Buergerinin F

Details

• Internal ID: 9873f3fe-6708-4d1c-84af-9c94cc554557
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (1S,5R,7S)-7-methyl-4,8,11-trioxatricyclo[5.3.1.01,5]undecane
• SMILES (Canonical): CC12CC3C(O1)(CCO3)CCO2
• SMILES (Isomeric): C[C@@]12C[C@@H]3[C@](O1)(CCO3)CCO2
• InChI: InChI=1S/C9H14O3/c1-8-6-7-9(12-8,2-4-10-7)3-5-11-8/h7H,2-6H2,1H3/t7-,8+,9+/m1/s1
• InChI Key: VDNOJCIJTVZCTC-VGMNWLOBSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₃
• Molecular Weight: 170.21 g/mol
• Exact Mass: 170.094294304 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (1S,5R,7S)-7-Methyl-4,8,11-trioxatricyclo[5.3.1.01,5]undecane

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9777	97.77%
Caco-2	+	0.8166	81.66%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4827	48.27%
OATP2B1 inhibitior	-	0.8456	84.56%
OATP1B1 inhibitior	+	0.9427	94.27%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9633	96.33%
P-glycoprotein inhibitior	-	0.9793	97.93%
P-glycoprotein substrate	-	0.9190	91.90%
CYP3A4 substrate	+	0.5364	53.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7816	78.16%
CYP3A4 inhibition	-	0.9784	97.84%
CYP2C9 inhibition	-	0.8747	87.47%
CYP2C19 inhibition	-	0.7721	77.21%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.7479	74.79%
CYP2C8 inhibition	-	0.8934	89.34%
CYP inhibitory promiscuity	-	0.9268	92.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5395	53.95%
Eye corrosion	-	0.9379	93.79%
Eye irritation	+	0.8045	80.45%
Skin irritation	-	0.8128	81.28%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7050	70.50%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5657	56.57%
skin sensitisation	-	0.8722	87.22%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.7635	76.35%
Acute Oral Toxicity (c)	III	0.6528	65.28%
Estrogen receptor binding	-	0.8008	80.08%
Androgen receptor binding	-	0.6839	68.39%
Thyroid receptor binding	-	0.7646	76.46%
Glucocorticoid receptor binding	-	0.7391	73.91%
Aromatase binding	-	0.8429	84.29%
PPAR gamma	-	0.7922	79.22%
Honey bee toxicity	-	0.8028	80.28%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.6606	66.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.67%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.45%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.04%	85.14%
CHEMBL240	Q12809	HERG	85.26%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.18%	91.11%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.04%	85.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.13%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	83.07%	95.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.15%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.13%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.42%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.27%	96.61%

Plants that contains it

• Scrophularia buergeriana
• Scrophularia ningpoensis

Cross-Links

• PubChem: 11367239
• NPASS: NPC77156
• LOTUS: LTS0010699
• wikiData: Q105284275