4-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4a,5,6,7-tetrol

Details

• Internal ID: 1eff12b6-1345-4918-a0cb-f439e631f3e8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 4-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4a,5,6,7-tetrol
• InChI: InChI=1S/C15H24O11/c1-4-3-24-13(6-8(18)10(20)12(22)15(4,6)23)26-14-11(21)9(19)7(17)5(2-16)25-14/h3,5-14,16-23H,2H2,1H3
• InChI Key: INUVSUQIYBWKRN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₁₁
• Molecular Weight: 380.34 g/mol
• Exact Mass: 380.13186158 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: -4.50
• Atomic LogP (AlogP): -4.49
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5128	51.28%
Caco-2	-	0.8949	89.49%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6536	65.36%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8363	83.63%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9221	92.21%
P-glycoprotein inhibitior	-	0.8803	88.03%
P-glycoprotein substrate	-	0.9302	93.02%
CYP3A4 substrate	+	0.5375	53.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.9478	94.78%
CYP2C9 inhibition	-	0.8874	88.74%
CYP2C19 inhibition	-	0.8271	82.71%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.8654	86.54%
CYP2C8 inhibition	-	0.8111	81.11%
CYP inhibitory promiscuity	-	0.6681	66.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6227	62.27%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9742	97.42%
Skin irritation	-	0.7820	78.20%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5214	52.14%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8675	86.75%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5672	56.72%
Acute Oral Toxicity (c)	III	0.4046	40.46%
Estrogen receptor binding	-	0.6413	64.13%
Androgen receptor binding	+	0.5195	51.95%
Thyroid receptor binding	+	0.5559	55.59%
Glucocorticoid receptor binding	-	0.6627	66.27%
Aromatase binding	+	0.7219	72.19%
PPAR gamma	+	0.6269	62.69%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	-	0.5163	51.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.17%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.00%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.07%	86.92%
CHEMBL4208	P20618	Proteasome component C5	84.30%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.19%	97.36%
CHEMBL2581	P07339	Cathepsin D	83.91%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.72%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.65%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	82.35%	95.93%

Plants that contains it

• Deutzia scabra

Cross-Links

• PubChem: 73753387
• LOTUS: LTS0085658
• wikiData: Q105116415