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

Details

• Internal ID: 7ff33264-d242-4431-9a19-b45713a3848c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4-hydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(4-hydroxyphenyl)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)C)OC(=O)C=CC7=CC=C(C=C7)O)O)O)O)OC(=O)C=CC8=CC=C(C=C8)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)C)OC(=O)/C=C/C7=CC=C(C=C7)O)O)O)O)OC(=O)/C=C/C8=CC=C(C=C8)O)O)O)O
• InChI: InChI=1S/C51H52O24/c1-21-37(60)39(62)41(64)49(68-21)67-20-33-46(73-35(59)16-8-24-5-12-27(53)13-6-24)43(66)48(75-50-42(65)40(63)44(22(2)69-50)72-34(58)15-7-23-3-10-26(52)11-4-23)51(71-33)74-47-38(61)36-31(57)18-28(54)19-32(36)70-45(47)25-9-14-29(55)30(56)17-25/h3-19,21-22,33,37,39-44,46,48-57,60,62-66H,20H2,1-2H3/b15-7+,16-8+/t21-,22-,33+,37-,39+,40-,41+,42+,43-,44-,46-,48+,49+,50-,51-/m0/s1
• InChI Key: KUQNRPMVKBZWQU-DMNPPJJPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₅₂O₂₄
• Molecular Weight: 1048.90 g/mol
• Exact Mass: 1048.28485252 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 24
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4737	47.37%
Caco-2	-	0.8729	87.29%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7116	71.16%
OATP2B1 inhibitior	-	0.7114	71.14%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7197	71.97%
P-glycoprotein inhibitior	+	0.7184	71.84%
P-glycoprotein substrate	+	0.7036	70.36%
CYP3A4 substrate	+	0.7166	71.66%
CYP2C9 substrate	-	0.8193	81.93%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.7879	78.79%
CYP2C9 inhibition	-	0.7042	70.42%
CYP2C19 inhibition	-	0.8628	86.28%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.9167	91.67%
CYP2C8 inhibition	+	0.8989	89.89%
CYP inhibitory promiscuity	-	0.5506	55.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6729	67.29%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9020	90.20%
Skin irritation	-	0.8306	83.06%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5607	56.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.6934	69.34%
Micronuclear	+	0.7392	73.92%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8851	88.51%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9489	94.89%
Acute Oral Toxicity (c)	III	0.5777	57.77%
Estrogen receptor binding	+	0.7770	77.70%
Androgen receptor binding	+	0.6877	68.77%
Thyroid receptor binding	+	0.5663	56.63%
Glucocorticoid receptor binding	+	0.6520	65.20%
Aromatase binding	+	0.5944	59.44%
PPAR gamma	+	0.7444	74.44%
Honey bee toxicity	-	0.6664	66.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9729	97.29%

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	99.77%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.21%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.19%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.47%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL3194	P02766	Transthyretin	94.90%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	93.68%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.23%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.62%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.18%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	89.73%	98.35%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.40%	80.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.34%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.16%	97.36%
CHEMBL4208	P20618	Proteasome component C5	86.96%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.01%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.06%	94.80%
CHEMBL4530	P00488	Coagulation factor XIII	81.98%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.01%	95.50%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.99%	95.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.25%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21576260
• LOTUS: LTS0244616
• wikiData: Q105146305