Topsentolide A1

Details

• Internal ID: f6562d6b-787f-4634-8553-b800e80fe2fa
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Hepoxilins
• IUPAC Name: (2S,4Z)-2-[(E)-2-[(2R,3S)-3-[(Z)-oct-2-enyl]oxiran-2-yl]ethenyl]-3,6,7,8-tetrahydro-2H-oxonin-9-one
• SMILES (Canonical): CCCCCC=CCC1C(O1)C=CC2CC=CCCCC(=O)O2
• SMILES (Isomeric): CCCCC/C=C\C[C@H]1[C@H](O1)/C=C/[C@@H]2C/C=C\CCCC(=O)O2
• InChI: InChI=1S/C20H30O3/c1-2-3-4-5-6-10-13-18-19(23-18)16-15-17-12-9-7-8-11-14-20(21)22-17/h6-7,9-10,15-19H,2-5,8,11-14H2,1H3/b9-7-,10-6-,16-15+/t17-,18-,19+/m0/s1
• InChI Key: MWTCCFSVIGUOIH-AYUWUTFTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.88
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• CHEMBL518456

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.6083	60.83%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Plasma membrane	0.4708	47.08%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8087	80.87%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5849	58.49%
P-glycoprotein inhibitior	-	0.6062	60.62%
P-glycoprotein substrate	-	0.7256	72.56%
CYP3A4 substrate	+	0.5848	58.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.8399	83.99%
CYP2C9 inhibition	-	0.8620	86.20%
CYP2C19 inhibition	-	0.7114	71.14%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.5315	53.15%
CYP2C8 inhibition	-	0.7148	71.48%
CYP inhibitory promiscuity	-	0.8840	88.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6362	63.62%
Eye corrosion	-	0.8816	88.16%
Eye irritation	-	0.6965	69.65%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.8873	88.73%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7557	75.57%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	+	0.5385	53.85%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.6943	69.43%
Acute Oral Toxicity (c)	III	0.6597	65.97%
Estrogen receptor binding	+	0.6690	66.90%
Androgen receptor binding	-	0.7074	70.74%
Thyroid receptor binding	-	0.6157	61.57%
Glucocorticoid receptor binding	+	0.6589	65.89%
Aromatase binding	+	0.5660	56.60%
PPAR gamma	+	0.5730	57.30%
Honey bee toxicity	-	0.9202	92.02%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.7153	71.53%
Fish aquatic toxicity	+	0.9663	96.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.33%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.08%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.10%	94.73%
CHEMBL230	P35354	Cyclooxygenase-2	89.86%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.86%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.56%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.36%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.30%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.14%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	81.46%	92.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.84%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.74%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.50%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11623865
• LOTUS: LTS0091102
• wikiData: Q105173769