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

Details

• Internal ID: d7e8dd2a-3d05-419e-92e5-daa5110b41fc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 3-[4-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]prop-2-enoic acid
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)O)C2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)O)C2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C15H18O7/c16-7-10-12(19)13(20)14(21)15(22-10)9-4-1-8(2-5-9)3-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/t10-,12-,13+,14-,15?/m1/s1
• InChI Key: OAXGVYMWWAOUHL-GSZWNOCJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₇
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.10525291 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.70
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6533	65.33%
Caco-2	-	0.8123	81.23%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7040	70.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8521	85.21%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9366	93.66%
P-glycoprotein inhibitior	-	0.9392	93.92%
P-glycoprotein substrate	-	0.9676	96.76%
CYP3A4 substrate	-	0.6104	61.04%
CYP2C9 substrate	-	0.5984	59.84%
CYP2D6 substrate	-	0.8616	86.16%
CYP3A4 inhibition	-	0.9128	91.28%
CYP2C9 inhibition	-	0.9400	94.00%
CYP2C19 inhibition	-	0.9522	95.22%
CYP2D6 inhibition	-	0.9543	95.43%
CYP1A2 inhibition	-	0.9545	95.45%
CYP2C8 inhibition	-	0.7601	76.01%
CYP inhibitory promiscuity	-	0.8031	80.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7394	73.94%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.8294	82.94%
Skin irritation	-	0.8200	82.00%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5621	56.21%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	-	0.8091	80.91%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6573	65.73%
Acute Oral Toxicity (c)	III	0.5310	53.10%
Estrogen receptor binding	-	0.7061	70.61%
Androgen receptor binding	+	0.5561	55.61%
Thyroid receptor binding	-	0.5429	54.29%
Glucocorticoid receptor binding	-	0.6496	64.96%
Aromatase binding	-	0.5655	56.55%
PPAR gamma	+	0.6359	63.59%
Honey bee toxicity	-	0.9126	91.26%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.6982	69.82%

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	95.70%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.81%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.77%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.13%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.94%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.69%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.35%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.29%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	84.05%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.97%	99.17%
CHEMBL2581	P07339	Cathepsin D	80.77%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.25%	86.92%

Plants that contains it

• Balanophora fungosa

Cross-Links

• PubChem: 69029049
• LOTUS: LTS0045621
• wikiData: Q105188880