[(2S,3S,4R,5S,6S)-4-[(2S,3S,4R,5R)-4-acetyloxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-7-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: 87eb4289-d4c3-4bfb-ad05-59525d94f798
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3S,4R,5S,6S)-4-[(2S,3S,4R,5R)-4-acetyloxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-7-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-2-methyloxan-3-yl] acetate
• 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)O)OC6C(C(C(CO6)O)OC(=O)C)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@@H]([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)O)O[C@H]6[C@H]([C@@H]([C@@H](CO6)O)OC(=O)C)O)OC(=O)C
• InChI: InChI=1S/C42H52O21/c1-16(2)7-12-22-25(59-41-31(51)30(50)28(48)26(14-43)60-41)13-23(46)27-29(49)38(35(61-36(22)27)20-8-10-21(54-6)11-9-20)63-42-33(53)39(34(17(3)56-42)57-18(4)44)62-40-32(52)37(58-19(5)45)24(47)15-55-40/h7-11,13,17,24,26,28,30-34,37,39-43,46-48,50-53H,12,14-15H2,1-6H3/t17-,24+,26-,28+,30-,31+,32-,33-,34-,37+,39+,40-,41+,42-/m0/s1
• InChI Key: NKJJMKATLZNGPP-OSQVXMILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₂O₂₁
• Molecular Weight: 892.80 g/mol
• Exact Mass: 892.30010866 g/mol
• Topological Polar Surface Area (TPSA): 305.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 21
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8175	81.75%
Caco-2	-	0.8849	88.49%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5378	53.78%
OATP2B1 inhibitior	-	0.7156	71.56%
OATP1B1 inhibitior	+	0.8449	84.49%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9256	92.56%
P-glycoprotein inhibitior	+	0.7319	73.19%
P-glycoprotein substrate	+	0.6627	66.27%
CYP3A4 substrate	+	0.7137	71.37%
CYP2C9 substrate	-	0.6377	63.77%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.9264	92.64%
CYP2C9 inhibition	-	0.7817	78.17%
CYP2C19 inhibition	-	0.7890	78.90%
CYP2D6 inhibition	-	0.8584	85.84%
CYP1A2 inhibition	-	0.8036	80.36%
CYP2C8 inhibition	+	0.7169	71.69%
CYP inhibitory promiscuity	-	0.8542	85.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7103	71.03%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.8095	80.95%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.5028	50.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7292	72.92%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8298	82.98%
Acute Oral Toxicity (c)	III	0.6351	63.51%
Estrogen receptor binding	+	0.8217	82.17%
Androgen receptor binding	+	0.6860	68.60%
Thyroid receptor binding	+	0.5522	55.22%
Glucocorticoid receptor binding	+	0.7322	73.22%
Aromatase binding	+	0.6146	61.46%
PPAR gamma	+	0.7748	77.48%
Honey bee toxicity	-	0.6558	65.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9578	95.78%

Targets

Proven Targets:

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	99.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.68%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.55%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.63%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.62%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.53%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.97%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.20%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.34%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.24%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.94%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.44%	96.09%
CHEMBL4208	P20618	Proteasome component C5	88.01%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	87.77%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.57%	95.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.08%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.79%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.70%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	84.39%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.38%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	83.75%	91.49%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.77%	94.42%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.44%	92.62%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.84%	87.67%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.14%	97.36%

Plants that contains it

• Epimedium sempervirens

Cross-Links

• PubChem: 162894152
• LOTUS: LTS0090043
• wikiData: Q105180616