[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-5-hydroxy-3-[(2R,3R,4R,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-4-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: c926fd89-351c-4b99-af05-5ceec04db796
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-5-hydroxy-3-[(2R,3R,4R,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-4-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)O)O)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)OC)O)O)OC8C(C(C(CO8)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)O)O)O)O)OC(=O)/C=C/C7=CC(=C(C=C7)O)OC)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O
• InChI: InChI=1S/C47H54O27/c1-16-29(54)39(71-44-35(60)30(55)23(52)14-65-44)37(62)45(67-16)66-15-26-31(56)40(70-27(53)10-4-17-3-9-21(50)24(11-17)64-2)42(73-46-36(61)33(58)34(59)43(63)74-46)47(69-26)72-41-32(57)28-22(51)12-20(49)13-25(28)68-38(41)18-5-7-19(48)8-6-18/h3-13,16,23,26,29-31,33-37,39-40,42-52,54-56,58-63H,14-15H2,1-2H3/b10-4+/t16-,23+,26+,29-,30-,31-,33+,34+,35+,36+,37+,39+,40-,42+,43+,44-,45+,46+,47-/m0/s1
• InChI Key: KDLHHCJUJQXHGB-HELXSSRVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₄O₂₇
• Molecular Weight: 1050.90 g/mol
• Exact Mass: 1050.28524644 g/mol
• Topological Polar Surface Area (TPSA): 419.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -3.17
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5557	55.57%
Caco-2	-	0.8775	87.75%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5003	50.03%
OATP2B1 inhibitior	-	0.7201	72.01%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7637	76.37%
P-glycoprotein inhibitior	+	0.7088	70.88%
P-glycoprotein substrate	+	0.7826	78.26%
CYP3A4 substrate	+	0.7307	73.07%
CYP2C9 substrate	-	0.8197	81.97%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.9029	90.29%
CYP2C9 inhibition	-	0.8933	89.33%
CYP2C19 inhibition	-	0.9139	91.39%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.9372	93.72%
CYP2C8 inhibition	+	0.8826	88.26%
CYP inhibitory promiscuity	-	0.8587	85.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6391	63.91%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.8369	83.69%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5665	56.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.6925	69.25%
Micronuclear	+	0.7133	71.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8876	88.76%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9887	98.87%
Acute Oral Toxicity (c)	III	0.6760	67.60%
Estrogen receptor binding	+	0.7806	78.06%
Androgen receptor binding	+	0.6355	63.55%
Thyroid receptor binding	+	0.5839	58.39%
Glucocorticoid receptor binding	+	0.6553	65.53%
Aromatase binding	-	0.4832	48.32%
PPAR gamma	+	0.7595	75.95%
Honey bee toxicity	-	0.6463	64.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9174	91.74%

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%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.34%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.13%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.71%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.52%	96.00%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL3194	P02766	Transthyretin	92.98%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.17%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.47%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.35%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.32%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.64%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.33%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.04%	89.62%
CHEMBL4208	P20618	Proteasome component C5	87.26%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.81%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	86.21%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.08%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.24%	92.94%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.44%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.38%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.15%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.00%	94.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.95%	97.36%
CHEMBL1921	P47901	Vasopressin V1b receptor	81.53%	92.50%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	81.20%	97.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.43%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.39%	95.83%

Plants that contains it

• Astragalus caprinus

Cross-Links

• PubChem: 163189797
• LOTUS: LTS0108354
• wikiData: Q105139211