Theralin

Details

• Internal ID: 2fca582f-76d2-435f-84c7-9cbb9c9ab137
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 5,7-dihydroxy-3-(4-hydroxy-2-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=C(C=CC(=C1)O)C2=COC3=CC(=CC(=C3C2=O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)O)C2=COC3=CC(=CC(=C3C2=O)O)O
• InChI: InChI=1S/C16H12O6/c1-21-13-5-8(17)2-3-10(13)11-7-22-14-6-9(18)4-12(19)15(14)16(11)20/h2-7,17-19H,1H3
• InChI Key: JNJLRXUXPJHPCK-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): 96.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• CHEMBL7348
• SCHEMBL572231
• BDBM50142191
• 5,7-Dihydroxy-3-(4-hydroxy-2-methoxy-phenyl)-chromen-4-one
• 5,7-Dihydroxy-3-(4-hydroxy-2-methoxyphenyl)-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9694	96.94%
Caco-2	+	0.8849	88.49%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7877	78.77%
OATP2B1 inhibitior	+	0.5609	56.09%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7898	78.98%
P-glycoprotein inhibitior	-	0.7870	78.70%
P-glycoprotein substrate	-	0.7620	76.20%
CYP3A4 substrate	+	0.5723	57.23%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.7746	77.46%
CYP2C9 inhibition	+	0.8287	82.87%
CYP2C19 inhibition	+	0.9470	94.70%
CYP2D6 inhibition	-	0.6939	69.39%
CYP1A2 inhibition	+	0.9540	95.40%
CYP2C8 inhibition	+	0.6924	69.24%
CYP inhibitory promiscuity	+	0.8845	88.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6169	61.69%
Eye corrosion	-	0.9796	97.96%
Eye irritation	+	0.8822	88.22%
Skin irritation	-	0.6033	60.33%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5655	56.55%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9484	94.84%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7070	70.70%
Acute Oral Toxicity (c)	III	0.7005	70.05%
Estrogen receptor binding	+	0.8932	89.32%
Androgen receptor binding	+	0.8557	85.57%
Thyroid receptor binding	+	0.7760	77.60%
Glucocorticoid receptor binding	+	0.9060	90.60%
Aromatase binding	+	0.7979	79.79%
PPAR gamma	+	0.6923	69.23%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.8717	87.17%

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	98.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.26%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.68%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.22%	94.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	89.30%	98.21%
CHEMBL3194	P02766	Transthyretin	89.03%	90.71%
CHEMBL2535	P11166	Glucose transporter	88.66%	98.75%
CHEMBL4208	P20618	Proteasome component C5	88.54%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.28%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.51%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.23%	96.09%

Plants that contains it

• Crotalaria pallida
• Crotalaria sericea
• Dalbergia parviflora

Cross-Links

• PubChem: 44264432
• NPASS: NPC309154
• LOTUS: LTS0153073
• wikiData: Q104401193