Bis(demalonyl)monardaein cation

Details

• Internal ID: 194bb3e2-516e-4cd6-bd2d-d0195fa6342f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 3-O-p-coumaroyl glycosides > Anthocyanidin 3-O-6-p-coumaroyl glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=C([O+]=C4C=C(C=C(C4=C3)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C([O+]=C4C=C(C=C(C4=C3)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
• InChI: InChI=1S/C36H36O17/c37-14-25-28(42)30(44)32(46)35(52-25)50-23-12-20(40)11-22-21(23)13-24(34(49-22)17-4-8-19(39)9-5-17)51-36-33(47)31(45)29(43)26(53-36)15-48-27(41)10-3-16-1-6-18(38)7-2-16/h1-13,25-26,28-33,35-37,42-47H,14-15H2,(H2-,38,39,40,41)/p+1/t25-,26-,28-,29-,30+,31+,32-,33-,35-,36-/m1/s1
• InChI Key: HFGYRTHYZMEEPZ-AQAMAIGXSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₇O₁₇+
• Molecular Weight: 741.70 g/mol
• Exact Mass: 741.20307471 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.12
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

• UNII-Y2Z6VP3E4A
• Y2Z6VP3E4A
• 167936-45-0
• 1-Benzopyrylium, 5-(beta-D-glucopyranosyloxy)-7-hydroxy-2-(4-hydroxyphenyl)-3-((6-O-((2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl)-beta-D-glucopyranosyl)oxy)-
• Q27294190
• 1-BENZOPYRYLIUM, 5-(.BETA.-D-GLUCOPYRANOSYLOXY)-7-HYDROXY-2-(4-HYDROXYPHENYL)-3-((6-O-((2E)-3-(4-HYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6960	69.60%
Caco-2	-	0.9007	90.07%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Nucleus	0.4440	44.40%
OATP2B1 inhibitior	-	0.8440	84.40%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7625	76.25%
P-glycoprotein inhibitior	+	0.6524	65.24%
P-glycoprotein substrate	-	0.7445	74.45%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	0.6144	61.44%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	-	0.9498	94.98%
CYP2C9 inhibition	-	0.9191	91.91%
CYP2C19 inhibition	-	0.8568	85.68%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.8988	89.88%
CYP2C8 inhibition	+	0.8769	87.69%
CYP inhibitory promiscuity	-	0.7020	70.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6652	66.52%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.8114	81.14%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7351	73.51%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8571	85.71%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8499	84.99%
Acute Oral Toxicity (c)	III	0.4213	42.13%
Estrogen receptor binding	+	0.7439	74.39%
Androgen receptor binding	+	0.6918	69.18%
Thyroid receptor binding	+	0.5263	52.63%
Glucocorticoid receptor binding	+	0.5845	58.45%
Aromatase binding	+	0.5316	53.16%
PPAR gamma	+	0.6604	66.04%
Honey bee toxicity	-	0.7260	72.60%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9058	90.58%

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	98.72%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.75%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.61%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.09%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.75%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.13%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.07%	99.17%
CHEMBL3194	P02766	Transthyretin	91.27%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.04%	91.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.76%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.54%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.75%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.73%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.75%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.47%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	83.12%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.15%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.52%	89.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.14%	95.50%

Plants that contains it

• Aconitum fischeri
• Apocynum androsaemifolium
• Espeletia grandiflora
• Huperzia yunnanensis
• Hyacinthus orientalis
• Lagascea mollis
• Pulmonaria mollis
• Rosa rugosa
• Tetracera alnifolia

Cross-Links

• PubChem: 20054973
• NPASS: NPC308501