5,7-Dihydroxy-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: 93c73b2e-1206-4d06-86b5-f0a428549b0e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-3-1-9(2-4-11)14-7-13(25)17-12(24)5-10(23)6-15(17)30-14/h1-7,16,18-24,26-28H,8H2
• InChI Key: ICLVCWSZHUZEFT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₀
• Molecular Weight: 432.40 g/mol
• Exact Mass: 432.10564683 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5548	55.48%
Caco-2	-	0.9005	90.05%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6433	64.33%
OATP2B1 inhibitior	-	0.5530	55.30%
OATP1B1 inhibitior	+	0.9430	94.30%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5618	56.18%
P-glycoprotein inhibitior	-	0.6071	60.71%
P-glycoprotein substrate	-	0.8591	85.91%
CYP3A4 substrate	+	0.5804	58.04%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.9435	94.35%
CYP2C19 inhibition	-	0.9426	94.26%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.9203	92.03%
CYP2C8 inhibition	+	0.7238	72.38%
CYP inhibitory promiscuity	-	0.7833	78.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6688	66.88%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9224	92.24%
Skin irritation	-	0.8111	81.11%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5425	54.25%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9256	92.56%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8260	82.60%
Acute Oral Toxicity (c)	III	0.4522	45.22%
Estrogen receptor binding	+	0.6991	69.91%
Androgen receptor binding	+	0.7190	71.90%
Thyroid receptor binding	+	0.5351	53.51%
Glucocorticoid receptor binding	+	0.5742	57.42%
Aromatase binding	+	0.6560	65.60%
PPAR gamma	+	0.8382	83.82%
Honey bee toxicity	-	0.7002	70.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.7773	77.73%

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	99.50%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.34%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.34%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.28%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.70%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.38%	83.57%
CHEMBL3194	P02766	Transthyretin	92.94%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.93%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.88%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	89.31%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.17%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	87.89%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.67%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.98%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	85.40%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.12%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.87%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.76%	96.21%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.69%	80.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.37%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.13%	90.00%

Plants that contains it

• Artemisia judaica
• Centaurea cyanus
• Cinnamomum philippinense
• Elsholtzia rugulosa
• Machilus japonica
• Macrothelypteris torresiana
• Marrubium anisodon
• Picris hieracioides
• Punica granatum
• Saussurea medusa

Cross-Links

• PubChem: 13377094
• LOTUS: LTS0149677
• wikiData: Q105111076