Isoscutellarein

Details

• Internal ID: 336b38a2-70b4-4c48-9c33-731dd26038d5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 5,7,8-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)O)O
• InChI: InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)12-6-10(18)13-9(17)5-11(19)14(20)15(13)21-12/h1-6,16-17,19-20H
• InChI Key: NXHQVROAKYDSNW-UHFFFAOYSA-N
• Popularity: 42 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: 1.40
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 8-Hydroxyapigenin
• 41440-05-5
• 4',5,7,8-Tetrahydroxyflavone
• 5,7,8-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• 3WAC3UX5SC
• CHEBI:6059
• 4H-1-Benzopyran-4-one, 5,7,8-trihydroxy-2-(4-hydroxyphenyl)-
• 5,7,8-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
• UNII-3WAC3UX5SC
• SCHEMBL476215
• CHEMBL1093284
• DTXSID20415172
• LMPK12111361
• AKOS040760785
• AC-34596
• FT-0777049
• Q15426253
• 5,7,8-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9071	90.71%
Caco-2	+	0.6364	63.64%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	-	0.6143	61.43%
OATP1B1 inhibitior	+	0.8924	89.24%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7125	71.25%
P-glycoprotein inhibitior	-	0.8672	86.72%
P-glycoprotein substrate	-	0.9182	91.82%
CYP3A4 substrate	-	0.5421	54.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	+	0.6951	69.51%
CYP2C9 inhibition	-	0.5823	58.23%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	+	0.6697	66.97%
CYP inhibitory promiscuity	+	0.5822	58.22%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6750	67.50%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.9643	96.43%
Skin irritation	+	0.5835	58.35%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8778	87.78%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7447	74.47%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7797	77.97%
Acute Oral Toxicity (c)	II	0.7348	73.48%
Estrogen receptor binding	+	0.8626	86.26%
Androgen receptor binding	+	0.9278	92.78%
Thyroid receptor binding	+	0.5549	55.49%
Glucocorticoid receptor binding	+	0.9406	94.06%
Aromatase binding	+	0.9035	90.35%
PPAR gamma	+	0.8990	89.90%
Honey bee toxicity	-	0.8780	87.80%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9124	91.24%

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	98.70%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	96.97%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.06%	94.00%
CHEMBL3194	P02766	Transthyretin	94.26%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.38%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.80%	89.00%
CHEMBL308	P06493	Cyclin-dependent kinase 1	91.34%	91.73%
CHEMBL2581	P07339	Cathepsin D	91.05%	98.95%
CHEMBL3038469	P24941	CDK2/Cyclin A	90.25%	91.38%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.09%	83.57%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.47%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.45%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.05%	85.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.41%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.25%	94.45%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.87%	89.23%
CHEMBL3401	O75469	Pregnane X receptor	84.17%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	84.04%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.97%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.06%	95.64%

Plants that contains it

• Andrographis paniculata
• Bixa orellana
• Libocedrus bidwillii
• Pinguicula vulgaris
• Salvia officinalis
• Scutellaria baicalensis
• Scutellaria barbata
• Scutellaria immaculata
• Scutellaria indica
• Sideritis incana
• Stachys aegyptiaca
• Styphnolobium japonicum
• Thalassia hemprichii

Cross-Links

• PubChem: 5281665
• NPASS: NPC296197
• LOTUS: LTS0141375
• wikiData: Q15426253