2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]benzoic acid

Details

• Internal ID: 5c688699-7521-42ed-9092-9f8d9f72e645
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]benzoic acid
• SMILES (Canonical): C1=CC=C(C(=C1)C2C(C(C(C(O2)CO)O)O)O)C(=O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)O
• InChI: InChI=1S/C13H16O7/c14-5-8-9(15)10(16)11(17)12(20-8)6-3-1-2-4-7(6)13(18)19/h1-4,8-12,14-17H,5H2,(H,18,19)/t8-,9-,10+,11-,12+/m1/s1
• InChI Key: TVEHVOCRWQKVTM-ZIQFBCGOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₇
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.08960285 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7261	72.61%
Caco-2	-	0.9152	91.52%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7272	72.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9756	97.56%
P-glycoprotein inhibitior	-	0.9386	93.86%
P-glycoprotein substrate	-	0.9720	97.20%
CYP3A4 substrate	-	0.6679	66.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8768	87.68%
CYP3A4 inhibition	-	0.9094	90.94%
CYP2C9 inhibition	-	0.9133	91.33%
CYP2C19 inhibition	-	0.9534	95.34%
CYP2D6 inhibition	-	0.9570	95.70%
CYP1A2 inhibition	-	0.9555	95.55%
CYP2C8 inhibition	-	0.7376	73.76%
CYP inhibitory promiscuity	-	0.8500	85.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7824	78.24%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.5467	54.67%
Skin irritation	-	0.8237	82.37%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.7793	77.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.7853	78.53%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.7002	70.02%
skin sensitisation	-	0.8636	86.36%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5082	50.82%
Acute Oral Toxicity (c)	III	0.5155	51.55%
Estrogen receptor binding	-	0.6449	64.49%
Androgen receptor binding	-	0.6942	69.42%
Thyroid receptor binding	-	0.5363	53.63%
Glucocorticoid receptor binding	-	0.7410	74.10%
Aromatase binding	-	0.8174	81.74%
PPAR gamma	-	0.4913	49.13%
Honey bee toxicity	-	0.9505	95.05%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.4494	44.94%

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	94.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.09%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.57%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.22%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.96%	87.67%
CHEMBL3401	O75469	Pregnane X receptor	83.23%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.79%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	80.29%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.11%	86.33%

Plants that contains it

• Crescentia cujete

Cross-Links

• PubChem: 163191438
• LOTUS: LTS0005444
• wikiData: Q105265229