Teupestalin A

Details

• Internal ID: 9a6243a7-61e0-410e-9850-a8b8e04ca1f5
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• SMILES (Canonical): CC1CC(C23COC(C24CO4)(CCC3(C15CC(OC5=O)C6=COC=C6)O)O)O
• SMILES (Isomeric): C[C@@H]1C[C@H]([C@@]23CO[C@@]([C@@]24CO4)(CC[C@@]3([C@@]15C[C@H](OC5=O)C6=COC=C6)O)O)O
• InChI: InChI=1S/C20H24O8/c1-11-6-14(21)17-9-27-20(24,19(17)10-26-19)4-3-18(17,23)16(11)7-13(28-15(16)22)12-2-5-25-8-12/h2,5,8,11,13-14,21,23-24H,3-4,6-7,9-10H2,1H3/t11-,13+,14-,16+,17-,18+,19-,20-/m1/s1
• InChI Key: ZPHWIHFEZZOGHC-HNIFWHEQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₈
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.14711772 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	-	0.6853	68.53%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6712	67.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8366	83.66%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7889	78.89%
BSEP inhibitior	-	0.6912	69.12%
P-glycoprotein inhibitior	-	0.8300	83.00%
P-glycoprotein substrate	+	0.5565	55.65%
CYP3A4 substrate	+	0.6465	64.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8340	83.40%
CYP3A4 inhibition	-	0.7774	77.74%
CYP2C9 inhibition	-	0.7387	73.87%
CYP2C19 inhibition	-	0.7199	71.99%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.8661	86.61%
CYP2C8 inhibition	-	0.7568	75.68%
CYP inhibitory promiscuity	-	0.9509	95.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5022	50.22%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9666	96.66%
Skin irritation	-	0.7354	73.54%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6879	68.79%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.7542	75.42%
skin sensitisation	-	0.8882	88.82%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8143	81.43%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5838	58.38%
Acute Oral Toxicity (c)	III	0.4121	41.21%
Estrogen receptor binding	+	0.9174	91.74%
Androgen receptor binding	+	0.7283	72.83%
Thyroid receptor binding	+	0.6526	65.26%
Glucocorticoid receptor binding	+	0.7956	79.56%
Aromatase binding	+	0.8824	88.24%
PPAR gamma	+	0.6270	62.70%
Honey bee toxicity	-	0.8016	80.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9520	95.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.13%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.06%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.17%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.78%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.59%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.49%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.55%	91.11%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	87.48%	92.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.25%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.77%	82.69%
CHEMBL2581	P07339	Cathepsin D	82.39%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.46%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.45%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.69%	93.40%

Plants that contains it

• Teucrium pestalozzae

Cross-Links

• PubChem: 102056497
• LOTUS: LTS0046118
• wikiData: Q105380913