(4-hydroxyphenyl)-[2,3,5,6-tetrahydroxy-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]methanone

Details

• Internal ID: 18026d4a-0f67-470d-addd-cfc3a8b84af8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (4-hydroxyphenyl)-[2,3,5,6-tetrahydroxy-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]methanone
• SMILES (Canonical): C1=CC(=CC=C1C(=O)C2=C(C(=C(C(=C2O)O)C3C(C(C(C(O3)CO)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)C2=C(C(=C(C(=C2O)O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
• InChI: InChI=1S/C19H20O11/c20-5-8-12(23)17(28)18(29)19(30-8)10-15(26)13(24)9(14(25)16(10)27)11(22)6-1-3-7(21)4-2-6/h1-4,8,12,17-21,23-29H,5H2/t8-,12-,17+,18-,19+/m1/s1
• InChI Key: SKRIRYCDGPUUHY-LAWIEJEXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₁₁
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.10056145 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4894	48.94%
Caco-2	-	0.9421	94.21%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6608	66.08%
OATP2B1 inhibitior	+	0.5850	58.50%
OATP1B1 inhibitior	+	0.7151	71.51%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7466	74.66%
P-glycoprotein inhibitior	-	0.7467	74.67%
P-glycoprotein substrate	-	0.8788	87.88%
CYP3A4 substrate	-	0.5380	53.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.7733	77.33%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.9327	93.27%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.8885	88.85%
CYP2C8 inhibition	+	0.6471	64.71%
CYP inhibitory promiscuity	-	0.6486	64.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7369	73.69%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.6260	62.60%
Skin irritation	-	0.7994	79.94%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.6390	63.90%
Human Ether-a-go-go-Related Gene inhibition	-	0.5490	54.90%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8040	80.40%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5247	52.47%
Acute Oral Toxicity (c)	III	0.5706	57.06%
Estrogen receptor binding	+	0.6453	64.53%
Androgen receptor binding	+	0.6195	61.95%
Thyroid receptor binding	+	0.5181	51.81%
Glucocorticoid receptor binding	+	0.6699	66.99%
Aromatase binding	+	0.6249	62.49%
PPAR gamma	+	0.6830	68.30%
Honey bee toxicity	-	0.9289	92.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.7099	70.99%

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	96.72%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.17%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.28%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.75%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.74%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.02%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.21%	95.93%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.99%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.55%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.22%	97.09%

Plants that contains it

• Gnidia involucrata

Cross-Links

• PubChem: 102013854
• LOTUS: LTS0221926
• wikiData: Q105255004