Diacetyldihydroterrein

Details

• Internal ID: aeb2c2bf-869a-4399-a41b-8c3a46d0c820
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha-acyloxy carbonyl compounds > Alpha-acyloxy ketones
• IUPAC Name: [(1S,5R)-5-acetyloxy-4-oxo-2-propylcyclopent-2-en-1-yl] acetate
• SMILES (Canonical): CCCC1=CC(=O)C(C1OC(=O)C)OC(=O)C
• SMILES (Isomeric): CCCC1=CC(=O)[C@@H]([C@H]1OC(=O)C)OC(=O)C
• InChI: InChI=1S/C12H16O5/c1-4-5-9-6-10(15)12(17-8(3)14)11(9)16-7(2)13/h6,11-12H,4-5H2,1-3H3/t11-,12-/m0/s1
• InChI Key: WLSDLBZHCOHBHX-RYUDHWBXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• WLSDLBZHCOHBHX-RYUDHWBXSA-
• InChI=1/C12H16O5/c1-4-5-9-6-10(15)12(17-8(3)14)11(9)16-7(2)13/h6,11-12H,4-5H2,1-3H3/t11-,12-/m0/s1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	+	0.7050	70.50%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7420	74.20%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8963	89.63%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8936	89.36%
P-glycoprotein inhibitior	-	0.8705	87.05%
P-glycoprotein substrate	-	0.8384	83.84%
CYP3A4 substrate	-	0.5684	56.84%
CYP2C9 substrate	-	0.7759	77.59%
CYP2D6 substrate	-	0.9001	90.01%
CYP3A4 inhibition	-	0.8853	88.53%
CYP2C9 inhibition	-	0.8092	80.92%
CYP2C19 inhibition	-	0.7022	70.22%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	-	0.7576	75.76%
CYP2C8 inhibition	-	0.9085	90.85%
CYP inhibitory promiscuity	-	0.7470	74.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7776	77.76%
Carcinogenicity (trinary)	Non-required	0.5495	54.95%
Eye corrosion	-	0.9151	91.51%
Eye irritation	-	0.6251	62.51%
Skin irritation	-	0.6799	67.99%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6397	63.97%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6203	62.03%
skin sensitisation	-	0.6029	60.29%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5558	55.58%
Acute Oral Toxicity (c)	III	0.6098	60.98%
Estrogen receptor binding	-	0.5218	52.18%
Androgen receptor binding	-	0.6885	68.85%
Thyroid receptor binding	-	0.7603	76.03%
Glucocorticoid receptor binding	-	0.6917	69.17%
Aromatase binding	-	0.8412	84.12%
PPAR gamma	-	0.7848	78.48%
Honey bee toxicity	-	0.9035	90.35%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7432	74.32%
Fish aquatic toxicity	+	0.9676	96.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.54%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.72%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.54%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.31%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.60%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.38%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.17%	96.95%
CHEMBL255	P29275	Adenosine A2b receptor	84.09%	98.59%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.43%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.39%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.14%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11746725
• LOTUS: LTS0262189
• wikiData: Q105308187