Isosalipurposide

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	66b66476-33da-4ab2-9db6-c6ac7d137d16
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name	(E)-1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
SMILES (Canonical)	C1=CC(=CC=C1C=CC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
InChI	InChI=1S/C21H22O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-8,16,18-24,26-29H,9H2/b6-3+/t16-,18-,19+,20-,21-/m1/s1
InChI Key	WQCWELFQKXIPCN-JSYAWONVSA-N
Popularity	9 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₂O₁₀
Molecular Weight	434.40 g/mol
Exact Mass	434.12129689 g/mol
Topological Polar Surface Area (TPSA)	177.00 Å²
XlogP	1.40
Atomic LogP (AlogP)	-0.12
H-Bond Acceptor	10
H-Bond Donor	7
Rotatable Bonds	6

Synonyms

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Phlorizin chalcone

4547-85-7

Chalcone 2'-O-glucoside

CHEBI:80486

2-Propen-1-one, 1-(2-(beta-D-glucopyranosyloxy)-4,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-, (E)-

iso-salipurposide

(E)-1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

CHEMBL2430461

DTXSID801316840

AKOS040752128

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	-	0.6182	61.82%
Caco-2	-	0.9008	90.08%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6013	60.13%
OATP2B1 inhibitior	-	0.5472	54.72%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5495	54.95%
P-glycoprotein inhibitior	-	0.7246	72.46%
P-glycoprotein substrate	-	0.8768	87.68%
CYP3A4 substrate	+	0.5420	54.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8632	86.32%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.9266	92.66%
CYP2C8 inhibition	+	0.7492	74.92%
CYP inhibitory promiscuity	-	0.6278	62.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7420	74.20%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.7417	74.17%
Skin irritation	-	0.8211	82.11%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4031	40.31%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.7646	76.46%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6383	63.83%
Acute Oral Toxicity (c)	III	0.6845	68.45%
Estrogen receptor binding	+	0.6458	64.58%
Androgen receptor binding	+	0.6126	61.26%
Thyroid receptor binding	+	0.5562	55.62%
Glucocorticoid receptor binding	-	0.4791	47.91%
Aromatase binding	+	0.6369	63.69%
PPAR gamma	+	0.7325	73.25%
Honey bee toxicity	-	0.7926	79.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9057	90.57%

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	98.98%	91.11%
CHEMBL3194	P02766	Transthyretin	97.19%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.84%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.30%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.22%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.33%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.10%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.71%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.27%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.22%	89.67%
CHEMBL4208	P20618	Proteasome component C5	84.38%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.62%	89.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.83%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.31%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.04%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.80%	94.45%
CHEMBL2581	P07339	Cathepsin D	80.75%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.32%	86.92%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.05%	85.00%

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.

Acacia dealbata

Acacia saligna

Cyclamen persicum

Helichrysum arenarium

Helichrysum armenium

Helichrysum maracandicum

Hordeum vulgare

Paeonia lactiflora