886740 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 5,7,8-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxychromen-4-one
• RefChem:144180
• 123563-74-6
• 5,7,8,3'-Tetrahydroxy-3,4'-dimethoxy flavone
• LMPK12113239

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8965	89.65%
Caco-2	+	0.6946	69.46%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6457	64.57%
OATP2B1 inhibitior	+	0.5761	57.61%
OATP1B1 inhibitior	+	0.9483	94.83%
OATP1B3 inhibitior	+	0.9828	98.28%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7212	72.12%
P-glycoprotein inhibitior	-	0.6716	67.16%
P-glycoprotein substrate	-	0.8053	80.53%
CYP3A4 substrate	+	0.5186	51.86%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	+	0.6914	69.14%
CYP2C9 inhibition	-	0.8489	84.89%
CYP2C19 inhibition	-	0.6694	66.94%
CYP2D6 inhibition	-	0.8174	81.74%
CYP1A2 inhibition	+	0.8416	84.16%
CYP2C8 inhibition	+	0.7956	79.56%
CYP inhibitory promiscuity	+	0.6916	69.16%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6616	66.16%
Eye corrosion	-	0.9801	98.01%
Eye irritation	+	0.5604	56.04%
Skin irritation	-	0.6619	66.19%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6531	65.31%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9068	90.68%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7642	76.42%
Acute Oral Toxicity (c)	III	0.5234	52.34%
Estrogen receptor binding	+	0.8689	86.89%
Androgen receptor binding	+	0.7887	78.87%
Thyroid receptor binding	+	0.5957	59.57%
Glucocorticoid receptor binding	+	0.8419	84.19%
Aromatase binding	+	0.7864	78.64%
PPAR gamma	+	0.8144	81.44%
Honey bee toxicity	-	0.9142	91.42%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.8835	88.35%

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	98.67%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.63%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.37%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.89%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.19%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.73%	99.15%
CHEMBL3194	P02766	Transthyretin	88.23%	90.71%
CHEMBL2581	P07339	Cathepsin D	88.21%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.63%	98.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.43%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	82.21%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.36%	96.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.82%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	80.02%	94.73%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 5321861
• NPASS: NPC147193