Buergerinin G

Details

• Internal ID: db67c680-7708-4798-b38c-e804a98cd765
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (1R,5R,7S)-7-methyl-4,8,11-trioxatricyclo[5.3.1.01,5]undecan-3-one
• SMILES (Canonical): CC12CC3C(O1)(CCO2)CC(=O)O3
• SMILES (Isomeric): C[C@@]12C[C@@H]3[C@@](O1)(CCO2)CC(=O)O3
• InChI: InChI=1S/C9H12O4/c1-8-4-6-9(13-8,2-3-11-8)5-7(10)12-6/h6H,2-5H2,1H3/t6-,8+,9-/m1/s1
• InChI Key: QIUBALCNECIHCV-BWVDBABLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.19 g/mol
• Exact Mass: 184.07355886 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.60
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 263764-83-6
• (1R,5R,7S)-7-methyl-4,8,11-trioxatricyclo[5.3.1.01,5]undecan-3-one
• (3aR,7S,8aR)-Tetrahydro-7-methyl-7H-3a,7-epoxyfuro[2,3-d]oxepin-2(3H)-one
• AKOS032962489
• (1R,5R,7S)-7-methyl-4,8,11-trioxatricyclo[5.3.1.0?,?]undecan-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.7164	71.64%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6504	65.04%
OATP2B1 inhibitior	-	0.8479	84.79%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9576	95.76%
P-glycoprotein inhibitior	-	0.9754	97.54%
P-glycoprotein substrate	-	0.9296	92.96%
CYP3A4 substrate	+	0.5533	55.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.9654	96.54%
CYP2C9 inhibition	-	0.9321	93.21%
CYP2C19 inhibition	-	0.8722	87.22%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.6906	69.06%
CYP2C8 inhibition	-	0.9443	94.43%
CYP inhibitory promiscuity	-	0.9761	97.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6187	61.87%
Eye corrosion	-	0.9600	96.00%
Eye irritation	+	0.6155	61.55%
Skin irritation	-	0.7505	75.05%
Skin corrosion	-	0.9086	90.86%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7740	77.40%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.8689	86.89%
Acute Oral Toxicity (c)	III	0.5262	52.62%
Estrogen receptor binding	-	0.5848	58.48%
Androgen receptor binding	-	0.6568	65.68%
Thyroid receptor binding	-	0.8196	81.96%
Glucocorticoid receptor binding	-	0.7182	71.82%
Aromatase binding	-	0.7434	74.34%
PPAR gamma	-	0.6367	63.67%
Honey bee toxicity	-	0.8150	81.50%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.7996	79.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.37%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	89.53%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.29%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.55%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.94%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.02%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.00%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.96%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.30%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.14%	89.00%

Plants that contains it

• Scrophularia buergeriana
• Scrophularia ningpoensis

Cross-Links

• PubChem: 11217635
• NPASS: NPC86071
• LOTUS: LTS0139921
• wikiData: Q105221788