Cyanidin 3-galactoside

Details

• Internal ID: a6f1a564-e97d-4df8-b77e-5919740a0c8a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
• SMILES (Canonical): C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O.[Cl-]
• SMILES (Isomeric): C1=CC(=C(C=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)O)O.[Cl-]
• InChI: InChI=1S/C21H20O11.ClH/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8;/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26);1H/t16-,17+,18+,19-,21-;/m1./s1
• InChI Key: YTMNONATNXDQJF-QSLGVYCOSA-N
• Popularity: 37 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₁ClO₁₁
• Molecular Weight: 484.80 g/mol
• Exact Mass: 484.0772392 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.61
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

• Idaein chloride
• Ideanin
• Idein chloride
• Idein
• Idaein
• Ideain
• CYANIDIN-3-GALACTOSIDE CHLORIDE
• Cyanidin 3-O-galactoside chloride
• Cyanidin-3-O-galactoside chloride
• Cyanidin 3-galactoside chloride
• cyanidin-3-o-galactoside
• UNII-FC7L938Y12
• FC7L938Y12
• Cyanidin chloride 3-galactoside [MI]
• Cyanidin 3-O-beta-galactopyranoside chloride
• 3-(Galactosyloxy)-3',4',5,7-tetrahydroxyflavylium chloride
• CHEBI:37664
• Cyanidin 3-O-beta-D-Galactopyranoside Chloride
• Cyanidin-3-O-galactoside (chloride)
• 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chromenylium chloride
• cyanidin 3-O-beta-D-galactoside chloride
• (2S,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
• 1-Benzopyrylium, 2-(3,4-dihydroxyphenyl)-3-(beta-d-galactopyranosyloxy)-5,7-dihydroxy-, chloride
• 3-(beta-D-galactopyranosyloxy)-3',4',5,7-tetrahydroxyflavylium chloride
• 27214-71-7
• Cy3-gal
• Idaein chloride, HPLC Grade
• Cyanidin galactoside; Cyanindin-3-Gal; Idaein; Ideain; Ideanin
• SCHEMBL316825
• CHEMBL591992
• Cyanidin chloride 3-galactoside
• HY-N4142
• Idaein chloride, >=90% (HPLC)
• Idaein chloride, analytical standard
• MFCD00270387
• AKOS025311473
• AC-34781
• AS-78164
• CS-0032217
• Cyanidin 3-O- beta -D-Galactopyranoside Chloride
• W-202159
• CYANIDIN 3-O-.BETA.-GALACTOPYRANOSIDE CHLORIDE
• CYANIDIN 3-O-.BETA.-D-GALACTOPYRANOSIDE CHLORIDE
• 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-chromeniumyl beta-D-galactopyranoside chloride
• 1-BENZOPYRYLIUM, 2-(3,4-DIHYDROXYPHENYL)-3-(.BETA.-D-GALACTOPYRANOSYLOXY)-5,7-DIHYDROXY-, CHLORIDE
• 1-Benzopyrylium, 2-(3,4-dihydroxyphenyl)-3-(beta-D-galactopyranosyloxy)-5,7-dihydroxy-, chloride (1:1)
• 1-Benzopyrylium, 2-(3,4-dihydroxyphenyl)-3-(ss-D-galactopyranosyloxy)-5,7-dihydroxy-, chloride (1:1)
• 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)chromenylium chloride

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6460	64.60%
Caco-2	-	0.8921	89.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Nucleus	0.4904	49.04%
OATP2B1 inhibitior	+	0.5876	58.76%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.9299	92.99%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7183	71.83%
P-glycoprotein inhibitior	-	0.6860	68.60%
P-glycoprotein substrate	-	0.8269	82.69%
CYP3A4 substrate	+	0.5709	57.09%
CYP2C9 substrate	-	0.8017	80.17%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.9202	92.02%
CYP2C9 inhibition	-	0.8680	86.80%
CYP2C19 inhibition	-	0.7689	76.89%
CYP2D6 inhibition	-	0.8865	88.65%
CYP1A2 inhibition	-	0.8308	83.08%
CYP2C8 inhibition	+	0.8354	83.54%
CYP inhibitory promiscuity	-	0.7468	74.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6175	61.75%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.7073	70.73%
Skin irritation	-	0.7818	78.18%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4694	46.94%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.8321	83.21%
skin sensitisation	-	0.8848	88.48%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7821	78.21%
Acute Oral Toxicity (c)	III	0.4306	43.06%
Estrogen receptor binding	+	0.7517	75.17%
Androgen receptor binding	+	0.6917	69.17%
Thyroid receptor binding	+	0.5977	59.77%
Glucocorticoid receptor binding	+	0.7298	72.98%
Aromatase binding	+	0.7175	71.75%
PPAR gamma	+	0.7415	74.15%
Honey bee toxicity	-	0.7371	73.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	+	0.8397	83.97%

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	99.42%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.32%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.26%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.91%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.75%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.80%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.39%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.28%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.85%	86.33%
CHEMBL3194	P02766	Transthyretin	85.67%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.10%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.79%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.28%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.15%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.83%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	82.00%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.50%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	80.08%	94.73%

Plants that contains it

• Cichorium intybus
• Cichorium pumilum
• Glycine max

Cross-Links

• PubChem: 176457
• NPASS: NPC76176