3-[[(2R,3S,4R,5R,6S)-6-[7-[(2S,3R,4S,5S,6S)-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: c79df6dd-41f6-42c4-96f3-f8334a35b622
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 7-O-p-coumaroyl glycosides > Anthocyanidin 7-O-6-p-coumaroyl glycosides
• IUPAC Name: 3-[[(2R,3S,4R,5R,6S)-6-[7-[(2S,3R,4S,5S,6S)-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
• SMILES (Canonical): C1=CC(=CC=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)COC(=O)CC(=O)O)O)O)O)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC(=C(C=C6)OC7C(C(C(C(O7)COC(=O)C=CC8=CC(=C(C=C8)O)O)O)O)O)O)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)COC(=O)CC(=O)O)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](O5)COC(=O)/C=C/C6=CC(=C(C=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)COC(=O)C=CC8=CC(=C(C=C8)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C54H54O29/c55-25-7-5-24(6-8-25)51-34(80-54-50(73)47(70)44(67)37(83-54)21-76-41(64)18-38(60)61)17-27-29(57)15-26(16-33(27)78-51)77-52-48(71)45(68)42(65)35(81-52)19-74-40(63)12-4-23-2-10-32(31(59)14-23)79-53-49(72)46(69)43(66)36(82-53)20-75-39(62)11-3-22-1-9-28(56)30(58)13-22/h1-17,35-37,42-50,52-54,65-73H,18-21H2,(H5-,55,56,57,58,59,60,61,62)/p+1/b12-4+/t35-,36+,37+,42+,43+,44+,45-,46-,47+,48+,49+,50+,52+,53+,54+/m0/s1
• InChI Key: BSASCOCSWDJREE-LKNNIQEBSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₅₅O₂₉+
• Molecular Weight: 1168.00 g/mol
• Exact Mass: 1167.28290071 g/mol
• Topological Polar Surface Area (TPSA): 456.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.00
• H-Bond Acceptor: 27
• H-Bond Donor: 15
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6906	69.06%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Nucleus	0.4731	47.31%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9480	94.80%
P-glycoprotein inhibitior	+	0.7432	74.32%
P-glycoprotein substrate	-	0.5407	54.07%
CYP3A4 substrate	+	0.6728	67.28%
CYP2C9 substrate	-	0.7946	79.46%
CYP2D6 substrate	-	0.8616	86.16%
CYP3A4 inhibition	-	0.9074	90.74%
CYP2C9 inhibition	-	0.9133	91.33%
CYP2C19 inhibition	-	0.8472	84.72%
CYP2D6 inhibition	-	0.9014	90.14%
CYP1A2 inhibition	-	0.9017	90.17%
CYP2C8 inhibition	+	0.8737	87.37%
CYP inhibitory promiscuity	-	0.9071	90.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.8197	81.97%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7563	75.63%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8681	86.81%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9179	91.79%
Acute Oral Toxicity (c)	III	0.4917	49.17%
Estrogen receptor binding	+	0.7138	71.38%
Androgen receptor binding	+	0.7117	71.17%
Thyroid receptor binding	+	0.6156	61.56%
Glucocorticoid receptor binding	+	0.6834	68.34%
Aromatase binding	+	0.6083	60.83%
PPAR gamma	+	0.7605	76.05%
Honey bee toxicity	-	0.7163	71.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9744	97.44%

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	99.39%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.01%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.32%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.95%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.64%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.90%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.94%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL3194	P02766	Transthyretin	90.40%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.91%	91.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.51%	83.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.20%	95.78%
CHEMBL2581	P07339	Cathepsin D	87.06%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.62%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.54%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.32%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.09%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.85%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.53%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.17%	94.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.03%	85.31%

Plants that contains it

• Pericallis hybrida

Cross-Links

• PubChem: 163192036
• LOTUS: LTS0001101
• wikiData: Q104945138