3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[4-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]oxymethyl]oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]propanoic acid

Details

• Internal ID: 578c4b43-f62d-4525-a285-824e72ff1c4d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-7-O-Glycosides
• IUPAC Name: 3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[4-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]oxymethyl]oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]propanoic acid
• SMILES (Canonical): C1=CC(=CC=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)COC(=O)CC(=O)O)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)COC(=O)CC(=O)O)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/C43H46O25/c44-13-25-30(50)33(53)36(56)41(66-25)62-19-7-3-17(4-8-19)40(59)61-15-27-32(52)34(54)37(57)42(67-27)63-20-9-22(46)21-11-24(39(64-23(21)10-20)16-1-5-18(45)6-2-16)65-43-38(58)35(55)31(51)26(68-43)14-60-29(49)12-28(47)48/h1-11,25-27,30-38,41-44,50-58H,12-15H2,(H2-,45,46,47,48)/p+1/t25-,26-,27-,30-,31-,32-,33+,34+,35+,36+,37+,38-,41-,42-,43-/m1/s1
• InChI Key: BVWDUTYWOIINQI-PBUPCIBUSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₇O₂₅+
• Molecular Weight: 963.80 g/mol
• Exact Mass: 963.24064198 g/mol
• Topological Polar Surface Area (TPSA): 389.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.78
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7926	79.26%
Caco-2	-	0.8675	86.75%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Nucleus	0.5257	52.57%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9143	91.43%
P-glycoprotein inhibitior	+	0.7393	73.93%
P-glycoprotein substrate	-	0.5994	59.94%
CYP3A4 substrate	+	0.6593	65.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.9204	92.04%
CYP2C9 inhibition	-	0.9430	94.30%
CYP2C19 inhibition	-	0.8961	89.61%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	-	0.8936	89.36%
CYP2C8 inhibition	+	0.8809	88.09%
CYP inhibitory promiscuity	-	0.9440	94.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6698	66.98%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.8329	83.29%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7677	76.77%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9073	90.73%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8806	88.06%
Acute Oral Toxicity (c)	III	0.4367	43.67%
Estrogen receptor binding	+	0.7302	73.02%
Androgen receptor binding	+	0.7033	70.33%
Thyroid receptor binding	+	0.5796	57.96%
Glucocorticoid receptor binding	+	0.6627	66.27%
Aromatase binding	+	0.5481	54.81%
PPAR gamma	+	0.7594	75.94%
Honey bee toxicity	-	0.7731	77.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	+	0.8964	89.64%

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	98.46%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.41%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	94.09%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.05%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.53%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.46%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.42%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.34%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.20%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.74%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.61%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.30%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.06%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.44%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.12%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.06%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.16%	94.33%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.14%	85.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.06%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.98%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.60%	95.78%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.15%	83.00%
CHEMBL4208	P20618	Proteasome component C5	80.97%	90.00%
CHEMBL3194	P02766	Transthyretin	80.55%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	80.46%	92.50%

Plants that contains it

• Delphinium schmalhausenii

Cross-Links

• PubChem: 163194817
• LOTUS: LTS0140307
• wikiData: Q104946954