2-[4,5-Dihydroxy-2-(hydroxymethyl)-6-[4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 944a47a2-6729-47fc-8c0c-bbc297a97091
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[4,5-dihydroxy-2-(hydroxymethyl)-6-[4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=C(C(C(C(C1O)O)O)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O)CO
• SMILES (Isomeric): C1=C(C(C(C(C1O)O)O)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O)CO
• InChI: InChI=1S/C19H32O15/c20-2-5-1-6(23)9(24)12(27)16(5)33-19-15(30)13(28)17(8(4-22)32-19)34-18-14(29)11(26)10(25)7(3-21)31-18/h1,6-30H,2-4H2
• InChI Key: HPBWCLJPICTZJU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₁₅
• Molecular Weight: 500.40 g/mol
• Exact Mass: 500.17412031 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: -7.20
• Atomic LogP (AlogP): -6.99
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9102	91.02%
Caco-2	-	0.9150	91.50%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7205	72.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8853	88.53%
P-glycoprotein inhibitior	-	0.8081	80.81%
P-glycoprotein substrate	-	0.9284	92.84%
CYP3A4 substrate	+	0.5056	50.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.9632	96.32%
CYP2C9 inhibition	-	0.9044	90.44%
CYP2C19 inhibition	-	0.8269	82.69%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	-	0.9253	92.53%
CYP2C8 inhibition	-	0.8292	82.92%
CYP inhibitory promiscuity	-	0.7562	75.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6697	66.97%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9366	93.66%
Skin irritation	-	0.8580	85.80%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6478	64.78%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8884	88.84%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.7330	73.30%
Acute Oral Toxicity (c)	IV	0.5129	51.29%
Estrogen receptor binding	-	0.5210	52.10%
Androgen receptor binding	+	0.5320	53.20%
Thyroid receptor binding	+	0.5794	57.94%
Glucocorticoid receptor binding	-	0.6779	67.79%
Aromatase binding	+	0.7752	77.52%
PPAR gamma	+	0.5493	54.93%
Honey bee toxicity	-	0.5964	59.64%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	-	0.6418	64.18%

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	96.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.90%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.35%	86.92%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.23%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	83.30%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	82.06%	95.93%
CHEMBL3589	P55263	Adenosine kinase	81.61%	98.05%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586128
• LOTUS: LTS0130124
• wikiData: Q77499521