[(2R,3S,4S,5R,6S)-6-[4-[3-(3,4-dihydroxyphenyl)propanoyl]-3,5-dihydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: a241c5a3-b990-471b-9f7a-f1f3d297230d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[4-[3-(3,4-dihydroxyphenyl)propanoyl]-3,5-dihydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C28H28O15/c29-14-3-1-11(5-16(14)31)2-4-15(30)22-17(32)8-13(9-18(22)33)42-28-26(39)25(38)24(37)21(43-28)10-41-27(40)12-6-19(34)23(36)20(35)7-12/h1,3,5-9,21,24-26,28-29,31-39H,2,4,10H2/t21-,24-,25+,26-,28-/m1/s1
• InChI Key: HELQISLFMHRLML-ZKPBLSLZSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈O₁₅
• Molecular Weight: 604.50 g/mol
• Exact Mass: 604.14282018 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8305	83.05%
Caco-2	-	0.9030	90.30%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7748	77.48%
OATP2B1 inhibitior	-	0.7031	70.31%
OATP1B1 inhibitior	+	0.8224	82.24%
OATP1B3 inhibitior	+	0.8363	83.63%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5593	55.93%
P-glycoprotein inhibitior	+	0.6074	60.74%
P-glycoprotein substrate	-	0.7841	78.41%
CYP3A4 substrate	+	0.6143	61.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8658	86.58%
CYP3A4 inhibition	-	0.8650	86.50%
CYP2C9 inhibition	+	0.5566	55.66%
CYP2C19 inhibition	-	0.7762	77.62%
CYP2D6 inhibition	-	0.9315	93.15%
CYP1A2 inhibition	-	0.8699	86.99%
CYP2C8 inhibition	+	0.8040	80.40%
CYP inhibitory promiscuity	-	0.8822	88.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7349	73.49%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8762	87.62%
Skin irritation	-	0.8398	83.98%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4752	47.52%
Micronuclear	-	0.5508	55.08%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8734	87.34%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9630	96.30%
Acute Oral Toxicity (c)	III	0.7690	76.90%
Estrogen receptor binding	+	0.7675	76.75%
Androgen receptor binding	+	0.5315	53.15%
Thyroid receptor binding	-	0.5221	52.21%
Glucocorticoid receptor binding	-	0.4738	47.38%
Aromatase binding	+	0.5848	58.48%
PPAR gamma	+	0.6662	66.62%
Honey bee toxicity	-	0.7497	74.97%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8616	86.16%

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	99.32%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.00%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.93%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.52%	99.17%
CHEMBL3194	P02766	Transthyretin	92.78%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	92.15%	91.49%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.09%	85.31%
CHEMBL3401	O75469	Pregnane X receptor	91.18%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.18%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.72%	90.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.55%	94.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.10%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.92%	83.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.13%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.16%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.01%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.73%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.57%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.91%	97.21%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.42%	85.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.26%	96.37%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.24%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.84%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.01%	95.93%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.39%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.28%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.27%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.25%	92.62%

Plants that contains it

• Balanophora harlandii
• Balanophora tobiracola

Cross-Links

• PubChem: 21580528
• LOTUS: LTS0210552
• wikiData: Q105026894