[2-[5,7-Dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] 4-hydroxybenzoate

Details

• Internal ID: 56e56970-8a6b-42a5-b614-a6a8f87b5993
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [2-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] 4-hydroxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC=C(C=C5)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC=C(C=C5)O)O)O
• InChI: InChI=1S/C28H24O14/c1-10-20(34)23(37)26(41-27(38)11-2-4-13(29)5-3-11)28(39-10)42-25-22(36)19-15(31)8-14(30)9-18(19)40-24(25)12-6-16(32)21(35)17(33)7-12/h2-10,20,23,26,28-35,37H,1H3
• InChI Key: MDEFRVBQLGCTRF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₄
• Molecular Weight: 584.50 g/mol
• Exact Mass: 584.11660544 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7171	71.71%
OATP2B1 inhibitior	-	0.5523	55.23%
OATP1B1 inhibitior	+	0.7509	75.09%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6672	66.72%
P-glycoprotein inhibitior	+	0.7064	70.64%
P-glycoprotein substrate	+	0.6204	62.04%
CYP3A4 substrate	+	0.6637	66.37%
CYP2C9 substrate	-	0.6564	65.64%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9680	96.80%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	+	0.9149	91.49%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8678	86.78%
Skin irritation	-	0.6672	66.72%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	+	0.6363	63.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7041	70.41%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9278	92.78%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	+	0.7955	79.55%
Thyroid receptor binding	+	0.5716	57.16%
Glucocorticoid receptor binding	+	0.7113	71.13%
Aromatase binding	-	0.5636	56.36%
PPAR gamma	+	0.7320	73.20%
Honey bee toxicity	-	0.8391	83.91%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9611	96.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.82%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.23%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	99.23%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.53%	89.00%
CHEMBL3194	P02766	Transthyretin	96.76%	90.71%
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.47%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.15%	94.00%
CHEMBL4208	P20618	Proteasome component C5	92.21%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.14%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.59%	94.73%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	90.53%	97.53%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.34%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.31%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.89%	83.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.44%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.41%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.09%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.32%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.24%	96.09%
CHEMBL4530	P00488	Coagulation factor XIII	82.48%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.36%	93.10%

Plants that contains it

• Limonium sinense

Cross-Links

• PubChem: 74978312
• LOTUS: LTS0047980
• wikiData: Q105161631