2-Formylphenyl hexopyranoside

Details

• Internal ID: 43943095-b778-48c6-bdb3-428125c41936
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzaldehyde
• SMILES (Canonical): C1=CC=C(C(=C1)C=O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)C=O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C13H16O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-5,9-13,15-18H,6H2
• InChI Key: BGOFCVIGEYGEOF-UHFFFAOYSA-N
• Popularity: 7 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): 116.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• Oprea1_710488
• SCHEMBL1006709
• DTXSID60871793
• FT-0626877
• A833454
• 2-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxybenzaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7179	71.79%
Caco-2	-	0.7812	78.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6547	65.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9665	96.65%
P-glycoprotein inhibitior	-	0.9386	93.86%
P-glycoprotein substrate	-	0.9757	97.57%
CYP3A4 substrate	-	0.5600	56.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8350	83.50%
CYP3A4 inhibition	-	0.8778	87.78%
CYP2C9 inhibition	-	0.8645	86.45%
CYP2C19 inhibition	-	0.9316	93.16%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.9387	93.87%
CYP2C8 inhibition	-	0.8104	81.04%
CYP inhibitory promiscuity	-	0.7465	74.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7410	74.10%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.7801	78.01%
Skin irritation	-	0.8020	80.20%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6821	68.21%
Micronuclear	-	0.5208	52.08%
Hepatotoxicity	-	0.7924	79.24%
skin sensitisation	-	0.7932	79.32%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6298	62.98%
Acute Oral Toxicity (c)	III	0.6875	68.75%
Estrogen receptor binding	-	0.7477	74.77%
Androgen receptor binding	-	0.7596	75.96%
Thyroid receptor binding	-	0.6607	66.07%
Glucocorticoid receptor binding	-	0.6833	68.33%
Aromatase binding	-	0.7971	79.71%
PPAR gamma	+	0.5712	57.12%
Honey bee toxicity	-	0.7015	70.15%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	-	0.3649	36.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.90%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.29%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.73%	96.00%
CHEMBL2581	P07339	Cathepsin D	86.10%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.08%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.00%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.19%	95.50%

Plants that contains it

• Crepis foetida

Cross-Links

• PubChem: 3788736
• LOTUS: LTS0174062
• wikiData: Q104935664