[(2R,3S,4S,5R,6S)-6-[(2R,3S,4R,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-[4-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: 8216bbd7-f63a-4917-a1f3-119319094b62
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2R,3S,4R,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-[4-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC=C(C=C6)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)/C=C/C6=CC=C(C=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@@H](O7)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C42H46O22/c1-16-28(48)34(54)39(42(58-16)63-38-31(51)27-22(46)12-20(45)13-23(27)60-37(38)18-5-7-19(44)8-6-18)64-41-36(56)33(53)30(50)25(62-41)15-57-26(47)11-4-17-2-9-21(10-3-17)59-40-35(55)32(52)29(49)24(14-43)61-40/h2-13,16,24-25,28-30,32-36,39-46,48-50,52-56H,14-15H2,1H3/b11-4+/t16-,24-,25+,28-,29+,30+,32-,33-,34+,35+,36+,39-,40+,41-,42+/m0/s1
• InChI Key: IYWSDKILEAGLBX-PWDKARQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₆O₂₂
• Molecular Weight: 902.80 g/mol
• Exact Mass: 902.24807309 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5206	52.06%
Caco-2	-	0.8722	87.22%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6000	60.00%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9821	98.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7837	78.37%
P-glycoprotein inhibitior	+	0.7121	71.21%
P-glycoprotein substrate	+	0.6311	63.11%
CYP3A4 substrate	+	0.7085	70.85%
CYP2C9 substrate	-	0.8173	81.73%
CYP2D6 substrate	-	0.8760	87.60%
CYP3A4 inhibition	-	0.9447	94.47%
CYP2C9 inhibition	-	0.8753	87.53%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.9136	91.36%
CYP2C8 inhibition	+	0.8630	86.30%
CYP inhibitory promiscuity	-	0.7318	73.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6612	66.12%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.8395	83.95%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7828	78.28%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9400	94.00%
Acute Oral Toxicity (c)	III	0.5224	52.24%
Estrogen receptor binding	+	0.7915	79.15%
Androgen receptor binding	+	0.6530	65.30%
Thyroid receptor binding	+	0.5494	54.94%
Glucocorticoid receptor binding	+	0.6460	64.60%
Aromatase binding	+	0.5792	57.92%
PPAR gamma	+	0.7478	74.78%
Honey bee toxicity	-	0.6765	67.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9345	93.45%

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	99.69%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.03%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	98.91%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.72%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.54%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.16%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.96%	96.00%
CHEMBL3194	P02766	Transthyretin	93.64%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.50%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	91.71%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.19%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.71%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.64%	86.92%
CHEMBL242	Q92731	Estrogen receptor beta	89.22%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.93%	94.00%
CHEMBL4208	P20618	Proteasome component C5	87.85%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.69%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.51%	97.36%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.33%	95.78%
CHEMBL226	P30542	Adenosine A1 receptor	85.08%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.39%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.39%	94.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.29%	80.78%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.80%	94.80%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.73%	91.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.30%	95.83%

Plants that contains it

• Acer tataricum subsp. ginnala
• Antidesma montanum var. montanum
• Ginkgo biloba

Cross-Links

• PubChem: 163014633
• LOTUS: LTS0007442
• wikiData: Q105312855