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

Details

• Internal ID: aef53538-565b-450c-bcb4-2b09b3f14cdd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
• IUPAC Name: [(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-5-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC(=CC3=[O+]C(=C(C=C23)OC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=CC3=[O+]C(=C(C=C23)O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CO)O)O)O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O
• InChI: InChI=1S/C29H32O18/c1-9(31)42-8-19-22(37)24(39)26(41)28(47-19)44-16-5-11(32)4-15-12(16)6-17(27(43-15)10-2-13(33)20(35)14(34)3-10)45-29-25(40)23(38)21(36)18(7-30)46-29/h2-6,18-19,21-26,28-30,36-41H,7-8H2,1H3,(H3-,32,33,34,35)/p+1/t18-,19-,21+,22+,23-,24-,25+,26+,28+,29+/m0/s1
• InChI Key: RKQATBHJDHXYOM-YYWPPVAESA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₃O₁₈+
• Molecular Weight: 669.60 g/mol
• Exact Mass: 669.16668920 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6699	66.99%
Caco-2	-	0.9036	90.36%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5312	53.12%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6507	65.07%
P-glycoprotein inhibitior	-	0.4295	42.95%
P-glycoprotein substrate	-	0.7367	73.67%
CYP3A4 substrate	+	0.6264	62.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.9749	97.49%
CYP2C9 inhibition	-	0.9314	93.14%
CYP2C19 inhibition	-	0.9013	90.13%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.8641	86.41%
CYP2C8 inhibition	+	0.7389	73.89%
CYP inhibitory promiscuity	-	0.7946	79.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.8141	81.41%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	-	0.5491	54.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.8330	83.30%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7380	73.80%
Acute Oral Toxicity (c)	III	0.5760	57.60%
Estrogen receptor binding	+	0.7799	77.99%
Androgen receptor binding	+	0.5912	59.12%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5582	55.82%
Aromatase binding	+	0.5710	57.10%
PPAR gamma	+	0.6347	63.47%
Honey bee toxicity	-	0.8025	80.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.8871	88.71%

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	99.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.07%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.32%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	91.84%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.73%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.90%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	90.88%	91.49%
CHEMBL2581	P07339	Cathepsin D	90.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.37%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.68%	96.00%
CHEMBL3194	P02766	Transthyretin	81.14%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.13%	96.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.05%	97.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.00%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.93%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	80.34%	92.50%

Plants that contains it

• Pelargonium dolomiticum

Cross-Links

• PubChem: 163191202
• LOTUS: LTS0014277
• wikiData: Q105238696