Zoapatanolide F

Details

• Internal ID: 76b0cf46-4718-4425-b0f9-631153adcbc0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(3S,3aR,4R,5R,9aR,9bS)-4-acetyloxy-9a-hydroxy-3,6,9-trimethyl-2-oxo-3,3a,4,5,7,9b-hexahydroazuleno[4,5-b]furan-5-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2C(C(=O)OC2C3(C(=CCC3=C1C)C)O)C)OC(=O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@@H]([C@H]2[C@@H](C(=O)O[C@@H]2[C@]3(C(=CCC3=C1C)C)O)C)OC(=O)C
• InChI: InChI=1S/C22H28O7/c1-7-10(2)20(24)28-17-12(4)15-9-8-11(3)22(15,26)19-16(13(5)21(25)29-19)18(17)27-14(6)23/h7-8,13,16-19,26H,9H2,1-6H3/b10-7-/t13-,16+,17+,18+,19-,22+/m0/s1
• InChI Key: ISPCTZQUKDZMPY-HIMXYNBESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	+	0.6841	68.41%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6284	62.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.8528	85.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7408	74.08%
P-glycoprotein inhibitior	+	0.7321	73.21%
P-glycoprotein substrate	-	0.6449	64.49%
CYP3A4 substrate	+	0.6485	64.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9129	91.29%
CYP3A4 inhibition	-	0.7278	72.78%
CYP2C9 inhibition	-	0.7543	75.43%
CYP2C19 inhibition	-	0.7549	75.49%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	+	0.5610	56.10%
CYP2C8 inhibition	-	0.7934	79.34%
CYP inhibitory promiscuity	-	0.8525	85.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4425	44.25%
Eye corrosion	-	0.9699	96.99%
Eye irritation	-	0.8811	88.11%
Skin irritation	-	0.5735	57.35%
Skin corrosion	-	0.8922	89.22%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4428	44.28%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6836	68.36%
skin sensitisation	-	0.7591	75.91%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7462	74.62%
Acute Oral Toxicity (c)	III	0.3750	37.50%
Estrogen receptor binding	+	0.7123	71.23%
Androgen receptor binding	+	0.5642	56.42%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6084	60.84%
Aromatase binding	-	0.6365	63.65%
PPAR gamma	+	0.6681	66.81%
Honey bee toxicity	-	0.6706	67.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9583	95.83%

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	95.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.57%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.21%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.40%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.01%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.69%	97.25%
CHEMBL2581	P07339	Cathepsin D	84.90%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.31%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.57%	91.19%

Plants that contains it

• Montanoa tomentosa

Cross-Links

• PubChem: 15690544
• LOTUS: LTS0049148
• wikiData: Q105119684