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

Details

• Internal ID: a698e54f-9856-4212-898b-35fb82031d40
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives
• IUPAC Name: 2-phenyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanoic acid
• SMILES (Canonical): C1=CC=C(C=C1)C(COC2C(C(C(C(O2)CO)O)O)O)C(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(COC2C(C(C(C(O2)CO)O)O)O)C(=O)O
• InChI: InChI=1S/C15H20O8/c16-6-10-11(17)12(18)13(19)15(23-10)22-7-9(14(20)21)8-4-2-1-3-5-8/h1-5,9-13,15-19H,6-7H2,(H,20,21)
• InChI Key: QKSXDTCOXDRTCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₈
• Molecular Weight: 328.31 g/mol
• Exact Mass: 328.11581759 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.33
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8952	89.52%
Caco-2	-	0.8899	88.99%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7531	75.31%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9472	94.72%
P-glycoprotein inhibitior	-	0.9310	93.10%
P-glycoprotein substrate	-	0.9779	97.79%
CYP3A4 substrate	-	0.5838	58.38%
CYP2C9 substrate	-	0.6004	60.04%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.9354	93.54%
CYP2C9 inhibition	-	0.9147	91.47%
CYP2C19 inhibition	-	0.9224	92.24%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.9523	95.23%
CYP2C8 inhibition	-	0.9300	93.00%
CYP inhibitory promiscuity	-	0.8187	81.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6969	69.69%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.8589	85.89%
Skin irritation	-	0.8680	86.80%
Skin corrosion	-	0.9761	97.61%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6541	65.41%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.7289	72.89%
skin sensitisation	-	0.9103	91.03%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7751	77.51%
Acute Oral Toxicity (c)	III	0.5025	50.25%
Estrogen receptor binding	-	0.7046	70.46%
Androgen receptor binding	-	0.5056	50.56%
Thyroid receptor binding	-	0.6679	66.79%
Glucocorticoid receptor binding	-	0.6989	69.89%
Aromatase binding	-	0.6071	60.71%
PPAR gamma	+	0.6367	63.67%
Honey bee toxicity	-	0.8328	83.28%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	-	0.5990	59.90%

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	95.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.38%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.45%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.88%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.49%	94.23%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.25%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.25%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.32%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.95%	95.50%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 14352574
• LOTUS: LTS0181140
• wikiData: Q105223303