6,8-Di-C-methylmyricetin 3-methyl ether

Details

• Internal ID: 35841060-7f0a-492b-bc4d-0dd2f0aaf44e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-3-methoxy-6,8-dimethyl-2-(3,4,5-trihydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)C(=C(O2)C3=CC(=C(C(=C3)O)O)O)OC)C)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)C(=C(O2)C3=CC(=C(C(=C3)O)O)O)OC)C)O
• InChI: InChI=1S/C18H16O8/c1-6-12(21)7(2)16-11(13(6)22)15(24)18(25-3)17(26-16)8-4-9(19)14(23)10(20)5-8/h4-5,19-23H,1-3H3
• InChI Key: CGKAZAIWHLDXML-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₈
• Molecular Weight: 360.30 g/mol
• Exact Mass: 360.08451746 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

• RefChem:103881
• 5,7-dihydroxy-3-methoxy-6,8-dimethyl-2-(3,4,5-trihydroxyphenyl)chromen-4-one
• 95905-79-6
• LMPK12112778

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8929	89.29%
Caco-2	+	0.6267	62.67%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6201	62.01%
OATP2B1 inhibitior	+	0.5767	57.67%
OATP1B1 inhibitior	+	0.8741	87.41%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7019	70.19%
P-glycoprotein inhibitior	-	0.7174	71.74%
P-glycoprotein substrate	-	0.8683	86.83%
CYP3A4 substrate	-	0.5282	52.82%
CYP2C9 substrate	-	0.6600	66.00%
CYP2D6 substrate	-	0.8464	84.64%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.9529	95.29%
CYP2C19 inhibition	-	0.8494	84.94%
CYP2D6 inhibition	-	0.8673	86.73%
CYP1A2 inhibition	+	0.8089	80.89%
CYP2C8 inhibition	+	0.4520	45.20%
CYP inhibitory promiscuity	+	0.6328	63.28%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9831	98.31%
Eye irritation	+	0.5870	58.70%
Skin irritation	-	0.7214	72.14%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5791	57.91%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9216	92.16%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7694	76.94%
Acute Oral Toxicity (c)	III	0.4821	48.21%
Estrogen receptor binding	+	0.8572	85.72%
Androgen receptor binding	+	0.7719	77.19%
Thyroid receptor binding	+	0.5623	56.23%
Glucocorticoid receptor binding	+	0.7296	72.96%
Aromatase binding	+	0.6734	67.34%
PPAR gamma	+	0.8053	80.53%
Honey bee toxicity	-	0.9081	90.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8910	89.10%

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	99.25%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.94%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.86%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.46%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.08%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.44%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.13%	94.45%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.27%	94.42%
CHEMBL2581	P07339	Cathepsin D	86.20%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.66%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.14%	99.17%

Plants that contains it

• Alluaudia humbertii
• Physalis longifolia

Cross-Links

• PubChem: 44259708
• NPASS: NPC132212
• LOTUS: LTS0124026
• wikiData: Q104957764