[5-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 3efe3f6f-a1c1-40a7-bc74-23d88dd4eacc
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [5-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C27H22O15/c28-11-6-14(31)19-17(7-11)40-24(9-1-2-12(29)13(30)3-9)25(22(19)36)42-27-23(37)21(35)18(41-27)8-39-26(38)10-4-15(32)20(34)16(33)5-10/h1-7,18,21,23,27-35,37H,8H2
• InChI Key: GZBROUOOAWUBQH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₂O₁₅
• Molecular Weight: 586.50 g/mol
• Exact Mass: 586.09586999 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.08
• 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	+	0.5637	56.37%
Caco-2	-	0.9030	90.30%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7305	73.05%
OATP2B1 inhibitior	-	0.5502	55.02%
OATP1B1 inhibitior	+	0.8044	80.44%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4742	47.42%
P-glycoprotein inhibitior	+	0.6639	66.39%
P-glycoprotein substrate	-	0.6479	64.79%
CYP3A4 substrate	+	0.6626	66.26%
CYP2C9 substrate	-	0.6458	64.58%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.8539	85.39%
CYP2C9 inhibition	-	0.7997	79.97%
CYP2C19 inhibition	-	0.8054	80.54%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	+	0.9366	93.66%
CYP inhibitory promiscuity	-	0.7385	73.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6154	61.54%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8493	84.93%
Skin irritation	-	0.8163	81.63%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4763	47.63%
Micronuclear	+	0.7592	75.92%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8929	89.29%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9661	96.61%
Acute Oral Toxicity (c)	III	0.5104	51.04%
Estrogen receptor binding	+	0.7480	74.80%
Androgen receptor binding	+	0.8067	80.67%
Thyroid receptor binding	-	0.5146	51.46%
Glucocorticoid receptor binding	+	0.6468	64.68%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6755	67.55%
Honey bee toxicity	-	0.8009	80.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9436	94.36%

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	99.64%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	98.75%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	97.13%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.80%	89.00%
CHEMBL3194	P02766	Transthyretin	95.48%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.52%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.19%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.96%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.80%	83.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.78%	95.17%
CHEMBL2581	P07339	Cathepsin D	91.07%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.83%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.45%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.23%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.07%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.75%	94.42%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.98%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.35%	97.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.01%	80.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.68%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.54%	90.00%
CHEMBL1900	P15121	Aldose reductase	81.35%	92.38%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.79%	80.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.25%	94.33%

Plants that contains it

• Psidium guajava
• Sclerocarya birrea
• Triplaris cumingiana

Cross-Links

• PubChem: 72769157
• LOTUS: LTS0067672
• wikiData: Q105024324