3,5,7-Trihydroxy-8-methoxyflavone 3-angelate

Details

• Internal ID: d1752186-3ce2-43f5-9f1b-7bd33de03529
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: (5,7-dihydroxy-8-methoxy-4-oxo-2-phenylchromen-3-yl) (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1=C(OC2=C(C1=O)C(=CC(=C2OC)O)O)C3=CC=CC=C3
• SMILES (Isomeric): C/C=C(/C)\C(=O)OC1=C(OC2=C(C1=O)C(=CC(=C2OC)O)O)C3=CC=CC=C3
• InChI: InChI=1S/C21H18O7/c1-4-11(2)21(25)28-20-16(24)15-13(22)10-14(23)18(26-3)19(15)27-17(20)12-8-6-5-7-9-12/h4-10,22-23H,1-3H3/b11-4-
• InChI Key: LHTQNTJIVRJGJN-WCIBSUBMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.10525291 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• LMPK12113078

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9439	94.39%
Caco-2	+	0.6398	63.98%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5649	56.49%
OATP2B1 inhibitior	-	0.5778	57.78%
OATP1B1 inhibitior	+	0.9270	92.70%
OATP1B3 inhibitior	+	0.8643	86.43%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6304	63.04%
P-glycoprotein inhibitior	+	0.7518	75.18%
P-glycoprotein substrate	-	0.7888	78.88%
CYP3A4 substrate	+	0.5349	53.49%
CYP2C9 substrate	-	0.5903	59.03%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.7105	71.05%
CYP2C9 inhibition	-	0.6213	62.13%
CYP2C19 inhibition	+	0.5469	54.69%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	-	0.6721	67.21%
CYP2C8 inhibition	+	0.5625	56.25%
CYP inhibitory promiscuity	+	0.7649	76.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5413	54.13%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.4901	49.01%
Skin irritation	-	0.7168	71.68%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5255	52.55%
Acute Oral Toxicity (c)	III	0.4228	42.28%
Estrogen receptor binding	+	0.7713	77.13%
Androgen receptor binding	+	0.7677	76.77%
Thyroid receptor binding	-	0.5433	54.33%
Glucocorticoid receptor binding	+	0.7982	79.82%
Aromatase binding	+	0.6336	63.36%
PPAR gamma	+	0.6472	64.72%
Honey bee toxicity	-	0.8009	80.09%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9851	98.51%

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	99.52%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.11%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.04%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.28%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.27%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.87%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.82%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.01%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.03%	94.45%

Plants that contains it

• Helichrysum argyrophyllum

Cross-Links

• PubChem: 14282639
• LOTUS: LTS0048720
• wikiData: Q76423696