3-Phenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-2-enoic acid

Details

• Internal ID: af9e3b7e-fbec-4d0e-96fd-312cf3430bc2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 3-phenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-2-enoic acid
• SMILES (Canonical): C1=CC=C(C=C1)C=C(C(=O)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C=C(C(=O)O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C15H18O8/c16-7-10-11(17)12(18)13(19)15(23-10)22-9(14(20)21)6-8-4-2-1-3-5-8/h1-6,10-13,15-19H,7H2,(H,20,21)
• InChI Key: IFJZNZBKGRGNSP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₈
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.10016753 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.07
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7015	70.15%
Caco-2	-	0.9138	91.38%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7418	74.18%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8919	89.19%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9447	94.47%
P-glycoprotein inhibitior	-	0.9218	92.18%
P-glycoprotein substrate	-	0.9786	97.86%
CYP3A4 substrate	-	0.5705	57.05%
CYP2C9 substrate	-	0.8116	81.16%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.9251	92.51%
CYP2C9 inhibition	-	0.8934	89.34%
CYP2C19 inhibition	-	0.8657	86.57%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	-	0.6921	69.21%
CYP inhibitory promiscuity	-	0.6695	66.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7478	74.78%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.5710	57.10%
Skin irritation	-	0.8276	82.76%
Skin corrosion	-	0.9716	97.16%
Ames mutagenesis	-	0.6140	61.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.6875	68.75%
Micronuclear	-	0.6441	64.41%
Hepatotoxicity	-	0.6966	69.66%
skin sensitisation	-	0.8295	82.95%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6884	68.84%
Acute Oral Toxicity (c)	III	0.5427	54.27%
Estrogen receptor binding	-	0.6239	62.39%
Androgen receptor binding	-	0.6006	60.06%
Thyroid receptor binding	-	0.5780	57.80%
Glucocorticoid receptor binding	-	0.5853	58.53%
Aromatase binding	-	0.5338	53.38%
PPAR gamma	+	0.5733	57.33%
Honey bee toxicity	-	0.8583	85.83%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.7322	73.22%

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	97.19%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.47%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.46%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.64%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.10%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.61%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.09%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.96%	99.17%
CHEMBL2581	P07339	Cathepsin D	81.74%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.69%	94.08%

Plants that contains it

• Codonopsis pilosula subsp. tangshen
• Onobrychis viciifolia

Cross-Links

• PubChem: 76031018
• LOTUS: LTS0204042
• wikiData: Q105112219