Stagonolide F

Details

• Internal ID: 7e54f627-58bf-4ff2-ac0d-3c507d461b44
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2R,4E,6S)-6-hydroxy-2-methyl-2,3,6,7,8,9-hexahydrooxecin-10-one
• SMILES (Canonical): CC1CC=CC(CCCC(=O)O1)O
• SMILES (Isomeric): C[C@@H]1C/C=C/[C@H](CCCC(=O)O1)O
• InChI: InChI=1S/C10H16O3/c1-8-4-2-5-9(11)6-3-7-10(12)13-8/h2,5,8-9,11H,3-4,6-7H2,1H3/b5-2+/t8-,9-/m1/s1
• InChI Key: VKDMNNPYTXNZQZ-YQRQKROXSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.23 g/mol
• Exact Mass: 184.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL256130
• SCHEMBL16940586
• (2R,4E,6S)-6-hydroxy-2-methyl-2,3,6,7,8,9-hexahydrooxecin-10-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.7482	74.82%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6442	64.42%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.8997	89.97%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9331	93.31%
P-glycoprotein inhibitior	-	0.9858	98.58%
P-glycoprotein substrate	-	0.9458	94.58%
CYP3A4 substrate	-	0.5203	52.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.9396	93.96%
CYP2C9 inhibition	-	0.9422	94.22%
CYP2C19 inhibition	-	0.8987	89.87%
CYP2D6 inhibition	-	0.9668	96.68%
CYP1A2 inhibition	-	0.6884	68.84%
CYP2C8 inhibition	-	0.9894	98.94%
CYP inhibitory promiscuity	-	0.9822	98.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.5824	58.24%
Eye corrosion	-	0.7261	72.61%
Eye irritation	+	0.9466	94.66%
Skin irritation	+	0.6069	60.69%
Skin corrosion	-	0.6921	69.21%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6241	62.41%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.5877	58.77%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5514	55.14%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7216	72.16%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	-	0.9137	91.37%
Androgen receptor binding	-	0.9211	92.11%
Thyroid receptor binding	-	0.8166	81.66%
Glucocorticoid receptor binding	-	0.6263	62.63%
Aromatase binding	-	0.8933	89.33%
PPAR gamma	-	0.8801	88.01%
Honey bee toxicity	-	0.9333	93.33%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.4870	48.70%

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	92.31%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.49%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.31%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.29%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.12%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.89%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.37%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.34%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.43%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	81.14%	91.19%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.44%	98.46%

Plants that contains it

• Cirsium arvense
• Dalea elegans

Cross-Links

• PubChem: 24770099
• NPASS: NPC172200
• LOTUS: LTS0137666
• wikiData: Q105287687