(6''-O-(Pelargonidin 3-O-[2''-O-(beta-D-xylopyranosyl)-beta-D-galactopyranosyl]))((4-O-(beta-D-glucopyranosyl-trans-caffeoyl)-O-tartaryl)malonate

Details

• Internal ID: bc8849f2-e30e-4502-a14e-fafe0100e4c6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
• IUPAC Name: (2S,3S)-2-[3-[[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoyl]oxy-3-[(E)-3-[3-hydroxy-4-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxybutanedioic acid
• SMILES (Canonical): C1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC=C(C=C5)O)O)O)COC(=O)CC(=O)OC(C(C(=O)O)OC(=O)C=CC6=CC(=C(C=C6)OC7C(C(C(C(O7)CO)O)O)O)O)C(=O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]([C@@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC=C(C=C5)O)O)O)COC(=O)CC(=O)O[C@@H]([C@@H](C(=O)O)OC(=O)/C=C/C6=CC(=C(C=C6)O[C@H]7[C@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C48H50O30/c49-14-28-34(59)36(61)39(64)47(74-28)72-25-7-1-17(9-23(25)53)2-8-30(55)76-42(44(65)66)43(45(67)68)77-32(57)13-31(56)69-16-29-35(60)37(62)41(78-46-38(63)33(58)24(54)15-70-46)48(75-29)73-27-12-21-22(52)10-20(51)11-26(21)71-40(27)18-3-5-19(50)6-4-18/h1-12,24,28-29,33-39,41-43,46-49,54,58-64H,13-16H2,(H5-,50,51,52,53,65,66,67,68)/p+1/b8-2+/t24-,28+,29+,33-,34+,35-,36-,37-,38-,39-,41+,42-,43-,46-,47+,48+/m0/s1
• InChI Key: QYKNMIKCKRGWKE-JBWODLLBSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₁O₃₀+
• Molecular Weight: 1107.90 g/mol
• Exact Mass: 1107.24651520 g/mol
• Topological Polar Surface Area (TPSA): 473.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -3.33
• H-Bond Acceptor: 27
• H-Bond Donor: 15
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7056	70.56%
Caco-2	-	0.8615	86.15%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Nucleus	0.5340	53.40%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8542	85.42%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9443	94.43%
P-glycoprotein inhibitior	+	0.7396	73.96%
P-glycoprotein substrate	+	0.6883	68.83%
CYP3A4 substrate	+	0.7172	71.72%
CYP2C9 substrate	-	0.7949	79.49%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.8993	89.93%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.8752	87.52%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	-	0.8957	89.57%
CYP2C8 inhibition	+	0.8679	86.79%
CYP inhibitory promiscuity	-	0.9125	91.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.8208	82.08%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7775	77.75%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.8091	80.91%
skin sensitisation	-	0.8731	87.31%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9329	93.29%
Acute Oral Toxicity (c)	III	0.4561	45.61%
Estrogen receptor binding	+	0.7512	75.12%
Androgen receptor binding	+	0.6760	67.60%
Thyroid receptor binding	+	0.5929	59.29%
Glucocorticoid receptor binding	+	0.6700	67.00%
Aromatase binding	+	0.6057	60.57%
PPAR gamma	+	0.7901	79.01%
Honey bee toxicity	-	0.6394	63.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9536	95.36%

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	99.61%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.38%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.76%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.09%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.72%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.30%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.06%	96.00%
CHEMBL2581	P07339	Cathepsin D	93.69%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.23%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.52%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.10%	95.83%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.15%	96.38%
CHEMBL3194	P02766	Transthyretin	88.56%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.62%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.57%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.30%	95.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.52%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.74%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.70%	94.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.30%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.28%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.14%	83.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.91%	95.93%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.73%	89.62%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.16%	91.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.82%	97.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.23%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.68%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.14%	90.71%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	80.14%	97.03%

Plants that contains it

• Anemone coronaria

Cross-Links

• PubChem: 163183863
• LOTUS: LTS0038702
• wikiData: Q105230227