Cheliensisin A

Details

• Internal ID: c48c347c-3af8-4451-ada9-b8fd4278a999
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [(2R,3S)-6-oxo-2-[(2S,3R)-3-phenyloxiran-2-yl]-2,3-dihydropyran-3-yl] acetate
• InChI: InChI=1S/C15H14O5/c1-9(16)18-11-7-8-12(17)19-14(11)15-13(20-15)10-5-3-2-4-6-10/h2-8,11,13-15H,1H3/t11-,13+,14+,15-/m0/s1
• InChI Key: AHZVYVPVHRHEHF-MYPMTAMASA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL1818734
• SCHEMBL15937093

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9658	96.58%
Caco-2	+	0.6667	66.67%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8241	82.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8252	82.52%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8579	85.79%
P-glycoprotein inhibitior	-	0.7756	77.56%
P-glycoprotein substrate	-	0.9306	93.06%
CYP3A4 substrate	-	0.5297	52.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8980	89.80%
CYP3A4 inhibition	-	0.7323	73.23%
CYP2C9 inhibition	-	0.7770	77.70%
CYP2C19 inhibition	-	0.5342	53.42%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.7688	76.88%
CYP2C8 inhibition	-	0.8369	83.69%
CYP inhibitory promiscuity	+	0.5974	59.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Danger	0.4921	49.21%
Eye corrosion	-	0.9593	95.93%
Eye irritation	+	0.6602	66.02%
Skin irritation	-	0.6603	66.03%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6214	62.14%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5199	51.99%
skin sensitisation	-	0.8105	81.05%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.6279	62.79%
Acute Oral Toxicity (c)	III	0.6334	63.34%
Estrogen receptor binding	-	0.6307	63.07%
Androgen receptor binding	-	0.6643	66.43%
Thyroid receptor binding	-	0.6608	66.08%
Glucocorticoid receptor binding	-	0.8669	86.69%
Aromatase binding	-	0.7667	76.67%
PPAR gamma	-	0.7849	78.49%
Honey bee toxicity	-	0.8675	86.75%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9463	94.63%

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	95.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.59%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.61%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.06%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.78%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.08%	94.08%
CHEMBL4040	P28482	MAP kinase ERK2	82.77%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.01%	91.49%

Plants that contains it

• Goniothalamus sesquipedalis
• Goniothalamus undulatus

Cross-Links

• PubChem: 56683717
• LOTUS: LTS0065936
• wikiData: Q104912598