[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: ed3ae31e-cdc9-49e0-aadd-b5638d9d8720
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)OC(=O)C=CC6=CC=C(C=C6)O)O)C7=CC(=C(C=C7)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)OC(=O)/C=C/C6=CC=C(C=C6)O)O)C7=CC(=C(C=C7)O)O)O)O)O)O
• InChI: InChI=1S/C42H46O23/c1-15-28(50)32(54)34(56)40(58-15)59-19-11-22(48)27-23(12-19)60-36(17-5-8-20(46)21(47)10-17)38(31(27)53)64-42-39(33(55)29(51)24(13-43)62-42)65-41-35(57)37(30(52)25(14-44)61-41)63-26(49)9-4-16-2-6-18(45)7-3-16/h2-12,15,24-25,28-30,32-35,37,39-48,50-52,54-57H,13-14H2,1H3/b9-4+/t15-,24+,25+,28-,29+,30+,32+,33-,34+,35+,37-,39+,40-,41-,42-/m0/s1
• InChI Key: AGJYYRZIGBGWFR-SMQKCCOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₆O₂₃
• Molecular Weight: 918.80 g/mol
• Exact Mass: 918.24298771 g/mol
• Topological Polar Surface Area (TPSA): 371.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -2.24
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• 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	-	0.8808	88.08%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6000	60.00%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.8940	89.40%
OATP1B3 inhibitior	+	0.9821	98.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6826	68.26%
P-glycoprotein inhibitior	+	0.6994	69.94%
P-glycoprotein substrate	+	0.6338	63.38%
CYP3A4 substrate	+	0.7061	70.61%
CYP2C9 substrate	-	0.8179	81.79%
CYP2D6 substrate	-	0.8736	87.36%
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	+	0.8695	86.95%
CYP inhibitory promiscuity	-	0.7318	73.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6612	66.12%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.8395	83.95%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7928	79.28%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9595	95.95%
Acute Oral Toxicity (c)	III	0.5224	52.24%
Estrogen receptor binding	+	0.7821	78.21%
Androgen receptor binding	+	0.6615	66.15%
Thyroid receptor binding	+	0.5397	53.97%
Glucocorticoid receptor binding	+	0.6065	60.65%
Aromatase binding	+	0.5549	55.49%
PPAR gamma	+	0.7368	73.68%
Honey bee toxicity	-	0.6483	64.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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	99.84%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.61%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.06%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.75%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.43%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.29%	95.56%
CHEMBL3194	P02766	Transthyretin	92.09%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.94%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.58%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.04%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.52%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.41%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.35%	97.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.68%	85.14%
CHEMBL242	Q92731	Estrogen receptor beta	87.27%	98.35%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.43%	80.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.03%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.33%	95.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.62%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.22%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.17%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.62%	94.45%
CHEMBL4208	P20618	Proteasome component C5	81.47%	90.00%

Plants that contains it

• Oxytropis myriophylla

Cross-Links

• PubChem: 101273959
• LOTUS: LTS0189192
• wikiData: Q104911840