(1R,3R,5S,6R)-8-azabicyclo[3.2.1]octane-3,6-diol

Details

• Internal ID: 9d2e7bb6-b954-4978-bd9a-1a12db0905ba
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (1R,3R,5S,6R)-8-azabicyclo[3.2.1]octane-3,6-diol
• SMILES (Canonical): C1C2CC(C(N2)CC1O)O
• SMILES (Isomeric): C1[C@@H]2C[C@H]([C@@H](N2)C[C@@H]1O)O
• InChI: InChI=1S/C7H13NO2/c9-5-1-4-2-7(10)6(3-5)8-4/h4-10H,1-3H2/t4-,5-,6+,7-/m1/s1
• InChI Key: MVUIPZFMWQBRCM-MVIOUDGNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.18 g/mol
• Exact Mass: 143.094628657 g/mol
• Topological Polar Surface Area (TPSA): 52.50 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.77
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9688	96.88%
Caco-2	-	0.8518	85.18%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Lysosomes	0.5890	58.90%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9689	96.89%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9686	96.86%
P-glycoprotein inhibitior	-	0.9861	98.61%
P-glycoprotein substrate	-	0.9121	91.21%
CYP3A4 substrate	-	0.6438	64.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4874	48.74%
CYP3A4 inhibition	-	0.9906	99.06%
CYP2C9 inhibition	-	0.9310	93.10%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.8590	85.90%
CYP1A2 inhibition	-	0.9452	94.52%
CYP2C8 inhibition	-	0.9770	97.70%
CYP inhibitory promiscuity	-	0.9814	98.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7242	72.42%
Eye corrosion	-	0.9326	93.26%
Eye irritation	+	0.6858	68.58%
Skin irritation	-	0.7128	71.28%
Skin corrosion	-	0.8121	81.21%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6285	62.85%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5948	59.48%
skin sensitisation	-	0.8295	82.95%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5913	59.13%
Acute Oral Toxicity (c)	III	0.6207	62.07%
Estrogen receptor binding	-	0.7830	78.30%
Androgen receptor binding	-	0.8284	82.84%
Thyroid receptor binding	-	0.7657	76.57%
Glucocorticoid receptor binding	-	0.7135	71.35%
Aromatase binding	-	0.7806	78.06%
PPAR gamma	-	0.8550	85.50%
Honey bee toxicity	-	0.7021	70.21%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.9728	97.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	92.92%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.99%	96.09%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	89.40%	94.55%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	85.41%	97.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.15%	96.95%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.99%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.67%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.91%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	80.76%	95.93%

Plants that contains it

• Duboisia leichhardtii

Cross-Links

• PubChem: 637042
• LOTUS: LTS0233414
• wikiData: Q105173315