[(2S,3R,4S,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 737d04fb-3659-460d-9b5e-8a193d270ec3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C28H24O15/c29-9-18-25(42-27(39)11-5-15(33)20(35)16(34)6-11)22(37)23(38)28(41-18)43-26-21(36)19-14(32)7-13(31)8-17(19)40-24(26)10-1-3-12(30)4-2-10/h1-8,18,22-23,25,28-35,37-38H,9H2/t18-,22-,23-,25-,28+/m0/s1
• InChI Key: SFXDZVMCXMBNEK-ZVWJCAFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₅
• Molecular Weight: 600.50 g/mol
• Exact Mass: 600.11152005 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6297	62.97%
Caco-2	-	0.9169	91.69%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5955	59.55%
OATP2B1 inhibitior	-	0.5489	54.89%
OATP1B1 inhibitior	+	0.7325	73.25%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5565	55.65%
P-glycoprotein inhibitior	+	0.6295	62.95%
P-glycoprotein substrate	-	0.5543	55.43%
CYP3A4 substrate	+	0.6710	67.10%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.8426	84.26%
CYP2C9 inhibition	-	0.8428	84.28%
CYP2C19 inhibition	-	0.9296	92.96%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9298	92.98%
CYP2C8 inhibition	+	0.9014	90.14%
CYP inhibitory promiscuity	-	0.7831	78.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7236	72.36%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8700	87.00%
Skin irritation	-	0.8250	82.50%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6555	65.55%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5946	59.46%
skin sensitisation	-	0.9107	91.07%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8958	89.58%
Acute Oral Toxicity (c)	III	0.3880	38.80%
Estrogen receptor binding	+	0.7029	70.29%
Androgen receptor binding	+	0.8069	80.69%
Thyroid receptor binding	-	0.5070	50.70%
Glucocorticoid receptor binding	+	0.5895	58.95%
Aromatase binding	+	0.5361	53.61%
PPAR gamma	+	0.6664	66.64%
Honey bee toxicity	-	0.7738	77.38%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.8593	85.93%

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	99.52%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	98.94%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.53%	89.00%
CHEMBL3194	P02766	Transthyretin	96.52%	90.71%
CHEMBL2581	P07339	Cathepsin D	95.93%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.41%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.14%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	92.53%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.27%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.97%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	88.81%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.42%	83.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.82%	86.92%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.67%	97.53%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.61%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.22%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.04%	97.09%
CHEMBL4530	P00488	Coagulation factor XIII	82.32%	96.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.64%	94.42%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.29%	96.21%
CHEMBL4208	P20618	Proteasome component C5	80.69%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.47%	94.33%

Plants that contains it

• Tellima grandiflora

Cross-Links

• PubChem: 162887513
• LOTUS: LTS0102679
• wikiData: Q105252117