[(2R,3S,4S,5R,6S)-6-[5-[5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-2-yl]-2-hydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: 5c5ec054-0a7e-4979-bd46-ee94450416d1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 3p-O-p-coumaroyl glycosides > Anthocyanidin 3p-O-6-p-coumaroyl glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[5-[5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-2-yl]-2-hydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• InChI: InChI=1S/C48H56O29/c49-12-26-32(56)36(60)40(64)45(74-26)69-19-4-1-16(2-5-19)3-6-30(54)68-15-29-35(59)39(63)43(67)47(77-29)72-24-8-17(7-23(31(24)55)71-46-41(65)37(61)33(57)27(13-50)75-46)44-25(11-20-21(53)9-18(52)10-22(20)70-44)73-48-42(66)38(62)34(58)28(14-51)76-48/h1-11,26-29,32-43,45-51,56-67H,12-15H2,(H2-,52,53,55)/p+1/b6-3+/t26-,27-,28-,29-,32-,33-,34-,35-,36+,37+,38+,39+,40-,41+,42-,43-,45-,46-,47-,48-/m1/s1
• InChI Key: HIBVZPSQZUBJTI-CDLNTVNGSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₇O₂₉+
• Molecular Weight: 1097.90 g/mol
• Exact Mass: 1097.29855078 g/mol
• Topological Polar Surface Area (TPSA): 465.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -5.52
• H-Bond Acceptor: 28
• H-Bond Donor: 18
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6960	69.60%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Nucleus	0.4440	44.40%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9451	94.51%
P-glycoprotein inhibitior	+	0.7372	73.72%
P-glycoprotein substrate	-	0.6688	66.88%
CYP3A4 substrate	+	0.6644	66.44%
CYP2C9 substrate	-	0.6144	61.44%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	-	0.9498	94.98%
CYP2C9 inhibition	-	0.9191	91.91%
CYP2C19 inhibition	-	0.8568	85.68%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.8988	89.88%
CYP2C8 inhibition	+	0.8474	84.74%
CYP inhibitory promiscuity	-	0.7020	70.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6652	66.52%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.8114	81.14%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8144	81.44%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8955	89.55%
Acute Oral Toxicity (c)	III	0.4213	42.13%
Estrogen receptor binding	+	0.7441	74.41%
Androgen receptor binding	+	0.6849	68.49%
Thyroid receptor binding	+	0.6182	61.82%
Glucocorticoid receptor binding	+	0.6959	69.59%
Aromatase binding	+	0.5465	54.65%
PPAR gamma	+	0.7656	76.56%
Honey bee toxicity	-	0.7085	70.85%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	99.39%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.34%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.95%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.36%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.81%	96.00%
CHEMBL3194	P02766	Transthyretin	95.36%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.97%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.60%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.70%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.87%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.51%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.02%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.31%	96.12%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.12%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.93%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.24%	92.94%
CHEMBL2581	P07339	Cathepsin D	83.96%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.87%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.99%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	82.69%	94.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.22%	89.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.73%	95.83%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.36%	95.78%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.24%	92.32%

Plants that contains it

• Clitoria ternatea

Cross-Links

• PubChem: 163193180
• LOTUS: LTS0203615
• wikiData: Q105028742