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

Details

• Internal ID: bb693ffc-3c90-448d-a0bf-03a767d2e04d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
• IUPAC Name: 2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5,6,7-triol
• SMILES (Canonical): C1=CC(=CC=C1C2=C(C=C3C(=[O+]2)C=C(C(=C3O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=C(C=C3C(=[O+]2)C=C(C(=C3O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C21H20O11/c22-7-14-17(27)18(28)19(29)21(32-14)31-13-5-10-12(6-11(24)16(26)15(10)25)30-20(13)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-22,27-29H,7H2,(H3-,23,24,25,26)/p+1/t14-,17-,18+,19-,21-/m1/s1
• InChI Key: XLFIHBGWQPLWMM-FKRBRYKNSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₁O₁₁+
• Molecular Weight: 449.40 g/mol
• Exact Mass: 449.10838648 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8136	81.36%
Caco-2	-	0.9159	91.59%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Nucleus	0.4412	44.12%
OATP2B1 inhibitior	+	0.5880	58.80%
OATP1B1 inhibitior	+	0.8924	89.24%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6469	64.69%
P-glycoprotein inhibitior	-	0.6994	69.94%
P-glycoprotein substrate	-	0.8741	87.41%
CYP3A4 substrate	+	0.5661	56.61%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8268	82.68%
CYP3A4 inhibition	-	0.9550	95.50%
CYP2C9 inhibition	-	0.9002	90.02%
CYP2C19 inhibition	-	0.8426	84.26%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.8856	88.56%
CYP2C8 inhibition	+	0.8285	82.85%
CYP inhibitory promiscuity	-	0.7819	78.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6532	65.32%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.7210	72.10%
Skin irritation	-	0.8047	80.47%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4737	47.37%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.8196	81.96%
skin sensitisation	-	0.9067	90.67%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9124	91.24%
Acute Oral Toxicity (c)	III	0.4439	44.39%
Estrogen receptor binding	+	0.7423	74.23%
Androgen receptor binding	+	0.7914	79.14%
Thyroid receptor binding	+	0.6224	62.24%
Glucocorticoid receptor binding	+	0.7381	73.81%
Aromatase binding	+	0.7063	70.63%
PPAR gamma	+	0.7574	75.74%
Honey bee toxicity	-	0.8226	82.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.7666	76.66%

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	99.50%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.84%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.99%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.62%	95.78%
CHEMBL1951	P21397	Monoamine oxidase A	92.02%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.09%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.95%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	89.88%	98.35%
CHEMBL2581	P07339	Cathepsin D	89.35%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.31%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.60%	86.33%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	87.29%	85.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.43%	91.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.03%	95.64%
CHEMBL3194	P02766	Transthyretin	84.84%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.63%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.87%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.84%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	81.65%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.15%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.68%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23250947
• LOTUS: LTS0000269
• wikiData: Q105329933