Isosalicin

Details

• Internal ID: 48f467b7-e00d-47b4-82e9-7c1991b50c89
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-(hydroxymethyl)-6-[(2-hydroxyphenyl)methoxy]oxane-3,4,5-triol
• SMILES (Canonical): C1=CC=C(C(=C1)COC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)COC2C(C(C(C(O2)CO)O)O)O)O
• InChI: InChI=1S/C13H18O7/c14-5-9-10(16)11(17)12(18)13(20-9)19-6-7-3-1-2-4-8(7)15/h1-4,9-18H,5-6H2
• InChI Key: VBSPBYNZPRRGSB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₇
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.10525291 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.29
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• 2-(HYDROXYMETHYL)-6-[(2-HYDROXYPHENYL)METHOXY]OXANE-3,4,5-TRIOL
• 7724-09-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8479	84.79%
Caco-2	-	0.7975	79.75%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6134	61.34%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9225	92.25%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9698	96.98%
P-glycoprotein inhibitior	-	0.9630	96.30%
P-glycoprotein substrate	-	0.9725	97.25%
CYP3A4 substrate	-	0.5632	56.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8139	81.39%
CYP3A4 inhibition	-	0.9171	91.71%
CYP2C9 inhibition	-	0.8562	85.62%
CYP2C19 inhibition	-	0.8671	86.71%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.9288	92.88%
CYP2C8 inhibition	-	0.6975	69.75%
CYP inhibitory promiscuity	-	0.6802	68.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6366	63.66%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.8355	83.55%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6295	62.95%
Micronuclear	-	0.6082	60.82%
Hepatotoxicity	-	0.8074	80.74%
skin sensitisation	-	0.8164	81.64%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.5080	50.80%
Acute Oral Toxicity (c)	III	0.6179	61.79%
Estrogen receptor binding	-	0.7774	77.74%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6170	61.70%
Glucocorticoid receptor binding	-	0.6437	64.37%
Aromatase binding	-	0.7137	71.37%
PPAR gamma	+	0.5574	55.74%
Honey bee toxicity	-	0.8423	84.23%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	99.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.18%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.03%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.63%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.99%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	85.90%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.77%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.16%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.31%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.31%	94.00%

Plants that contains it

• Catharanthus roseus
• Crepis foetida
• Crepis foetida subsp. rhoeadifolia
• Foeniculum vulgare

Cross-Links

• PubChem: 12304407
• LOTUS: LTS0273091
• wikiData: Q105283468