(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxy-5-methoxyphenyl)-5-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-7-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 4cc1b056-b106-4ede-8c43-8bc9259458ca
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-7-O-Glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxy-5-methoxyphenyl)-5-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-7-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1O)O)C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)O)C2=[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)CO)O)O)O
• InChI: InChI=1S/C28H32O17/c1-40-15-3-9(2-13(32)19(15)33)26-16(43-28-25(39)23(37)21(35)18(8-30)45-28)6-11-12(31)4-10(5-14(11)42-26)41-27-24(38)22(36)20(34)17(7-29)44-27/h2-6,17-18,20-25,27-30,34-39H,7-8H2,1H3,(H2-,31,32,33)/p+1/t17-,18-,20-,21-,22+,23+,24-,25-,27-,28-/m1/s1
• InChI Key: MNCKYQWHIPYWMI-ZUUMSKAQSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₃O₁₇+
• Molecular Weight: 641.50 g/mol
• Exact Mass: 641.17177458 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.14
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8414	84.14%
Caco-2	-	0.9083	90.83%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Nucleus	0.4423	44.23%
OATP2B1 inhibitior	-	0.5682	56.82%
OATP1B1 inhibitior	+	0.8873	88.73%
OATP1B3 inhibitior	+	0.9763	97.63%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4780	47.80%
P-glycoprotein inhibitior	-	0.4913	49.13%
P-glycoprotein substrate	-	0.6555	65.55%
CYP3A4 substrate	+	0.6016	60.16%
CYP2C9 substrate	-	0.8057	80.57%
CYP2D6 substrate	-	0.8169	81.69%
CYP3A4 inhibition	-	0.9668	96.68%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.8148	81.48%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.8842	88.42%
CYP2C8 inhibition	+	0.7602	76.02%
CYP inhibitory promiscuity	-	0.7308	73.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6078	60.78%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.8259	82.59%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5791	57.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.8022	80.22%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9235	92.35%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8270	82.70%
Acute Oral Toxicity (c)	III	0.6490	64.90%
Estrogen receptor binding	+	0.7311	73.11%
Androgen receptor binding	+	0.5463	54.63%
Thyroid receptor binding	+	0.5130	51.30%
Glucocorticoid receptor binding	-	0.4881	48.81%
Aromatase binding	+	0.5932	59.32%
PPAR gamma	+	0.6803	68.03%
Honey bee toxicity	-	0.8020	80.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	-	0.4110	41.10%

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	99.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.06%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.25%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.88%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.82%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.34%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.00%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.76%	97.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.23%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.20%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.12%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.77%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.47%	96.00%
CHEMBL2581	P07339	Cathepsin D	84.83%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.23%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.70%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	83.57%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.42%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.81%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.39%	90.00%

Plants that contains it

• Crocus antalyensis

Cross-Links

• PubChem: 100987512
• LOTUS: LTS0041401
• wikiData: Q105168276