(2S)-3-(4-hydroxyphenyl)-2-[(E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxypropanoic acid

Details

• Internal ID: b593030e-086e-4064-b215-2cb7fdaac3ce
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S)-3-(4-hydroxyphenyl)-2-[(E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxypropanoic acid
• InChI: InChI=1S/C24H26O12/c25-11-18-20(29)21(30)22(31)24(36-18)35-16-7-3-12(9-15(16)27)4-8-19(28)34-17(23(32)33)10-13-1-5-14(26)6-2-13/h1-9,17-18,20-22,24-27,29-31H,10-11H2,(H,32,33)/b8-4+/t17-,18+,20+,21-,22+,24+/m0/s1
• InChI Key: IEKYAKKHBPRYBQ-NKLWSMQMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₂
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.14242626 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.47
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7181	71.81%
Caco-2	-	0.9213	92.13%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.5598	55.98%
OATP2B1 inhibitior	-	0.5671	56.71%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4795	47.95%
P-glycoprotein inhibitior	-	0.5726	57.26%
P-glycoprotein substrate	-	0.7491	74.91%
CYP3A4 substrate	+	0.5879	58.79%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.8010	80.10%
CYP2C9 inhibition	-	0.8339	83.39%
CYP2C19 inhibition	-	0.8920	89.20%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.9384	93.84%
CYP2C8 inhibition	+	0.7496	74.96%
CYP inhibitory promiscuity	-	0.7888	78.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7548	75.48%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8847	88.47%
Skin irritation	-	0.8418	84.18%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4081	40.81%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8063	80.63%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8705	87.05%
Acute Oral Toxicity (c)	III	0.6655	66.55%
Estrogen receptor binding	+	0.6245	62.45%
Androgen receptor binding	+	0.6464	64.64%
Thyroid receptor binding	-	0.5201	52.01%
Glucocorticoid receptor binding	-	0.4716	47.16%
Aromatase binding	-	0.6126	61.26%
PPAR gamma	+	0.6241	62.41%
Honey bee toxicity	-	0.6792	67.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9334	93.34%

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	97.58%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.05%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.34%	99.17%
CHEMBL3194	P02766	Transthyretin	95.22%	90.71%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.57%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	94.14%	91.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.09%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.45%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.38%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	89.73%	83.82%
CHEMBL1255126	O15151	Protein Mdm4	89.46%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.70%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.32%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.34%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.68%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.61%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.42%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.09%	89.67%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	82.73%	97.88%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.22%	97.53%
CHEMBL3401	O75469	Pregnane X receptor	81.32%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.22%	99.15%

Plants that contains it

• Helicteres isora

Cross-Links

• PubChem: 10720349
• LOTUS: LTS0004164
• wikiData: Q105111825