(2S,3R,4S,5S,6R)-2-[5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3S,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: ee421c3f-9997-43a4-a55b-aa10886063f2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-7-O-Glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3S,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): C1=CC(=CC=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=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[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C27H30O15/c28-8-17-19(32)21(34)23(36)26(41-17)38-12-5-14(31)13-7-16(40-27-24(37)22(35)20(33)18(9-29)42-27)25(39-15(13)6-12)10-1-3-11(30)4-2-10/h1-7,17-24,26-29,32-37H,8-9H2,(H-,30,31)/p+1/t17-,18-,19-,20-,21+,22+,23-,24+,26-,27-/m1/s1
• InChI Key: WPXSQNMAMZEQBN-BUIWDRFKSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₁O₁₅+
• Molecular Weight: 595.50 g/mol
• Exact Mass: 595.16629528 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.85
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• 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	-	0.9254	92.54%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Nucleus	0.4431	44.31%
OATP2B1 inhibitior	-	0.5546	55.46%
OATP1B1 inhibitior	+	0.9232	92.32%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6720	67.20%
P-glycoprotein inhibitior	-	0.5496	54.96%
P-glycoprotein substrate	-	0.8666	86.66%
CYP3A4 substrate	+	0.5702	57.02%
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	+	0.8020	80.20%
CYP inhibitory promiscuity	-	0.7658	76.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8766	87.66%
Skin irritation	-	0.8185	81.85%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6836	68.36%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.8196	81.96%
skin sensitisation	-	0.9093	90.93%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7767	77.67%
Acute Oral Toxicity (c)	IV	0.4162	41.62%
Estrogen receptor binding	+	0.7252	72.52%
Androgen receptor binding	+	0.6455	64.55%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	-	0.5494	54.94%
Aromatase binding	+	0.6304	63.04%
PPAR gamma	+	0.7358	73.58%
Honey bee toxicity	-	0.7660	76.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5649	56.49%
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	98.80%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.84%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	93.62%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.61%	94.00%
CHEMBL242	Q92731	Estrogen receptor beta	92.80%	98.35%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.09%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.67%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.33%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.87%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.74%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.19%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.68%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.50%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.61%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.42%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.60%	95.83%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.17%	96.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.04%	94.45%

Plants that contains it

• Delphinium schmalhausenii

Cross-Links

• PubChem: 163190787
• LOTUS: LTS0260085
• wikiData: Q105310254