8alpha-Acetoxy-5alpha-hydroxy-7-oxodecan-10-olide

Details

• Internal ID: f4d69202-e795-4b64-9b12-9f090f2553ed
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha-acyloxy carbonyl compounds > Alpha-acyloxy ketones
• IUPAC Name: [(2R,4R,7S)-7-hydroxy-2-methyl-5,10-dioxooxecan-4-yl] acetate
• SMILES (Canonical): CC1CC(C(=O)CC(CCC(=O)O1)O)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@H](C(=O)C[C@H](CCC(=O)O1)O)OC(=O)C
• InChI: InChI=1S/C12H18O6/c1-7-5-11(18-8(2)13)10(15)6-9(14)3-4-12(16)17-7/h7,9,11,14H,3-6H2,1-2H3/t7-,9+,11-/m1/s1
• InChI Key: VSNVWTRDWTULGY-POZPLHJXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₆
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 8alpha-Acetoxy-5alpha-hydroxy-7-oxodecan-10-olide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9307	93.07%
Caco-2	+	0.5999	59.99%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8018	80.18%
OATP2B1 inhibitior	-	0.8477	84.77%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9423	94.23%
P-glycoprotein inhibitior	-	0.9175	91.75%
P-glycoprotein substrate	-	0.8584	85.84%
CYP3A4 substrate	+	0.5528	55.28%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.8599	85.99%
CYP2C9 inhibition	-	0.9459	94.59%
CYP2C19 inhibition	-	0.8965	89.65%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	-	0.7772	77.72%
CYP2C8 inhibition	-	0.8565	85.65%
CYP inhibitory promiscuity	-	0.9928	99.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7098	70.98%
Eye corrosion	-	0.9236	92.36%
Eye irritation	-	0.8181	81.81%
Skin irritation	-	0.6696	66.96%
Skin corrosion	-	0.9039	90.39%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6165	61.65%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6710	67.10%
skin sensitisation	-	0.8920	89.20%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6020	60.20%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6400	64.00%
Acute Oral Toxicity (c)	III	0.4938	49.38%
Estrogen receptor binding	-	0.6083	60.83%
Androgen receptor binding	-	0.6692	66.92%
Thyroid receptor binding	-	0.7421	74.21%
Glucocorticoid receptor binding	-	0.7125	71.25%
Aromatase binding	-	0.8275	82.75%
PPAR gamma	-	0.8284	82.84%
Honey bee toxicity	-	0.7932	79.32%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7711	77.11%

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	95.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.57%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.14%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.53%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.47%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.66%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.97%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.52%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.54%	85.14%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 24862055
• LOTUS: LTS0252424
• wikiData: Q77381912