3-[(2S,4S,5R)-4,5-dihydroxy-6-methyl-3-[(2S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,4S,5S)-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	5549d9ba-6d1a-47b3-98d3-d5681369930e
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name	3-[(2S,4S,5R)-4,5-dihydroxy-6-methyl-3-[(2S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical)	CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)OC4C(C(C(C(O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)OC6C(C(C(CO6)O)O)O)O)O
SMILES (Isomeric)	CC1[C@@H]([C@@H](C([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)O[C@H]4C([C@H]([C@@H](C(O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)O[C@H]6C(C([C@@H](CO6)O)O)O)O)O
InChI	InChI=1S/C38H48O19/c1-14(2)5-10-18-21(53-37-31(49)28(46)26(44)22(12-39)54-37)11-19(40)23-27(45)34(32(55-33(18)23)16-6-8-17(50-4)9-7-16)56-38-35(29(47)24(42)15(3)52-38)57-36-30(48)25(43)20(41)13-51-36/h5-9,11,15,20,22,24-26,28-31,35-44,46-49H,10,12-13H2,1-4H3/t15?,20-,22?,24+,25?,26-,28+,29+,30?,31?,35?,36+,37-,38+/m1/s1
InChI Key	OCZZCFAOOWZSRX-BHOWCUHGSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₈H₄₈O₁₉
Molecular Weight	808.80 g/mol
Exact Mass	808.27897930 g/mol
Topological Polar Surface Area (TPSA)	293.00 Å²
XlogP	0.10
Atomic LogP (AlogP)	-1.47
H-Bond Acceptor	19
H-Bond Donor	10
Rotatable Bonds	11

Synonyms

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LMPK12112011

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	+	0.8517	85.17%
Caco-2	-	0.9373	93.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5827	58.27%
OATP2B1 inhibitior	-	0.7201	72.01%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9182	91.82%
P-glycoprotein inhibitior	+	0.6589	65.89%
P-glycoprotein substrate	+	0.6480	64.80%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	0.8387	83.87%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.9509	95.09%
CYP2C9 inhibition	-	0.8184	81.84%
CYP2C19 inhibition	-	0.7492	74.92%
CYP2D6 inhibition	-	0.8313	83.13%
CYP1A2 inhibition	-	0.7718	77.18%
CYP2C8 inhibition	+	0.7017	70.17%
CYP inhibitory promiscuity	-	0.7704	77.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7219	72.19%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.8033	80.33%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	+	0.5172	51.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.8035	80.35%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.8573	85.73%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9306	93.06%
Acute Oral Toxicity (c)	III	0.6514	65.14%
Estrogen receptor binding	+	0.8198	81.98%
Androgen receptor binding	+	0.6339	63.39%
Thyroid receptor binding	+	0.5482	54.82%
Glucocorticoid receptor binding	+	0.6131	61.31%
Aromatase binding	+	0.5742	57.42%
PPAR gamma	+	0.7241	72.41%
Honey bee toxicity	-	0.6693	66.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9413	94.13%

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	99.93%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.86%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.11%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.87%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.01%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.98%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.35%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.83%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.77%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.51%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.32%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.69%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.51%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.74%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.23%	92.94%
CHEMBL4208	P20618	Proteasome component C5	87.73%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.08%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.75%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.68%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.13%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	81.69%	94.75%

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.