5,3',5'-Trihydroxy-6,7,4'-trimethoxyflavone

Details

• Internal ID: bed9efd2-4a04-4d77-aa82-7693adfa597c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-6,7-dimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C(=C3)O)OC)O)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C(=C3)O)OC)O)O)OC
• InChI: InChI=1S/C18H16O8/c1-23-14-7-13-15(16(22)18(14)25-3)9(19)6-12(26-13)8-4-10(20)17(24-2)11(21)5-8/h4-7,20-22H,1-3H3
• InChI Key: MDBCIIGAFMRLQN-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): 115.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• SCHEMBL16894661
• LMPK12111279
• 3',5,5'-Trihydroxy-4',6,7-trimethoxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.8636	86.36%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.7058	70.58%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5404	54.04%
P-glycoprotein inhibitior	+	0.6803	68.03%
P-glycoprotein substrate	-	0.8155	81.55%
CYP3A4 substrate	+	0.5211	52.11%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
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	+	0.6011	60.11%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.5520	55.20%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.7064	70.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5468	54.68%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8498	84.98%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8428	84.28%
Androgen receptor binding	+	0.7026	70.26%
Thyroid receptor binding	+	0.6497	64.97%
Glucocorticoid receptor binding	+	0.7737	77.37%
Aromatase binding	+	0.7240	72.40%
PPAR gamma	+	0.7983	79.83%
Honey bee toxicity	-	0.8197	81.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6549	65.49%
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	98.92%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.40%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.32%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.73%	89.00%
CHEMBL3194	P02766	Transthyretin	88.33%	90.71%
CHEMBL2581	P07339	Cathepsin D	87.34%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.04%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.36%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.39%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.05%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.21%	90.71%

Plants that contains it

• Lantana fucata
• Murraya paniculata
• Styrax benzoin

Cross-Links

• PubChem: 21581557
• NPASS: NPC78346
• LOTUS: LTS0093329
• wikiData: Q105161577