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

Details

• Internal ID: ba6ce7ae-f142-40bf-be22-ff8a2a99404b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-2-yl]-2-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• 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[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C27H30O16/c28-7-17-19(33)21(35)23(37)26(42-17)40-14-2-1-9(3-13(14)32)25-16(6-11-12(31)4-10(30)5-15(11)39-25)41-27-24(38)22(36)20(34)18(8-29)43-27/h1-6,17-24,26-29,33-38H,7-8H2,(H2-,30,31,32)/p+1/t17-,18-,19-,20-,21+,22+,23-,24-,26-,27-/m1/s1
• InChI Key: RNNDUDNKXCUQFJ-ZOTFFYTFSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₁O₁₆+
• Molecular Weight: 611.50 g/mol
• Exact Mass: 611.16120990 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.14
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8494	84.94%
Caco-2	-	0.9197	91.97%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Nucleus	0.4431	44.31%
OATP2B1 inhibitior	-	0.5589	55.89%
OATP1B1 inhibitior	+	0.9255	92.55%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4598	45.98%
P-glycoprotein inhibitior	-	0.4926	49.26%
P-glycoprotein substrate	-	0.8200	82.00%
CYP3A4 substrate	+	0.5674	56.74%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8220	82.20%
CYP3A4 inhibition	-	0.9662	96.62%
CYP2C9 inhibition	-	0.9043	90.43%
CYP2C19 inhibition	-	0.8149	81.49%
CYP2D6 inhibition	-	0.9110	91.10%
CYP1A2 inhibition	-	0.8934	89.34%
CYP2C8 inhibition	+	0.8111	81.11%
CYP inhibitory promiscuity	-	0.7658	76.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8765	87.65%
Skin irritation	-	0.8185	81.85%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7443	74.43%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.7946	79.46%
skin sensitisation	-	0.9093	90.93%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7459	74.59%
Acute Oral Toxicity (c)	IV	0.4162	41.62%
Estrogen receptor binding	+	0.7428	74.28%
Androgen receptor binding	+	0.5445	54.45%
Thyroid receptor binding	+	0.5483	54.83%
Glucocorticoid receptor binding	-	0.5400	54.00%
Aromatase binding	+	0.6061	60.61%
PPAR gamma	+	0.7649	76.49%
Honey bee toxicity	-	0.7724	77.24%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.7348	73.48%

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	97.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.82%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.54%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.42%	95.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.39%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.09%	99.15%
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	89.92%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.78%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.57%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.40%	92.94%
CHEMBL3194	P02766	Transthyretin	86.83%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.85%	86.92%
CHEMBL1937	Q92769	Histone deacetylase 2	85.36%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.35%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.91%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.92%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.81%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.33%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.26%	95.83%

Plants that contains it

• Abelmoschus esculentus
• Allium cepa

Cross-Links

• PubChem: 101268575
• LOTUS: LTS0177055
• wikiData: Q105241588