Datin

Details

• Internal ID: 51de43c3-9f0e-4c6e-a5dd-db9d563b7300
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5-dihydroxy-2-(2-hydroxyphenyl)-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC=CC=C3O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC=CC=C3O)O
• InChI: InChI=1S/C16H12O6/c1-21-8-6-11(18)13-12(7-8)22-16(15(20)14(13)19)9-4-2-3-5-10(9)17/h2-7,17-18,20H,1H3
• InChI Key: HKLUUHOGFLPVLP-UHFFFAOYSA-N
• Popularity: 8 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: 2.20
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• SCHEMBL777545
• LMPK12111623
• 2',3,5-trihydroxy-7-methoxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	-	0.7447	74.47%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8113	81.13%
OATP2B1 inhibitior	-	0.5530	55.30%
OATP1B1 inhibitior	+	0.7495	74.95%
OATP1B3 inhibitior	+	0.9877	98.77%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6443	64.43%
P-glycoprotein inhibitior	-	0.4526	45.26%
P-glycoprotein substrate	-	0.8247	82.47%
CYP3A4 substrate	+	0.5674	56.74%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.6447	64.47%
CYP2C9 inhibition	+	0.8876	88.76%
CYP2C19 inhibition	+	0.9315	93.15%
CYP2D6 inhibition	-	0.8064	80.64%
CYP1A2 inhibition	+	0.9264	92.64%
CYP2C8 inhibition	+	0.7756	77.56%
CYP inhibitory promiscuity	+	0.7815	78.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5580	55.80%
Eye corrosion	-	0.9749	97.49%
Eye irritation	+	0.8416	84.16%
Skin irritation	-	0.5737	57.37%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8181	81.81%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9457	94.57%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7218	72.18%
Acute Oral Toxicity (c)	III	0.7641	76.41%
Estrogen receptor binding	+	0.8573	85.73%
Androgen receptor binding	+	0.8831	88.31%
Thyroid receptor binding	+	0.6767	67.67%
Glucocorticoid receptor binding	+	0.9242	92.42%
Aromatase binding	+	0.8413	84.13%
PPAR gamma	+	0.8854	88.54%
Honey bee toxicity	-	0.9143	91.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8637	86.37%

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	98.93%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.22%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.29%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.43%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.28%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.70%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.48%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.98%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.20%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.23%	99.23%
CHEMBL4208	P20618	Proteasome component C5	85.76%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.74%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.26%	93.65%
CHEMBL2535	P11166	Glucose transporter	84.94%	98.75%
CHEMBL3194	P02766	Transthyretin	84.36%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.53%	95.50%

Plants that contains it

• Datisca cannabina

Cross-Links

• PubChem: 44258715
• LOTUS: LTS0203749
• wikiData: Q105029733