(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]oxane-3,4,5-triol

Details

• Internal ID: 183336f7-95bc-4d72-846a-e12d623ed50f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]oxane-3,4,5-triol
• SMILES (Canonical): C1=CC=C(C(=C1)OC2C(C(C(C(O2)CO)O)O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C18H26O12/c19-5-9-11(21)13(23)15(25)17(29-9)27-7-3-1-2-4-8(7)28-18-16(26)14(24)12(22)10(6-20)30-18/h1-4,9-26H,5-6H2/t9-,10-,11-,12-,13+,14+,15-,16-,17-,18-/m1/s1
• InChI Key: QWZXKMQLRBUBMH-NNUBVHJDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₁₂
• Molecular Weight: 434.40 g/mol
• Exact Mass: 434.14242626 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -3.96
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8919	89.19%
Caco-2	-	0.8293	82.93%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5990	59.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9441	94.41%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9266	92.66%
P-glycoprotein inhibitior	-	0.7852	78.52%
P-glycoprotein substrate	-	0.9890	98.90%
CYP3A4 substrate	-	0.6295	62.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8134	81.34%
CYP3A4 inhibition	-	0.9372	93.72%
CYP2C9 inhibition	-	0.8905	89.05%
CYP2C19 inhibition	-	0.8867	88.67%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.9413	94.13%
CYP2C8 inhibition	-	0.7933	79.33%
CYP inhibitory promiscuity	-	0.7608	76.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6315	63.15%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8885	88.85%
Skin irritation	-	0.8419	84.19%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6632	66.32%
Micronuclear	-	0.6182	61.82%
Hepatotoxicity	-	0.8299	82.99%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.5737	57.37%
Acute Oral Toxicity (c)	III	0.5539	55.39%
Estrogen receptor binding	-	0.5518	55.18%
Androgen receptor binding	-	0.6678	66.78%
Thyroid receptor binding	+	0.5648	56.48%
Glucocorticoid receptor binding	-	0.5631	56.31%
Aromatase binding	+	0.6285	62.85%
PPAR gamma	+	0.5344	53.44%
Honey bee toxicity	-	0.8433	84.33%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.5547	55.47%

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	96.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.01%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.62%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.31%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.94%	96.00%

Plants that contains it

• Alangium premnifolium
• Itoa orientalis

Cross-Links

• PubChem: 44577197
• LOTUS: LTS0093691
• wikiData: Q105229483