[(2R,3R,4S,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 3d5afddf-4dc8-4762-8576-87770b42b30a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: [(2R,3R,4S,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)OC2C(C(C(OC2O)CO)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O)CO)O)O
• InChI: InChI=1S/C15H18O7/c16-8-10-12(18)13(19)14(15(20)21-10)22-11(17)7-6-9-4-2-1-3-5-9/h1-7,10,12-16,18-20H,8H2/b7-6+/t10-,12-,13+,14-,15-/m1/s1
• InChI Key: POOVYWIYTSHEES-QHAFYCPUSA-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): 116.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.96
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7703	77.03%
Caco-2	-	0.8370	83.70%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7089	70.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8470	84.70%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8890	88.90%
P-glycoprotein inhibitior	-	0.9046	90.46%
P-glycoprotein substrate	-	0.9644	96.44%
CYP3A4 substrate	-	0.5542	55.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.8987	89.87%
CYP2C9 inhibition	-	0.9188	91.88%
CYP2C19 inhibition	-	0.9143	91.43%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.9458	94.58%
CYP2C8 inhibition	-	0.6311	63.11%
CYP inhibitory promiscuity	-	0.7430	74.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7406	74.06%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8323	83.23%
Skin irritation	-	0.8372	83.72%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5603	56.03%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8435	84.35%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8574	85.74%
Acute Oral Toxicity (c)	III	0.6005	60.05%
Estrogen receptor binding	-	0.6846	68.46%
Androgen receptor binding	-	0.5426	54.26%
Thyroid receptor binding	-	0.6446	64.46%
Glucocorticoid receptor binding	-	0.6202	62.02%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8658	86.58%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.6718	67.18%

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	97.71%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.01%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.92%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	93.35%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.44%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.58%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.80%	94.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.05%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.44%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.02%	94.62%
CHEMBL5028	O14672	ADAM10	83.28%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.04%	94.08%
CHEMBL2581	P07339	Cathepsin D	82.57%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.03%	89.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.74%	88.00%

Plants that contains it

• Albizia myriophylla
• Amphorogyne spicata
• Anaphalis lactea
• Anchusa azurea
• Balanophora laxiflora
• Benincasa hispida
• Carduus tenuiflorus
• Chaiturus marrubiastrum
• Cryptochilus strictus
• Degenia velebitica
• Delphinium nuttallianum
• Delphinium virgatum
• Dillenia indica
• Dipsacus dipsacoides
• Erythrophleum ivorense
• Grangea maderaspatana
• Helichrysum chionosphaerum
• Jacquemontia paniculata
• Leptocereus quadricostatus
• Lespedeza tomentosa
• Lupinus argenteus subsp. argenteus
• Mandragora officinarum
• Metrodorea nigra
• Nepeta granatensis
• Onobrychis arenaria
• Petunia inflata
• Phedimus selskanianus
• Photinia serratifolia
• Pittocaulon praecox
• Quercus rubra
• Rheum officinale
• Rheum palmatum
• Rheum tanguticum
• Rosa villosa
• Salvia greggii
• Senecio behnii
• Sticherus quadripartitus
• Tagetes filifolia
• Tanacetum coccineum
• Verbascum densiflorum

Cross-Links

• PubChem: 11972309
• NPASS: NPC181448
• LOTUS: LTS0201726
• wikiData: Q105212573