Pinostilbenoside

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	d6bf8bbf-5e65-4306-8a00-8607aae78f96
Taxonomy	Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
IUPAC Name	(2S,3R,4S,5S,6R)-2-[4-[(E)-2-(3-hydroxy-5-methoxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)	COC1=CC(=CC(=C1)O)C=CC2=CC=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric)	COC1=CC(=CC(=C1)O)/C=C/C2=CC=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI	InChI=1S/C21H24O8/c1-27-16-9-13(8-14(23)10-16)3-2-12-4-6-15(7-5-12)28-21-20(26)19(25)18(24)17(11-22)29-21/h2-10,17-26H,11H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1
InChI Key	IIISUZGWBIPYEJ-DXKBKAGUSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₄O₈
Molecular Weight	404.40 g/mol
Exact Mass	404.14711772 g/mol
Topological Polar Surface Area (TPSA)	129.00 Å²
XlogP	1.40
Atomic LogP (AlogP)	0.75
H-Bond Acceptor	8
H-Bond Donor	5
Rotatable Bonds	6

Synonyms

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58762-96-2

(2S,3R,4S,5S,6R)-2-[4-[(E)-2-(3-hydroxy-5-methoxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

SUDANORANGEG

Pinostilbene 4'-glucoside

MEGxp0_001389

CHEBI:175996

DTXSID301151908

AKOS032948692

NCGC00385668-01

J3.577.226J

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	-	0.7601	76.01%
Caco-2	-	0.8682	86.82%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6086	60.86%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9758	97.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5464	54.64%
P-glycoprotein inhibitior	-	0.6605	66.05%
P-glycoprotein substrate	-	0.9292	92.92%
CYP3A4 substrate	+	0.5162	51.62%
CYP2C9 substrate	-	0.6100	61.00%
CYP2D6 substrate	-	0.8073	80.73%
CYP3A4 inhibition	-	0.8418	84.18%
CYP2C9 inhibition	-	0.8908	89.08%
CYP2C19 inhibition	-	0.8378	83.78%
CYP2D6 inhibition	-	0.9104	91.04%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	+	0.4865	48.65%
CYP inhibitory promiscuity	-	0.5861	58.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6373	63.73%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.8471	84.71%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6646	66.46%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.8498	84.98%
skin sensitisation	-	0.8669	86.69%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7391	73.91%
Acute Oral Toxicity (c)	III	0.7590	75.90%
Estrogen receptor binding	+	0.5578	55.78%
Androgen receptor binding	+	0.5271	52.71%
Thyroid receptor binding	+	0.5750	57.50%
Glucocorticoid receptor binding	-	0.5328	53.28%
Aromatase binding	+	0.6024	60.24%
PPAR gamma	+	0.7715	77.15%
Honey bee toxicity	-	0.8354	83.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7150	71.50%

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	99.23%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.86%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	95.42%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.20%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.60%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.78%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.71%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.13%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.24%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.42%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.26%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.12%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.96%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.63%	90.00%
CHEMBL3194	P02766	Transthyretin	83.32%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.29%	97.36%

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.