[(2R,3S,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-methyloxan-3-yl] acetate

Details

• Internal ID: 709e81a7-da3f-437b-85b4-4107051f3fe1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)OC(=O)C)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)OC(=O)C)O)O
• InChI: InChI=1S/C29H32O17/c1-9-20(35)24(39)27(43-10(2)30)29(42-9)41-8-19-22(37)23(38)25(40)28(46-19)45-18-7-13-14(32)5-12(31)6-17(13)44-26(18)11-3-15(33)21(36)16(34)4-11/h3-7,9,19-20,22-25,27-29,35,37-40H,8H2,1-2H3,(H4-,31,32,33,34,36)/p+1/t9-,19+,20-,22+,23-,24+,25+,27-,28+,29+/m0/s1
• InChI Key: WXNROFMKDXAVGX-XHRKGVMESA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₃O₁₇+
• Molecular Weight: 653.60 g/mol
• Exact Mass: 653.17177458 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 16
• 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	-	0.7224	72.24%
Caco-2	-	0.8985	89.85%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6584	65.84%
OATP2B1 inhibitior	-	0.5764	57.64%
OATP1B1 inhibitior	+	0.8357	83.57%
OATP1B3 inhibitior	+	0.9003	90.03%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7634	76.34%
P-glycoprotein inhibitior	-	0.4834	48.34%
P-glycoprotein substrate	-	0.5140	51.40%
CYP3A4 substrate	+	0.6531	65.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.9217	92.17%
CYP2C9 inhibition	-	0.9138	91.38%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.8512	85.12%
CYP2C8 inhibition	+	0.7365	73.65%
CYP inhibitory promiscuity	-	0.7288	72.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.8215	82.15%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.5591	55.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.3594	35.94%
Micronuclear	+	0.7392	73.92%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9341	93.41%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.9319	93.19%
Acute Oral Toxicity (c)	III	0.6188	61.88%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.5664	56.64%
Thyroid receptor binding	+	0.5532	55.32%
Glucocorticoid receptor binding	+	0.6067	60.67%
Aromatase binding	+	0.6560	65.60%
PPAR gamma	+	0.7379	73.79%
Honey bee toxicity	-	0.7782	77.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.9180	91.80%

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	99.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	97.07%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.89%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.41%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.84%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.52%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.52%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.85%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.89%	99.15%
CHEMBL3194	P02766	Transthyretin	85.30%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.12%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.83%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.84%	92.94%
CHEMBL4208	P20618	Proteasome component C5	81.48%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.48%	95.56%

Plants that contains it

• Tulipa gesneriana

Cross-Links

• PubChem: 163188557
• LOTUS: LTS0104287
• wikiData: Q105314783