Datiscetin

Details

• Internal ID: 7ca56f94-bacd-4abe-ba10-aed59963571c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,7-trihydroxy-2-(2-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC=C(C(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O
• InChI: InChI=1S/C15H10O6/c16-7-5-10(18)12-11(6-7)21-15(14(20)13(12)19)8-3-1-2-4-9(8)17/h1-6,16-18,20H
• InChI Key: WCNLFPKXBGWWDS-UHFFFAOYSA-N
• Popularity: 68 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 480-15-9
• 2',3,5,7-Tetrahydroxyflavone
• 3,5,7,2'-Tetrahydroxyflavone
• 3,5,7-trihydroxy-2-(2-hydroxyphenyl)chromen-4-one
• 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(2-hydroxyphenyl)-
• UNII-M8C5EH705I
• 3,5,7-trihydroxy-2-(2-hydroxyphenyl)-4H-chromen-4-one
• M8C5EH705I
• CHEBI:75107
• EINECS 207-541-3
• 3,5,7-Trihydroxy-2-(2-hydroxyphenyl)-4-benzopyrone
• 3,5,7-Trihydroxy-2-(2-Hydroxyphenyl)-4h-1-Benzopyran-4-One
• 3,5,7-trihydroxy-2-(2-hydroxyphenyl)-1-benzopyran-4-one
• Datiscetin (16)
• AKALBIR
• DATISCETIN [MI]
• SCHEMBL43916
• CHEMBL503168
• GTPL12440
• C.I. NATURAL YELLOW 12
• DTXSID50197378
• WCNLFPKXBGWWDS-UHFFFAOYSA-N
• BDBM153270
• LMPK12111622
• MFCD00017307
• CCG-208384
• NCGC00163533-01
• LS-193901
• C.I. 75630
• FT-0603128
• C10036
• A827421
• SR-05000002281
• SR-05000002281-2
• Q27105031

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9499	94.99%
Caco-2	-	0.9252	92.52%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6122	61.22%
OATP2B1 inhibitior	-	0.5034	50.34%
OATP1B1 inhibitior	-	0.4777	47.77%
OATP1B3 inhibitior	-	0.5697	56.97%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7686	76.86%
P-glycoprotein inhibitior	-	0.8718	87.18%
P-glycoprotein substrate	-	0.7996	79.96%
CYP3A4 substrate	+	0.5211	52.11%
CYP2C9 substrate	-	0.6443	64.43%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	+	0.7241	72.41%
CYP2C9 inhibition	+	0.8948	89.48%
CYP2C19 inhibition	+	0.6434	64.34%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	+	0.9108	91.08%
CYP2C8 inhibition	+	0.8572	85.72%
CYP inhibitory promiscuity	+	0.7652	76.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6985	69.85%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.9541	95.41%
Skin irritation	+	0.6294	62.94%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8916	89.16%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7817	78.17%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6923	69.23%
Acute Oral Toxicity (c)	II	0.6238	62.38%
Estrogen receptor binding	+	0.8674	86.74%
Androgen receptor binding	+	0.8782	87.82%
Thyroid receptor binding	+	0.7007	70.07%
Glucocorticoid receptor binding	+	0.9310	93.10%
Aromatase binding	+	0.8194	81.94%
PPAR gamma	+	0.9163	91.63%
Honey bee toxicity	-	0.9105	91.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8967	89.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.86%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.73%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.68%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.89%	95.56%
CHEMBL3194	P02766	Transthyretin	91.97%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.44%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	88.23%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.72%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.22%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.13%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.57%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.21%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.96%	93.65%

Plants that contains it

• Scutellaria amoena

Cross-Links

• PubChem: 5281610
• NPASS: NPC256042