(2S,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[5-hydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-7-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: f13255af-b307-4e13-921c-08258a5bc135
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-7-O-Glycosides
• IUPAC Name: (2S,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[5-hydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-7-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)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): C1=C(C=C(C(=C1O)O)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/C27H30O17/c28-6-16-19(34)21(36)23(38)26(43-16)40-9-3-11(30)10-5-15(42-27-24(39)22(37)20(35)17(7-29)44-27)25(41-14(10)4-9)8-1-12(31)18(33)13(32)2-8/h1-5,16-17,19-24,26-29,34-39H,6-7H2,(H3-,30,31,32,33)/p+1/t16-,17+,19+,20+,21-,22+,23+,24+,26+,27+/m0/s1
• InChI Key: JVROXMCODLRLLV-BEYNAAHTSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₁O₁₇+
• Molecular Weight: 627.50 g/mol
• Exact Mass: 627.15612452 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.44
• H-Bond Acceptor: 16
• H-Bond Donor: 12
• 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	-	0.9216	92.16%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Nucleus	0.4431	44.31%
OATP2B1 inhibitior	-	0.5544	55.44%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5436	54.36%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8227	82.27%
CYP3A4 substrate	+	0.5670	56.70%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8268	82.68%
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	+	0.7219	72.19%
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	-	0.8730	87.30%
Skin irritation	-	0.8185	81.85%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.6491	64.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.8022	80.22%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9093	90.93%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8348	83.48%
Acute Oral Toxicity (c)	IV	0.4162	41.62%
Estrogen receptor binding	+	0.6821	68.21%
Androgen receptor binding	+	0.6073	60.73%
Thyroid receptor binding	+	0.5207	52.07%
Glucocorticoid receptor binding	-	0.5944	59.44%
Aromatase binding	+	0.5836	58.36%
PPAR gamma	+	0.7196	71.96%
Honey bee toxicity	-	0.7795	77.95%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
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	99.48%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.88%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.00%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	92.52%	91.49%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.90%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.52%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.80%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.63%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.78%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.37%	97.36%
CHEMBL3194	P02766	Transthyretin	86.33%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.92%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.67%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	83.08%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.94%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.60%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.55%	92.62%
CHEMBL2424	Q04760	Glyoxalase I	81.23%	91.67%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.19%	92.68%

Plants that contains it

• Baccharis trinervis
• Crocus antalyensis

Cross-Links

• PubChem: 163191146
• LOTUS: LTS0031480
• wikiData: Q105288328