[(2R,3R,4R,5S,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-5-hydroxy-6-methyl-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: b8115d0a-66fc-4e0d-aa86-e04536fd003d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3R,4R,5S,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-5-hydroxy-6-methyl-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)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)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)OC(=O)C=CC7=CC(=C(C=C7)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)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)OC(=O)/C=C/C7=CC(=C(C=C7)O)O)O[C@@H]8[C@H]([C@@H]([C@H](CO8)O)O)O)O
• InChI: InChI=1S/C47H54O28/c1-15-30(57)40(73-44-37(64)31(58)24(55)13-66-44)43(72-28(56)7-3-16-2-5-19(50)21(52)8-16)46(68-15)67-14-27-33(60)36(63)42(75-45-38(65)35(62)32(59)26(12-48)70-45)47(71-27)74-41-34(61)29-23(54)10-18(49)11-25(29)69-39(41)17-4-6-20(51)22(53)9-17/h2-11,15,24,26-27,30-33,35-38,40,42-55,57-60,62-65H,12-14H2,1H3/b7-3+/t15-,24-,26+,27+,30-,31+,32+,33+,35-,36-,37-,38+,40+,42+,43+,44+,45-,46+,47-/m0/s1
• InChI Key: NQVFCVWIKQENNO-KHFDIGGDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₄O₂₈
• Molecular Weight: 1066.90 g/mol
• Exact Mass: 1066.28016106 g/mol
• Topological Polar Surface Area (TPSA): 450.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -3.72
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4591	45.91%
Caco-2	-	0.8745	87.45%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5182	51.82%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.9758	97.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5650	56.50%
P-glycoprotein inhibitior	+	0.7076	70.76%
P-glycoprotein substrate	+	0.7214	72.14%
CYP3A4 substrate	+	0.7252	72.52%
CYP2C9 substrate	-	0.8179	81.79%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.9339	93.39%
CYP2C9 inhibition	-	0.9253	92.53%
CYP2C19 inhibition	-	0.9260	92.60%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.9232	92.32%
CYP2C8 inhibition	+	0.8750	87.50%
CYP inhibitory promiscuity	-	0.8663	86.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6631	66.31%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.8349	83.49%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7356	73.56%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.5351	53.51%
skin sensitisation	-	0.8873	88.73%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9858	98.58%
Acute Oral Toxicity (c)	III	0.5849	58.49%
Estrogen receptor binding	+	0.7626	76.26%
Androgen receptor binding	+	0.5815	58.15%
Thyroid receptor binding	+	0.5442	54.42%
Glucocorticoid receptor binding	+	0.6013	60.13%
Aromatase binding	+	0.5730	57.30%
PPAR gamma	+	0.7717	77.17%
Honey bee toxicity	-	0.6605	66.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9058	90.58%

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	99.95%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.75%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.36%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.57%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.38%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.09%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.64%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.63%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.09%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.64%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.47%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	89.92%	94.73%
CHEMBL3194	P02766	Transthyretin	89.85%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.33%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	88.74%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.21%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.33%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.86%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.55%	95.83%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.56%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.26%	86.92%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.72%	94.80%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.61%	97.36%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.96%	88.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.50%	91.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.49%	85.14%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.02%	95.78%

Plants that contains it

• Delphinium gracile

Cross-Links

• PubChem: 163191957
• LOTUS: LTS0140575
• wikiData: Q105184141