4-[(2S,3R,4S,5S,6R)-3-[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzaldehyde

Details

• Internal ID: d24d6d96-d67d-4b16-8467-c205bbc818ef
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 4-[(2S,3R,4S,5S,6R)-3-[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzaldehyde
• SMILES (Canonical): C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)C=O)CO)O)O)O)(CO)O
• SMILES (Isomeric): C1[C@]([C@@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC=C(C=C3)C=O)CO)O)O)O)(CO)O
• InChI: InChI=1S/C18H24O11/c19-5-9-1-3-10(4-2-9)27-16-14(13(23)12(22)11(6-20)28-16)29-17-15(24)18(25,7-21)8-26-17/h1-5,11-17,20-25H,6-8H2/t11-,12-,13+,14-,15-,16-,17+,18+/m1/s1
• InChI Key: WNBIKNLJJFCZAQ-OKOXNFRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₁₁
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.13186158 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.86
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7528	75.28%
Caco-2	-	0.8531	85.31%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7112	71.12%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9293	92.93%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6027	60.27%
P-glycoprotein inhibitior	-	0.7758	77.58%
P-glycoprotein substrate	-	0.8755	87.55%
CYP3A4 substrate	+	0.5774	57.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8381	83.81%
CYP3A4 inhibition	-	0.8641	86.41%
CYP2C9 inhibition	-	0.9188	91.88%
CYP2C19 inhibition	-	0.8982	89.82%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.9280	92.80%
CYP2C8 inhibition	-	0.7668	76.68%
CYP inhibitory promiscuity	-	0.8069	80.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5514	55.14%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9257	92.57%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4452	44.52%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.6677	66.77%
skin sensitisation	-	0.8486	84.86%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6579	65.79%
Acute Oral Toxicity (c)	III	0.6613	66.13%
Estrogen receptor binding	+	0.6702	67.02%
Androgen receptor binding	-	0.5567	55.67%
Thyroid receptor binding	+	0.6020	60.20%
Glucocorticoid receptor binding	-	0.4926	49.26%
Aromatase binding	+	0.7505	75.05%
PPAR gamma	+	0.7543	75.43%
Honey bee toxicity	-	0.7459	74.59%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.5543	55.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.01%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.49%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.68%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.20%	96.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.62%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.44%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.25%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.37%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.69%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.50%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.31%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.30%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.93%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.24%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.21%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.59%	97.36%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.30%	95.83%

Plants that contains it

• Cyclopia intermedia

Cross-Links

• PubChem: 162909307
• LOTUS: LTS0166871
• wikiData: Q105308968