methyl (1S,4aR)-7-oxo-1-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 35012c23-0e90-420c-afea-c77a858b183d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl (1S,4aR)-7-oxo-1-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C16H20O10/c1-23-14(22)7-5-24-15(10-6(7)2-3-8(10)18)26-16-13(21)12(20)11(19)9(4-17)25-16/h2-3,5-6,9-13,15-17,19-21H,4H2,1H3/t6-,9+,10?,11+,12-,13-,15-,16+/m0/s1
• InChI Key: IKFVJCMZZBWMML-APCPSHOESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₁₀
• Molecular Weight: 372.32 g/mol
• Exact Mass: 372.10564683 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.41
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4663	46.63%
Caco-2	-	0.9014	90.14%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6885	68.85%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.7573	75.73%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9310	93.10%
P-glycoprotein inhibitior	-	0.8771	87.71%
P-glycoprotein substrate	-	0.8272	82.72%
CYP3A4 substrate	+	0.5874	58.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.9257	92.57%
CYP2C9 inhibition	-	0.8764	87.64%
CYP2C19 inhibition	-	0.8738	87.38%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.8968	89.68%
CYP2C8 inhibition	-	0.7306	73.06%
CYP inhibitory promiscuity	-	0.8032	80.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6664	66.64%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9244	92.44%
Skin irritation	-	0.7833	78.33%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7093	70.93%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	-	0.7122	71.22%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7442	74.42%
Acute Oral Toxicity (c)	III	0.4853	48.53%
Estrogen receptor binding	-	0.5237	52.37%
Androgen receptor binding	-	0.5530	55.30%
Thyroid receptor binding	-	0.6413	64.13%
Glucocorticoid receptor binding	-	0.5995	59.95%
Aromatase binding	-	0.6234	62.34%
PPAR gamma	-	0.6067	60.67%
Honey bee toxicity	-	0.8876	88.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.4893	48.93%

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	96.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.75%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.58%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.16%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.50%	81.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.84%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.51%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.26%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.69%	96.00%

Plants that contains it

• Aidia canthioides

Cross-Links

• PubChem: 163185517
• LOTUS: LTS0174159
• wikiData: Q105114348