4-oxo-4-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]butanoic acid

Details

• Internal ID: 43dcea91-3575-4185-9743-02ef1868d2e0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
• IUPAC Name: 4-oxo-4-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]butanoic acid
• InChI: InChI=1S/C31H34O18/c32-10-19-23(38)25(40)27(42)30(48-19)46-17-8-14(34)7-16-15(17)9-18(29(45-16)12-1-3-13(33)4-2-12)47-31-28(43)26(41)24(39)20(49-31)11-44-22(37)6-5-21(35)36/h1-4,7-9,19-20,23-28,30-32,38-43H,5-6,10-11H2,(H2-,33,34,35,36)/p+1/t19-,20+,23+,24+,25-,26-,27+,28+,30+,31+/m0/s1
• InChI Key: WEDQIJAUFIWMNC-FYRDYRFTSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₅O₁₈+
• Molecular Weight: 695.60 g/mol
• Exact Mass: 695.18233926 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.43
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8102	81.02%
Caco-2	-	0.9097	90.97%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5513	55.13%
OATP2B1 inhibitior	-	0.8433	84.33%
OATP1B1 inhibitior	+	0.8558	85.58%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6787	67.87%
BSEP inhibitior	+	0.7930	79.30%
P-glycoprotein inhibitior	+	0.6238	62.38%
P-glycoprotein substrate	-	0.7593	75.93%
CYP3A4 substrate	+	0.6320	63.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8548	85.48%
CYP3A4 inhibition	-	0.9006	90.06%
CYP2C9 inhibition	-	0.9001	90.01%
CYP2C19 inhibition	-	0.8165	81.65%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	-	0.7464	74.64%
CYP2C8 inhibition	+	0.8292	82.92%
CYP inhibitory promiscuity	-	0.9608	96.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7035	70.35%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.8344	83.44%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6898	68.98%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9097	90.97%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8861	88.61%
Acute Oral Toxicity (c)	III	0.4971	49.71%
Estrogen receptor binding	+	0.7523	75.23%
Androgen receptor binding	+	0.6147	61.47%
Thyroid receptor binding	-	0.5309	53.09%
Glucocorticoid receptor binding	-	0.5659	56.59%
Aromatase binding	+	0.5706	57.06%
PPAR gamma	+	0.6117	61.17%
Honey bee toxicity	-	0.7793	77.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6904	69.04%
Fish aquatic toxicity	+	0.9051	90.51%

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	98.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.55%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.52%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.71%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.70%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.44%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.57%	95.78%
CHEMBL5255	O00206	Toll-like receptor 4	85.34%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.31%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.36%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.89%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.62%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.57%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	82.54%	83.82%
CHEMBL220	P22303	Acetylcholinesterase	82.19%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.12%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.83%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.78%	95.56%

Plants that contains it

• Centaurea cyanus

Cross-Links

• PubChem: 163191442
• LOTUS: LTS0260034
• wikiData: Q105302915