5,7-Dihydroxy-3-methoxy-6,8-dimethylflavone

Details

• Internal ID: 89e7ffbb-e3ad-47c3-a52c-2942bfb581b3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-3-methoxy-6,8-dimethyl-2-phenylchromen-4-one
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)C(=C(O2)C3=CC=CC=C3)OC)C)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)C(=C(O2)C3=CC=CC=C3)OC)C)O
• InChI: InChI=1S/C18H16O5/c1-9-13(19)10(2)16-12(14(9)20)15(21)18(22-3)17(23-16)11-7-5-4-6-8-11/h4-8,19-20H,1-3H3
• InChI Key: SXUJLKUJWRKOLJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• LMPK12111646

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.6303	63.03%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.5823	58.23%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5391	53.91%
P-glycoprotein inhibitior	+	0.6441	64.41%
P-glycoprotein substrate	-	0.9180	91.80%
CYP3A4 substrate	-	0.5374	53.74%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.6154	61.54%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	+	0.5640	56.40%
CYP2D6 inhibition	-	0.7310	73.10%
CYP1A2 inhibition	+	0.8610	86.10%
CYP2C8 inhibition	+	0.4614	46.14%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.7327	73.27%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6608	66.08%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6670	66.70%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8317	83.17%
Androgen receptor binding	+	0.6858	68.58%
Thyroid receptor binding	+	0.6788	67.88%
Glucocorticoid receptor binding	+	0.7695	76.95%
Aromatase binding	+	0.7222	72.22%
PPAR gamma	+	0.7532	75.32%
Honey bee toxicity	-	0.9155	91.55%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8724	87.24%

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	97.99%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.14%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.91%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.49%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.17%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.36%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.79%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.48%	94.08%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.41%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	81.95%	94.73%

Plants that contains it

• Carthamus arborescens
• Cephalotaxus fortunei

Cross-Links

• PubChem: 44258731
• NPASS: NPC289751