Mopachalcone

Details

• Internal ID: e20c1036-63cd-4d7b-b8a2-b7037c895c94
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (7,8-dihydroxy-1H-isochromen-3-yl)-(2,4-dihydroxyphenyl)methanone
• SMILES (Canonical): C1C2=C(C=CC(=C2O)O)C=C(O1)C(=O)C3=C(C=C(C=C3)O)O
• SMILES (Isomeric): C1C2=C(C=CC(=C2O)O)C=C(O1)C(=O)C3=C(C=C(C=C3)O)O
• InChI: InChI=1S/C16H12O6/c17-9-2-3-10(13(19)6-9)16(21)14-5-8-1-4-12(18)15(20)11(8)7-22-14/h1-6,17-20H,7H2
• InChI Key: LDCYWAYHOOYPSR-UHFFFAOYSA-N
• Popularity: 0 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

• LMPK12120406

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8842	88.42%
Caco-2	+	0.5652	56.52%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5104	51.04%
OATP2B1 inhibitior	+	0.5685	56.85%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9774	97.74%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6012	60.12%
P-glycoprotein inhibitior	-	0.9143	91.43%
P-glycoprotein substrate	-	0.7865	78.65%
CYP3A4 substrate	-	0.5563	55.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	-	0.6521	65.21%
CYP2C9 inhibition	-	0.6371	63.71%
CYP2C19 inhibition	-	0.6675	66.75%
CYP2D6 inhibition	-	0.7815	78.15%
CYP1A2 inhibition	+	0.7991	79.91%
CYP2C8 inhibition	-	0.5868	58.68%
CYP inhibitory promiscuity	+	0.5344	53.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6736	67.36%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.9269	92.69%
Skin irritation	-	0.6366	63.66%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7278	72.78%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6892	68.92%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6837	68.37%
Acute Oral Toxicity (c)	II	0.3086	30.86%
Estrogen receptor binding	+	0.8813	88.13%
Androgen receptor binding	+	0.9137	91.37%
Thyroid receptor binding	+	0.7097	70.97%
Glucocorticoid receptor binding	+	0.8278	82.78%
Aromatase binding	+	0.6651	66.51%
PPAR gamma	+	0.7811	78.11%
Honey bee toxicity	-	0.8940	89.40%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9637	96.37%

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	99.16%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.15%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.34%	99.15%
CHEMBL3194	P02766	Transthyretin	88.97%	90.71%
CHEMBL2581	P07339	Cathepsin D	87.00%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.23%	96.12%
CHEMBL2535	P11166	Glucose transporter	86.14%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.95%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.56%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.00%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.75%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.68%	90.00%

Plants that contains it

• Goniorrhachis marginata

Cross-Links

• PubChem: 42607656
• LOTUS: LTS0039370
• wikiData: Q104170842