3-[(2R,3R,4S,5S,6R)-2-(2-carboxyacetyl)oxy-5-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3-oxopropanoic acid

Details

• Internal ID: d1698c19-dcdf-4223-b00f-bed3cb61970c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: 3-[(2R,3R,4S,5S,6R)-2-(2-carboxyacetyl)oxy-5-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3-oxopropanoic acid
• SMILES (Canonical): C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(OC(C(C4O)OC(=O)CC(=O)O)OC(=O)CC(=O)O)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)OC(=O)CC(=O)O)OC(=O)CC(=O)O)CO)O)O)O)O
• InChI: InChI=1S/C27H24O17/c28-9-18-25(23(39)26(43-21(37)7-19(33)34)27(42-18)44-22(38)8-20(35)36)41-17-6-12-14(31)4-11(29)5-16(12)40-24(17)10-1-2-13(30)15(32)3-10/h1-6,18,23,25-28,39H,7-9H2,(H5-,29,30,31,32,33,34,35,36)/p+1/t18-,23+,25-,26-,27-/m1/s1
• InChI Key: NQDYTULZAXJYHZ-YWPGGSMESA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₅O₁₇+
• Molecular Weight: 621.50 g/mol
• Exact Mass: 621.10917432 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7751	77.51%
Caco-2	-	0.9097	90.97%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Nucleus	0.4885	48.85%
OATP2B1 inhibitior	-	0.5596	55.96%
OATP1B1 inhibitior	+	0.8919	89.19%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7815	78.15%
P-glycoprotein inhibitior	+	0.6963	69.63%
P-glycoprotein substrate	-	0.6243	62.43%
CYP3A4 substrate	+	0.6355	63.55%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.8787	87.87%
CYP2C9 inhibition	-	0.9158	91.58%
CYP2C19 inhibition	-	0.9418	94.18%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.9267	92.67%
CYP2C8 inhibition	+	0.7894	78.94%
CYP inhibitory promiscuity	-	0.9103	91.03%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7078	70.78%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8901	89.01%
Skin irritation	-	0.8161	81.61%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7422	74.22%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9036	90.36%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8296	82.96%
Acute Oral Toxicity (c)	III	0.4691	46.91%
Estrogen receptor binding	+	0.8464	84.64%
Androgen receptor binding	+	0.7260	72.60%
Thyroid receptor binding	-	0.5078	50.78%
Glucocorticoid receptor binding	+	0.5471	54.71%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6922	69.22%
Honey bee toxicity	-	0.7503	75.03%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8068	80.68%

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	99.44%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.10%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.32%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.64%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.07%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.27%	86.92%
CHEMBL3194	P02766	Transthyretin	85.92%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.76%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.38%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.05%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.47%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.96%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.77%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	81.70%	91.19%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.25%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.03%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.46%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.44%	95.83%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.00%	82.50%

Plants that contains it

• Coleostephus myconis

Cross-Links

• PubChem: 102318121
• LOTUS: LTS0073350
• wikiData: Q105183732