(1S,2S,5S,7S,8S,11S,12R,15S)-15-acetyl-5-prop-1-en-2-yl-10-oxatetracyclo[9.3.1.02,7.08,12]pentadecane-3,9,14-trione

Details

• Internal ID: f3f3220b-a356-4942-b58c-2d12367f1768
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,2S,5S,7S,8S,11S,12R,15S)-15-acetyl-5-prop-1-en-2-yl-10-oxatetracyclo[9.3.1.02,7.08,12]pentadecane-3,9,14-trione
• InChI: InChI=1S/C19H22O5/c1-7(2)9-4-10-15-11-6-13(22)17(16(10)12(21)5-9)14(8(3)20)18(11)24-19(15)23/h9-11,14-18H,1,4-6H2,2-3H3/t9-,10+,11+,14-,15-,16+,17+,18-/m0/s1
• InChI Key: ASARKQYWKHIYKN-UWYIFGRTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6157	61.57%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5366	53.66%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9098	90.98%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6915	69.15%
P-glycoprotein inhibitior	-	0.6452	64.52%
P-glycoprotein substrate	-	0.6719	67.19%
CYP3A4 substrate	+	0.5575	55.75%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.6639	66.39%
CYP2C9 inhibition	-	0.8711	87.11%
CYP2C19 inhibition	-	0.7464	74.64%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.7134	71.34%
CYP2C8 inhibition	-	0.9189	91.89%
CYP inhibitory promiscuity	-	0.7521	75.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6299	62.99%
Eye corrosion	-	0.9114	91.14%
Eye irritation	-	0.6461	64.61%
Skin irritation	-	0.6064	60.64%
Skin corrosion	-	0.9062	90.62%
Ames mutagenesis	+	0.5193	51.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.5245	52.45%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6052	60.52%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7367	73.67%
Acute Oral Toxicity (c)	III	0.4447	44.47%
Estrogen receptor binding	+	0.6354	63.54%
Androgen receptor binding	-	0.4866	48.66%
Thyroid receptor binding	-	0.5403	54.03%
Glucocorticoid receptor binding	+	0.5617	56.17%
Aromatase binding	-	0.6224	62.24%
PPAR gamma	-	0.5698	56.98%
Honey bee toxicity	-	0.8371	83.71%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5049	50.49%
Fish aquatic toxicity	+	0.9906	99.06%

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	96.51%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.13%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.79%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.28%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.11%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.01%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.83%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.32%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162989158
• LOTUS: LTS0038474
• wikiData: Q104917711