(1S,2S,5S,7S)-8-azabicyclo[3.2.1]octane-1,2,7-triol

Details

• Internal ID: cc6087cd-9e85-4ec1-a197-8d8131e41e8b
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (1S,2S,5S,7S)-8-azabicyclo[3.2.1]octane-1,2,7-triol
• SMILES (Canonical): C1CC(C2(C(CC1N2)O)O)O
• SMILES (Isomeric): C1C[C@@H]([C@@]2([C@H](C[C@H]1N2)O)O)O
• InChI: InChI=1S/C7H13NO3/c9-5-2-1-4-3-6(10)7(5,11)8-4/h4-6,8-11H,1-3H2/t4-,5-,6-,7-/m0/s1
• InChI Key: YOBNKFROEGVQPW-AXMZGBSTSA-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

• 9XUM63JU7F
• DTXSID901221583
• (1R,2S,5S,7R)-8-AZABICYCLO(3.2.1)OCTANE-1,2,7-TRIOL

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7106	71.06%
Caco-2	-	0.9225	92.25%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6486	64.86%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.9771	97.71%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9482	94.82%
P-glycoprotein inhibitior	-	0.9832	98.32%
P-glycoprotein substrate	-	0.7480	74.80%
CYP3A4 substrate	-	0.5609	56.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7407	74.07%
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	-	0.9635	96.35%
CYP inhibitory promiscuity	-	0.9779	97.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6798	67.98%
Eye corrosion	-	0.9755	97.55%
Eye irritation	-	0.5319	53.19%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.8997	89.97%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6141	61.41%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5793	57.93%
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	+	0.4740	47.40%
Acute Oral Toxicity (c)	III	0.5940	59.40%
Estrogen receptor binding	-	0.7036	70.36%
Androgen receptor binding	-	0.7853	78.53%
Thyroid receptor binding	-	0.7185	71.85%
Glucocorticoid receptor binding	-	0.7096	70.96%
Aromatase binding	-	0.7916	79.16%
PPAR gamma	-	0.7714	77.14%
Honey bee toxicity	-	0.8709	87.09%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	96.75%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.70%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.87%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.59%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.53%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.98%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	85.40%	94.75%
CHEMBL238	Q01959	Dopamine transporter	84.51%	95.88%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.35%	95.58%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.35%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.01%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	80.42%	98.03%

Plants that contains it

• Hyoscyamus niger

Cross-Links

• PubChem: 10797034
• LOTUS: LTS0117045
• wikiData: Q105351224