Cerosilin B

Details

• Internal ID: ede78482-0ba7-4aad-b0df-b83c8b7eac38
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: 5,6-dimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)OC(=CC2=O)C3=CC(=C(C(=C3)OC)OC)OC)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)OC(=CC2=O)C3=CC(=C(C(=C3)OC)OC)OC)OC
• InChI: InChI=1S/C20H20O7/c1-22-14-7-6-13-18(20(14)26-5)12(21)10-15(27-13)11-8-16(23-2)19(25-4)17(9-11)24-3/h6-10H,1-5H3
• InChI Key: UIYFWULCBWYNDB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• LMPK12110110
• 5,6,3',4',5'-Pentamethoxyflavon
• 3',4',5,5',6-Pentamethoxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.8512	85.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7006	70.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9687	96.87%
OATP1B3 inhibitior	+	0.9919	99.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6010	60.10%
P-glycoprotein inhibitior	+	0.9398	93.98%
P-glycoprotein substrate	-	0.8478	84.78%
CYP3A4 substrate	-	0.5360	53.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	+	0.6138	61.38%
CYP2C9 inhibition	-	0.7985	79.85%
CYP2C19 inhibition	+	0.7445	74.45%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	+	0.9694	96.94%
CYP2C8 inhibition	+	0.5882	58.82%
CYP inhibitory promiscuity	+	0.8123	81.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5636	56.36%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.7808	78.08%
Skin irritation	-	0.7565	75.65%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	-	0.5764	57.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7136	71.36%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9439	94.39%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6869	68.69%
Acute Oral Toxicity (c)	II	0.6245	62.45%
Estrogen receptor binding	+	0.9221	92.21%
Androgen receptor binding	+	0.8494	84.94%
Thyroid receptor binding	+	0.7309	73.09%
Glucocorticoid receptor binding	+	0.7912	79.12%
Aromatase binding	+	0.5406	54.06%
PPAR gamma	+	0.6867	68.67%
Honey bee toxicity	-	0.7671	76.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9192	91.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.76%	94.00%
CHEMBL4302	P08183	P-glycoprotein 1	91.10%	92.98%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.90%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.38%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.04%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.30%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.76%	91.11%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.92%	94.03%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	82.76%	85.00%
CHEMBL1255126	O15151	Protein Mdm4	81.49%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.45%	96.00%

Plants that contains it

• Casimiroa tetrameria
• Kopsia profunda
• Tropaeolum majus

Cross-Links

• PubChem: 44257603
• NPASS: NPC290492
• LOTUS: LTS0176836
• wikiData: Q105273724