Stagonolide C

Details

• Internal ID: 2080decd-4c49-4fe0-b077-adf848660ced
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2R,4S,5E,7S)-4,7-dihydroxy-2-methyl-2,3,4,7,8,9-hexahydrooxecin-10-one
• SMILES (Canonical): CC1CC(C=CC(CCC(=O)O1)O)O
• SMILES (Isomeric): C[C@@H]1C[C@@H](/C=C/[C@H](CCC(=O)O1)O)O
• InChI: InChI=1S/C10H16O4/c1-7-6-9(12)3-2-8(11)4-5-10(13)14-7/h2-3,7-9,11-12H,4-6H2,1H3/b3-2+/t7-,8-,9-/m1/s1
• InChI Key: DKWZZACTRIWLJJ-BKTAMIDGSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL256552
• SCHEMBL16940573

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	-	0.5495	54.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6154	61.54%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9586	95.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9239	92.39%
P-glycoprotein inhibitior	-	0.9789	97.89%
P-glycoprotein substrate	-	0.9596	95.96%
CYP3A4 substrate	-	0.5810	58.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.7776	77.76%
CYP2C9 inhibition	-	0.9550	95.50%
CYP2C19 inhibition	-	0.9230	92.30%
CYP2D6 inhibition	-	0.9616	96.16%
CYP1A2 inhibition	-	0.6949	69.49%
CYP2C8 inhibition	-	0.9827	98.27%
CYP inhibitory promiscuity	-	0.9825	98.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.6080	60.80%
Eye corrosion	-	0.8777	87.77%
Eye irritation	-	0.8159	81.59%
Skin irritation	-	0.5560	55.60%
Skin corrosion	-	0.8493	84.93%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8134	81.34%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.8137	81.37%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5850	58.50%
Acute Oral Toxicity (c)	III	0.6032	60.32%
Estrogen receptor binding	-	0.7538	75.38%
Androgen receptor binding	-	0.8732	87.32%
Thyroid receptor binding	-	0.7674	76.74%
Glucocorticoid receptor binding	+	0.6903	69.03%
Aromatase binding	-	0.9036	90.36%
PPAR gamma	-	0.8013	80.13%
Honey bee toxicity	-	0.9009	90.09%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.4621	46.21%

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	92.48%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.00%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.52%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.46%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.32%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.92%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.26%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.09%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.76%	90.71%

Plants that contains it

• Cirsium arvense
• Dalea elegans

Cross-Links

• PubChem: 24770096
• NPASS: NPC274388
• LOTUS: LTS0240258
• wikiData: Q104983851