Gossypetin 3,5,7,8,3'-pentamethyl ether

Details

• Internal ID: 509c2802-4de4-481b-9aa6-5697a7a3dd29
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 2-(4-hydroxy-3-methoxyphenyl)-3,5,7,8-tetramethoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C(C2=C1C(=O)C(=C(O2)C3=CC(=C(C=C3)O)OC)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=C(C2=C1C(=O)C(=C(O2)C3=CC(=C(C=C3)O)OC)OC)OC)OC
• InChI: InChI=1S/C20H20O8/c1-23-12-8-10(6-7-11(12)21)17-20(27-5)16(22)15-13(24-2)9-14(25-3)18(26-4)19(15)28-17/h6-9,21H,1-5H3
• InChI Key: ZGYOCFOIBXQMMV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₈
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.11581759 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• RefChem:144181
• 2-(4-hydroxy-3-methoxyphenyl)-3,5,7,8-tetramethoxychromen-4-one
• 7741-44-8
• LMPK12113252

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.8514	85.14%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.9508	95.08%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6445	64.45%
P-glycoprotein inhibitior	+	0.8511	85.11%
P-glycoprotein substrate	-	0.9011	90.11%
CYP3A4 substrate	-	0.5121	51.21%
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	+	0.7807	78.07%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	+	0.5793	57.93%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	+	0.5072	50.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.5687	56.87%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5178	51.78%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6964	69.64%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.8628	86.28%
Androgen receptor binding	+	0.7780	77.80%
Thyroid receptor binding	+	0.6141	61.41%
Glucocorticoid receptor binding	+	0.7896	78.96%
Aromatase binding	+	0.6857	68.57%
PPAR gamma	+	0.7666	76.66%
Honey bee toxicity	-	0.8863	88.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5051	50.51%
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	98.10%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.57%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.81%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.41%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.06%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.01%	89.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.67%	98.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.96%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.32%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.83%	80.78%
CHEMBL3194	P02766	Transthyretin	80.64%	90.71%

Plants that contains it

• Melicope triphylla

Cross-Links

• PubChem: 13942544
• LOTUS: LTS0116958
• wikiData: Q105375511