Broussonol D

Details

• Internal ID: cc7b02b5-3026-4c3d-adff-1192319ffed2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C2=C(C(=O)C3=C(C=C(C(=C3O2)CC=C(C)C)O)O)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)C2=C(C(=O)C3=C(C=C(C(=C3O2)CC=C(C)C)O)O)O)O)O)C
• InChI: InChI=1S/C25H26O7/c1-12(2)5-7-14-9-15(10-19(28)21(14)29)24-23(31)22(30)20-18(27)11-17(26)16(25(20)32-24)8-6-13(3)4/h5-6,9-11,26-29,31H,7-8H2,1-4H3
• InChI Key: XFBBCGNJNJKLKS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₇
• Molecular Weight: 438.50 g/mol
• Exact Mass: 438.16785316 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.01
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• CHEMBL458762
• med.21724, Compound 176
• BDBM429503
• LMPK12112290

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	-	0.6263	62.63%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5980	59.80%
OATP2B1 inhibitior	+	0.5847	58.47%
OATP1B1 inhibitior	+	0.8673	86.73%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8553	85.53%
P-glycoprotein inhibitior	-	0.4412	44.12%
P-glycoprotein substrate	-	0.6549	65.49%
CYP3A4 substrate	+	0.5273	52.73%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.7803	78.03%
CYP2C9 inhibition	+	0.8538	85.38%
CYP2C19 inhibition	+	0.7835	78.35%
CYP2D6 inhibition	-	0.6554	65.54%
CYP1A2 inhibition	+	0.7729	77.29%
CYP2C8 inhibition	+	0.5346	53.46%
CYP inhibitory promiscuity	+	0.8414	84.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6930	69.30%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.6202	62.02%
Skin irritation	-	0.7231	72.31%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7172	71.72%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5427	54.27%
skin sensitisation	-	0.7690	76.90%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6850	68.50%
Acute Oral Toxicity (c)	III	0.5414	54.14%
Estrogen receptor binding	+	0.9143	91.43%
Androgen receptor binding	+	0.7376	73.76%
Thyroid receptor binding	+	0.6477	64.77%
Glucocorticoid receptor binding	+	0.8700	87.00%
Aromatase binding	+	0.7030	70.30%
PPAR gamma	+	0.8888	88.88%
Honey bee toxicity	-	0.8639	86.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	99.77%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.84%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.19%	89.34%
CHEMBL1951	P21397	Monoamine oxidase A	94.57%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.34%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.50%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.88%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.71%	94.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.10%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.99%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.20%	99.17%
CHEMBL3194	P02766	Transthyretin	81.39%	90.71%

Plants that contains it

• Broussonetia kazinoki

Cross-Links

• PubChem: 10365850
• NPASS: NPC59162
• LOTUS: LTS0276448
• wikiData: Q105326898