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: db9eb523-cbc9-49d7-9024-a3b66405f1cd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 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/C14H22O11/c15-3-4-6(16)8(18)10(20)13(24-4)25-12-5-7(17)9(19)11(21)14(5,22)1-2-23-12/h1-2,4-13,15-22H,3H2
• InChI Key: KWWHGYMYSUQRHC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₁₁
• Molecular Weight: 366.32 g/mol
• Exact Mass: 366.11621151 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: -4.40
• Atomic LogP (AlogP): -4.88
• 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	-	0.6852	68.52%
Caco-2	-	0.8893	88.93%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5816	58.16%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9716	97.16%
P-glycoprotein inhibitior	-	0.8834	88.34%
P-glycoprotein substrate	-	0.9473	94.73%
CYP3A4 substrate	+	0.5253	52.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	-	0.9286	92.86%
CYP2C9 inhibition	-	0.9356	93.56%
CYP2C19 inhibition	-	0.8226	82.26%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.9098	90.98%
CYP2C8 inhibition	-	0.8251	82.51%
CYP inhibitory promiscuity	-	0.8209	82.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9683	96.83%
Skin irritation	-	0.8206	82.06%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4651	46.51%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8854	88.54%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6259	62.59%
Acute Oral Toxicity (c)	IV	0.3858	38.58%
Estrogen receptor binding	-	0.7787	77.87%
Androgen receptor binding	-	0.6008	60.08%
Thyroid receptor binding	+	0.5327	53.27%
Glucocorticoid receptor binding	-	0.6489	64.89%
Aromatase binding	+	0.6530	65.30%
PPAR gamma	+	0.6688	66.88%
Honey bee toxicity	-	0.8171	81.71%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	-	0.6343	63.43%

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	95.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.79%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.04%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.22%	86.92%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.41%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.38%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.08%	94.45%

Plants that contains it

• Retzia capensis

Cross-Links

• PubChem: 163068333
• LOTUS: LTS0136805
• wikiData: Q105147186