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

Details

• Internal ID: 7aad037a-e789-4bde-b93a-83bbf1428191
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: phenyl-[2,4,6-trihydroxy-3,5-bis[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]methanone
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)C2=C(C(=C(C(=C2O)C3C(C(C(C(O3)CO)O)O)O)O)C4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)C2=C(C(=C(C(=C2O)[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)O)[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C25H30O14/c26-6-9-15(29)20(34)22(36)24(38-9)12-17(31)11(14(28)8-4-2-1-3-5-8)18(32)13(19(12)33)25-23(37)21(35)16(30)10(7-27)39-25/h1-5,9-10,15-16,20-27,29-37H,6-7H2/t9-,10-,15+,16+,20+,21+,22-,23-,24+,25+/m1/s1
• InChI Key: JOCUNCZSUBRYEK-CSJXZEEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₄
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.16355563 g/mol
• Topological Polar Surface Area (TPSA): 258.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.94
• H-Bond Acceptor: 14
• H-Bond Donor: 11
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6172	61.72%
Caco-2	-	0.9195	91.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6378	63.78%
OATP2B1 inhibitior	+	0.5776	57.76%
OATP1B1 inhibitior	+	0.7916	79.16%
OATP1B3 inhibitior	+	0.9670	96.70%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6793	67.93%
P-glycoprotein inhibitior	-	0.5952	59.52%
P-glycoprotein substrate	-	0.9380	93.80%
CYP3A4 substrate	-	0.5944	59.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.9104	91.04%
CYP2C19 inhibition	-	0.9380	93.80%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.9316	93.16%
CYP2C8 inhibition	-	0.5945	59.45%
CYP inhibitory promiscuity	-	0.7326	73.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7061	70.61%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8250	82.50%
Skin irritation	-	0.8256	82.56%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.5960	59.60%
Human Ether-a-go-go-Related Gene inhibition	-	0.3823	38.23%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	-	0.7694	76.94%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6208	62.08%
Acute Oral Toxicity (c)	III	0.5246	52.46%
Estrogen receptor binding	+	0.6778	67.78%
Androgen receptor binding	+	0.5376	53.76%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6462	64.62%
Aromatase binding	+	0.6905	69.05%
PPAR gamma	+	0.7082	70.82%
Honey bee toxicity	-	0.9535	95.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.3792	37.92%

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	96.64%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.81%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.16%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.13%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.24%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.12%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.38%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.77%	99.17%

Plants that contains it

• Polygala karensium

Cross-Links

• PubChem: 163104595
• LOTUS: LTS0047658
• wikiData: Q105132265