3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

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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	ccf288a4-2a00-4934-a281-750d33da5b80
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name	3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical)	CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3=C(OC4=C(C3=O)C(=CC(=C4CC=C(C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC=C(C=C6)OC)C)O)O)O
SMILES (Isomeric)	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O)O)OC3=C(OC4=C(C3=O)C(=CC(=C4CC=C(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C6=CC=C(C=C6)OC)C)O)O)O
InChI	InChI=1S/C39H50O19/c1-14(2)6-11-19-21(54-39-31(49)28(46)25(43)22(13-40)55-39)12-20(41)23-26(44)36(34(56-35(19)23)17-7-9-18(51-5)10-8-17)58-38-32(50)29(47)33(16(4)53-38)57-37-30(48)27(45)24(42)15(3)52-37/h6-10,12,15-16,22,24-25,27-33,37-43,45-50H,11,13H2,1-5H3/t15-,16-,22+,24-,25+,27+,28-,29-,30+,31+,32+,33-,37-,38-,39+/m0/s1
InChI Key	BTSHIWNGQGFPHJ-XODVFGJGSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₉H₅₀O₁₉
Molecular Weight	822.80 g/mol
Exact Mass	822.29462936 g/mol
Topological Polar Surface Area (TPSA)	293.00 Å²
XlogP	0.60
Atomic LogP (AlogP)	-1.08
H-Bond Acceptor	19
H-Bond Donor	10
Rotatable Bonds	11

Synonyms

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There are no found synonyms.

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	+	0.8585	85.85%
Caco-2	-	0.9118	91.18%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6495	64.95%
OATP2B1 inhibitior	-	0.5766	57.66%
OATP1B1 inhibitior	+	0.8768	87.68%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9030	90.30%
P-glycoprotein inhibitior	+	0.6600	66.00%
P-glycoprotein substrate	+	0.5541	55.41%
CYP3A4 substrate	+	0.6752	67.52%
CYP2C9 substrate	-	0.8387	83.87%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.9306	93.06%
CYP2C9 inhibition	-	0.7318	73.18%
CYP2C19 inhibition	-	0.6575	65.75%
CYP2D6 inhibition	-	0.8183	81.83%
CYP1A2 inhibition	-	0.7072	70.72%
CYP2C8 inhibition	+	0.6804	68.04%
CYP inhibitory promiscuity	-	0.5487	54.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7378	73.78%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9085	90.85%
Skin irritation	-	0.8008	80.08%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5028	50.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7476	74.76%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8766	87.66%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8011	80.11%
Acute Oral Toxicity (c)	III	0.6326	63.26%
Estrogen receptor binding	+	0.8060	80.60%
Androgen receptor binding	+	0.6669	66.69%
Thyroid receptor binding	+	0.5571	55.71%
Glucocorticoid receptor binding	+	0.6460	64.60%
Aromatase binding	+	0.5498	54.98%
PPAR gamma	+	0.7360	73.60%
Honey bee toxicity	-	0.6803	68.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9668	96.68%

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	99.86%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.86%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.13%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.36%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.98%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	93.96%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.40%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.27%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.08%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.02%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.42%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.55%	94.45%
CHEMBL4208	P20618	Proteasome component C5	84.04%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.33%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.39%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.33%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.05%	99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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