5,7-Dihydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

Details

• Internal ID: 529147ee-2e2f-44f7-92c3-e85c1c8a92d6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 5,7-dihydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
• InChI: InChI=1S/C15H22O11/c16-2-7-10(19)11(20)12(21)15(25-7)26-14-9-6(18)1-5(17)8(9)4(3-24-14)13(22)23/h3,5-12,14-21H,1-2H2,(H,22,23)
• InChI Key: PVPIPGMAEAJMTH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₁₁
• Molecular Weight: 378.33 g/mol
• Exact Mass: 378.11621151 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -3.51
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6059	60.59%
Caco-2	-	0.9177	91.77%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6151	61.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7045	70.45%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9730	97.30%
P-glycoprotein inhibitior	-	0.9024	90.24%
P-glycoprotein substrate	-	0.9139	91.39%
CYP3A4 substrate	-	0.5097	50.97%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.9185	91.85%
CYP2C9 inhibition	-	0.9353	93.53%
CYP2C19 inhibition	-	0.8832	88.32%
CYP2D6 inhibition	-	0.8766	87.66%
CYP1A2 inhibition	-	0.8865	88.65%
CYP2C8 inhibition	-	0.8407	84.07%
CYP inhibitory promiscuity	-	0.8437	84.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7283	72.83%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9258	92.58%
Skin irritation	-	0.7740	77.40%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6506	65.06%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.8089	80.89%
skin sensitisation	-	0.8744	87.44%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5582	55.82%
Acute Oral Toxicity (c)	III	0.3830	38.30%
Estrogen receptor binding	-	0.5612	56.12%
Androgen receptor binding	-	0.5182	51.82%
Thyroid receptor binding	-	0.5061	50.61%
Glucocorticoid receptor binding	-	0.7497	74.97%
Aromatase binding	+	0.5993	59.93%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8257	82.57%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.5279	52.79%

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	95.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.60%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.26%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.71%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.67%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	81.14%	94.45%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.95%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	80.66%	92.50%

Plants that contains it

• Phlomoides hamosa

Cross-Links

• PubChem: 162864522
• LOTUS: LTS0229482
• wikiData: Q105215553