Peltochalcone

Details

• Internal ID: 3467828f-bbfb-4daa-9c00-b58f5130b3b3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (6,7-dihydroxy-1H-isochromen-3-yl)-(2,4-dihydroxyphenyl)methanone
• SMILES (Canonical): C1C2=CC(=C(C=C2C=C(O1)C(=O)C3=C(C=C(C=C3)O)O)O)O
• SMILES (Isomeric): C1C2=CC(=C(C=C2C=C(O1)C(=O)C3=C(C=C(C=C3)O)O)O)O
• InChI: InChI=1S/C16H12O6/c17-10-1-2-11(12(18)6-10)16(21)15-5-8-3-13(19)14(20)4-9(8)7-22-15/h1-6,17-20H,7H2
• InChI Key: JVHQCSIULHYFLP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• LMPK12120405

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8764	87.64%
Caco-2	+	0.6469	64.69%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5246	52.46%
OATP2B1 inhibitior	+	0.5667	56.67%
OATP1B1 inhibitior	+	0.9361	93.61%
OATP1B3 inhibitior	+	0.9804	98.04%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6860	68.60%
P-glycoprotein inhibitior	-	0.9298	92.98%
P-glycoprotein substrate	-	0.8065	80.65%
CYP3A4 substrate	-	0.5608	56.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	-	0.5077	50.77%
CYP2C9 inhibition	-	0.5287	52.87%
CYP2C19 inhibition	-	0.6853	68.53%
CYP2D6 inhibition	-	0.7208	72.08%
CYP1A2 inhibition	+	0.8710	87.10%
CYP2C8 inhibition	-	0.7432	74.32%
CYP inhibitory promiscuity	+	0.7090	70.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6625	66.25%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.9528	95.28%
Skin irritation	-	0.6004	60.04%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6969	69.69%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6622	66.22%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7076	70.76%
Acute Oral Toxicity (c)	II	0.3618	36.18%
Estrogen receptor binding	+	0.8746	87.46%
Androgen receptor binding	+	0.8477	84.77%
Thyroid receptor binding	+	0.6515	65.15%
Glucocorticoid receptor binding	+	0.7547	75.47%
Aromatase binding	+	0.7226	72.26%
PPAR gamma	+	0.7709	77.09%
Honey bee toxicity	-	0.8476	84.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9608	96.08%

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	98.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.14%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.73%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.03%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.96%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.59%	93.40%
CHEMBL2535	P11166	Glucose transporter	84.64%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.48%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.45%	89.00%
CHEMBL3194	P02766	Transthyretin	82.22%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	80.84%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.62%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.03%	99.15%

Plants that contains it

• Goniorrhachis marginata

Cross-Links

• PubChem: 42607655
• LOTUS: LTS0094229
• wikiData: Q104169903