Scutellarein

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	d998a065-2a17-4bde-ad08-422f0bcdb662
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavones
IUPAC Name	5,6,7-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)11-5-9(17)13-12(21-11)6-10(18)14(19)15(13)20/h1-6,16,18-20H
InChI Key	JVXZRQGOGOXCEC-UHFFFAOYSA-N
Popularity	513 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₁₀O₆
Molecular Weight	286.24 g/mol
Exact Mass	286.04773803 g/mol
Topological Polar Surface Area (TPSA)	107.00 Å²
XlogP	1.40
Atomic LogP (AlogP)	2.28
H-Bond Acceptor	6
H-Bond Donor	4
Rotatable Bonds	1

Synonyms

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529-53-3

6-Hydroxyapigenin

5,6,7,4'-Tetrahydroxyflavone

4',5,6,7-tetrahydroxyflavone

5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one

4',5,6,7-Tetrahydroxyflavanone

SCUTELLARTLN

5,6,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

UNII-P460GTI853

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9071	90.71%
Caco-2	+	0.5441	54.41%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	-	0.5369	53.69%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8180	81.80%
P-glycoprotein inhibitior	-	0.8837	88.37%
P-glycoprotein substrate	-	0.9448	94.48%
CYP3A4 substrate	-	0.5348	53.48%
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	+	0.7718	77.18%
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	+	0.9208	92.08%
Skin irritation	+	0.5835	58.35%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8265	82.65%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7447	74.47%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8361	83.61%
Acute Oral Toxicity (c)	II	0.7348	73.48%
Estrogen receptor binding	+	0.8658	86.58%
Androgen receptor binding	+	0.9379	93.79%
Thyroid receptor binding	+	0.6630	66.30%
Glucocorticoid receptor binding	+	0.9502	95.02%
Aromatase binding	+	0.8315	83.15%
PPAR gamma	+	0.9247	92.47%
Honey bee toxicity	-	0.8443	84.43%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9124	91.24%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2231	P04798	Cytochrome P450 1A1	1640 nM	Ki	PMID: 21482471
CHEMBL4878	Q16678	Cytochrome P450 1B1	220 nM	Ki	PMID: 21482471
CHEMBL6144	P43250	G protein-coupled receptor kinase 6	6610 nM	IC50	via CMAUP
CHEMBL2396508	Q13332	Receptor-type tyrosine-protein phosphatase S	600 nM 600 nM	IC50 IC50	PMID: 26602279 via Super-PRED
CHEMBL2478	P04745	Salivary alpha-amylase	9640 nM	IC50	PMID: 18507367
CHEMBL1287617	P22309	UDP-glucuronosyltransferase 1-1	41300 nM	Ki	PMID: 22822035

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.32%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL3194	P02766	Transthyretin	93.78%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.41%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.88%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.85%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.68%	94.45%
CHEMBL242	Q92731	Estrogen receptor beta	89.25%	98.35%
CHEMBL3038469	P24941	CDK2/Cyclin A	89.16%	91.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.96%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.64%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.54%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.72%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.72%	85.11%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	84.29%	95.20%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.76%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.86%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.77%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.02%	95.78%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Artemisia douglasiana

Asphodeline globifera

Barleria acanthoides

Brassica nigra

Carthamus tinctorius

Caryopteris tangutica

Centaurea clementei

Centaurea collina