5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

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	1a5b328d-5d9d-4268-984b-d1d90eafb68c
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
IUPAC Name	5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
SMILES (Canonical)	C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(C(C(C(O4)CO)O)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(C(C(C(O4)CO)O)O)O)O
InChI	InChI=1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2
InChI Key	SGEWCQFRYRRZDC-UHFFFAOYSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₀O₁₀
Molecular Weight	432.40 g/mol
Exact Mass	432.10564683 g/mol
Topological Polar Surface Area (TPSA)	177.00 Å²
XlogP	0.20
Atomic LogP (AlogP)	0.09
H-Bond Acceptor	10
H-Bond Donor	7
Rotatable Bonds	3

Synonyms

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5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

SCHEMBL2741236

CHEBI:192299

SGEWCQFRYRRZDC-UHFFFAOYSA-N

HMS3371O05

BCP32645

8-C-.beta.-D-Glucopyranosylapigenin

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

FT-0603644

Vitxein;Apigenin 8-C-glucoside; 8-C-b-D-Glucopyranosylapigenin; Oritentoside

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	+	0.6665	66.65%
Caco-2	-	0.8982	89.82%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5728	57.28%
OATP2B1 inhibitior	+	0.5895	58.95%
OATP1B1 inhibitior	+	0.8365	83.65%
OATP1B3 inhibitior	+	0.9709	97.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4583	45.83%
P-glycoprotein inhibitior	-	0.6831	68.31%
P-glycoprotein substrate	-	0.8366	83.66%
CYP3A4 substrate	+	0.5526	55.26%
CYP2C9 substrate	-	0.6194	61.94%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9240	92.40%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8355	83.55%
CYP2C8 inhibition	+	0.6446	64.46%
CYP inhibitory promiscuity	-	0.7806	78.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7252	72.52%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.7389	73.89%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.5729	57.29%
Human Ether-a-go-go-Related Gene inhibition	-	0.4762	47.62%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.7571	75.71%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6656	66.56%
Acute Oral Toxicity (c)	IV	0.3746	37.46%
Estrogen receptor binding	+	0.7089	70.89%
Androgen receptor binding	+	0.7835	78.35%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6695	66.95%
Aromatase binding	+	0.5916	59.16%
PPAR gamma	+	0.6958	69.58%
Honey bee toxicity	-	0.7702	77.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6921	69.21%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.21%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.51%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.36%	99.15%
CHEMBL308	P06493	Cyclin-dependent kinase 1	88.77%	91.73%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	88.64%	89.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.51%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.13%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	87.54%	98.35%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.45%	91.38%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.24%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.74%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.93%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.65%	91.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.18%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.81%	99.17%
CHEMBL3194	P02766	Transthyretin	81.88%	90.71%

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.

Broussonetia papyrifera