Boennin

Details

• Internal ID: 0ab63d0a-78fc-4527-a56f-3dff6910d29f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 5,7-dihydroxy-8-(7-methoxy-2-oxochromen-8-yl)oxychromen-2-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C=CC(=O)O2)OC3=C(C=C(C4=C3OC(=O)C=C4)O)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C=CC(=O)O2)OC3=C(C=C(C4=C3OC(=O)C=C4)O)O
• InChI: InChI=1S/C19H12O8/c1-24-13-5-2-9-3-6-14(22)25-16(9)19(13)27-18-12(21)8-11(20)10-4-7-15(23)26-17(10)18/h2-8,20-21H,1H3
• InChI Key: UOWOBKCJCCNEOP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₂O₈
• Molecular Weight: 368.30 g/mol
• Exact Mass: 368.05321734 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8147	81.47%
Caco-2	-	0.5537	55.37%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5905	59.05%
OATP2B1 inhibitior	-	0.5753	57.53%
OATP1B1 inhibitior	+	0.9255	92.55%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5580	55.80%
P-glycoprotein inhibitior	-	0.4876	48.76%
P-glycoprotein substrate	-	0.8092	80.92%
CYP3A4 substrate	-	0.5408	54.08%
CYP2C9 substrate	-	0.8283	82.83%
CYP2D6 substrate	-	0.8191	81.91%
CYP3A4 inhibition	-	0.7860	78.60%
CYP2C9 inhibition	-	0.7990	79.90%
CYP2C19 inhibition	-	0.8299	82.99%
CYP2D6 inhibition	-	0.8936	89.36%
CYP1A2 inhibition	+	0.5052	50.52%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7284	72.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5507	55.07%
Eye corrosion	-	0.9796	97.96%
Eye irritation	+	0.5342	53.42%
Skin irritation	-	0.6394	63.94%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5948	59.48%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.9152	91.52%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4890	48.90%
Acute Oral Toxicity (c)	III	0.7235	72.35%
Estrogen receptor binding	+	0.8650	86.50%
Androgen receptor binding	+	0.8055	80.55%
Thyroid receptor binding	-	0.5992	59.92%
Glucocorticoid receptor binding	+	0.7684	76.84%
Aromatase binding	+	0.6056	60.56%
PPAR gamma	+	0.7086	70.86%
Honey bee toxicity	-	0.9088	90.88%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.8860	88.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.56%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.29%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.73%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	90.57%	90.20%
CHEMBL2535	P11166	Glucose transporter	90.29%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.37%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.24%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.67%	99.15%
CHEMBL2581	P07339	Cathepsin D	86.22%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	84.40%	91.49%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.36%	94.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.24%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.18%	99.17%
CHEMBL3194	P02766	Transthyretin	82.05%	90.71%

Plants that contains it

• Boenninghausenia albiflora

Cross-Links

• PubChem: 15380215
• NPASS: NPC304937
• LOTUS: LTS0058838
• wikiData: Q105276611