[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-7-yl]oxyoxan-2-yl]methyl 4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

• Internal ID: 709eb7a5-d0e0-4c9c-a16a-b9584a4f39a5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-7-O-Glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-7-yl]oxyoxan-2-yl]methyl 4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): C1=CC(=CC=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)COC(=O)C6=CC=C(C=C6)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=[O+]C3=CC(=CC(=C3C=C2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)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
• InChI: InChI=1S/C40H44O22/c41-12-24-27(45)30(48)33(51)38(60-24)56-18-7-3-16(4-8-18)37(54)55-14-26-29(47)32(50)34(52)39(62-26)57-19-9-21(44)20-11-23(59-40-35(53)31(49)28(46)25(13-42)61-40)36(58-22(20)10-19)15-1-5-17(43)6-2-15/h1-11,24-35,38-42,45-53H,12-14H2,(H-,43,44)/p+1/t24-,25-,26-,27-,28-,29-,30+,31+,32+,33-,34-,35-,38-,39-,40-/m1/s1
• InChI Key: LQFOAAUHSVQTNW-WCEUWYDISA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₅O₂₂+
• Molecular Weight: 877.80 g/mol
• Exact Mass: 877.24024806 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.81
• H-Bond Acceptor: 21
• 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	-	0.7885	78.85%
Caco-2	-	0.8727	87.27%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4634	46.34%
OATP2B1 inhibitior	-	0.7088	70.88%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7575	75.75%
P-glycoprotein inhibitior	+	0.7270	72.70%
P-glycoprotein substrate	-	0.7364	73.64%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8545	85.45%
CYP3A4 inhibition	-	0.9552	95.52%
CYP2C9 inhibition	-	0.9282	92.82%
CYP2C19 inhibition	-	0.8901	89.01%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.8992	89.92%
CYP2C8 inhibition	+	0.8775	87.75%
CYP inhibitory promiscuity	-	0.8015	80.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6740	67.40%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.8188	81.88%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7178	71.78%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9096	90.96%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8690	86.90%
Acute Oral Toxicity (c)	IV	0.4266	42.66%
Estrogen receptor binding	+	0.7289	72.89%
Androgen receptor binding	+	0.7103	71.03%
Thyroid receptor binding	+	0.5719	57.19%
Glucocorticoid receptor binding	+	0.6412	64.12%
Aromatase binding	+	0.5466	54.66%
PPAR gamma	+	0.7323	73.23%
Honey bee toxicity	-	0.7724	77.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6549	65.49%
Fish aquatic toxicity	+	0.7970	79.70%

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	97.81%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.43%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.84%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.76%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.56%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.69%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.68%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.67%	97.09%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	89.66%	96.69%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.42%	95.78%
CHEMBL2581	P07339	Cathepsin D	87.33%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.15%	90.00%
CHEMBL3194	P02766	Transthyretin	86.03%	90.71%
CHEMBL3891	P07384	Calpain 1	86.02%	93.04%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.87%	99.15%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.11%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.72%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.97%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.38%	86.92%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.69%	94.00%

Plants that contains it

• Delphinium schmalhausenii

Cross-Links

• PubChem: 100914224
• LOTUS: LTS0275718
• wikiData: Q105155499