8-Azabicyclo[3.2.1]octane-1,3,4-triol

Details

• Internal ID: ac082fe0-d340-4472-9580-c40a31d49ccb
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: 8-azabicyclo[3.2.1]octane-1,3,4-triol
• SMILES (Canonical): C1CC2(CC(C(C1N2)O)O)O
• SMILES (Isomeric): C1CC2(CC(C(C1N2)O)O)O
• InChI: InChI=1S/C7H13NO3/c9-5-3-7(11)2-1-4(8-7)6(5)10/h4-6,8-11H,1-3H2
• InChI Key: AXSWEYXUHSNDLV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₃NO₃
• Molecular Weight: 159.18 g/mol
• Exact Mass: 159.08954328 g/mol
• Topological Polar Surface Area (TPSA): 72.70 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7106	71.06%
Caco-2	-	0.8766	87.66%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6486	64.86%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9765	97.65%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9278	92.78%
P-glycoprotein inhibitior	-	0.9832	98.32%
P-glycoprotein substrate	-	0.9155	91.55%
CYP3A4 substrate	-	0.5597	55.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7501	75.01%
CYP3A4 inhibition	-	0.9960	99.60%
CYP2C9 inhibition	-	0.9430	94.30%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.9214	92.14%
CYP2C8 inhibition	-	0.9555	95.55%
CYP inhibitory promiscuity	-	0.9779	97.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6798	67.98%
Eye corrosion	-	0.9755	97.55%
Eye irritation	-	0.5902	59.02%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.8997	89.97%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6553	65.53%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6249	62.49%
skin sensitisation	-	0.8487	84.87%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6213	62.13%
Acute Oral Toxicity (c)	III	0.5940	59.40%
Estrogen receptor binding	-	0.7939	79.39%
Androgen receptor binding	-	0.7267	72.67%
Thyroid receptor binding	-	0.7505	75.05%
Glucocorticoid receptor binding	-	0.7892	78.92%
Aromatase binding	-	0.7815	78.15%
PPAR gamma	-	0.7970	79.70%
Honey bee toxicity	-	0.7395	73.95%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.9654	96.54%

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	92.78%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.39%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.03%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.85%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.12%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	88.15%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.56%	95.58%
CHEMBL1937	Q92769	Histone deacetylase 2	86.30%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.55%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.29%	93.04%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.17%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.35%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.99%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	82.89%	92.98%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.42%	91.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.25%	95.50%

Plants that contains it

• Duboisia leichhardtii
• Hyoscyamus niger
• Physalis lagascae

Cross-Links

• PubChem: 75093330
• LOTUS: LTS0132946
• wikiData: Q104920757