rac-(1R,2R,3S,5S)-8-azabicyclo[3.2.1]octane-2,3-diol

Details

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Internal ID 5278fb8e-e582-4308-aff6-1cc15c6d0fe6
Taxonomy Alkaloids and derivatives > Tropane alkaloids
IUPAC Name (1S,2S,3R,5R)-8-azabicyclo[3.2.1]octane-2,3-diol
SMILES (Canonical) C1CC2C(C(CC1N2)O)O
SMILES (Isomeric) C1C[C@H]2[C@@H]([C@@H](C[C@@H]1N2)O)O
InChI InChI=1S/C7H13NO2/c9-6-3-4-1-2-5(8-4)7(6)10/h4-10H,1-3H2/t4-,5+,6-,7+/m1/s1
InChI Key OEDAMXNBLKMAAL-UCROKIRRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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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

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EN300-7543595
rac-(1R,2R,3S,5S)-8-azabicyclo[3.2.1]octane-2,3-diol
455949-41-4

2D Structure

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2D Structure of rac-(1R,2R,3S,5S)-8-azabicyclo[3.2.1]octane-2,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9260 92.60%
Caco-2 - 0.8737 87.37%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.4844 48.44%
OATP2B1 inhibitior - 0.8459 84.59%
OATP1B1 inhibitior + 0.9726 97.26%
OATP1B3 inhibitior + 0.9540 95.40%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.9625 96.25%
P-glycoprotein inhibitior - 0.9835 98.35%
P-glycoprotein substrate - 0.8956 89.56%
CYP3A4 substrate - 0.6195 61.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4335 43.35%
CYP3A4 inhibition - 0.9874 98.74%
CYP2C9 inhibition - 0.9395 93.95%
CYP2C19 inhibition - 0.9115 91.15%
CYP2D6 inhibition - 0.8816 88.16%
CYP1A2 inhibition - 0.9109 91.09%
CYP2C8 inhibition - 0.9444 94.44%
CYP inhibitory promiscuity - 0.9692 96.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7025 70.25%
Eye corrosion - 0.9174 91.74%
Eye irritation + 0.6140 61.40%
Skin irritation - 0.6884 68.84%
Skin corrosion - 0.7931 79.31%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5845 58.45%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5448 54.48%
skin sensitisation - 0.8216 82.16%
Respiratory toxicity - 0.7556 75.56%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6486 64.86%
Acute Oral Toxicity (c) III 0.5881 58.81%
Estrogen receptor binding - 0.7764 77.64%
Androgen receptor binding - 0.7846 78.46%
Thyroid receptor binding - 0.8023 80.23%
Glucocorticoid receptor binding - 0.7441 74.41%
Aromatase binding - 0.7954 79.54%
PPAR gamma - 0.8607 86.07%
Honey bee toxicity - 0.7069 70.69%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity - 0.9751 97.51%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3137262 O60341 LSD1/CoREST complex 95.40% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.03% 95.93%
CHEMBL1907589 P17787 Neuronal acetylcholine receptor; alpha4/beta2 90.86% 94.55%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.16% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.14% 96.09%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 88.82% 97.23%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 85.11% 95.58%
CHEMBL228 P31645 Serotonin transporter 82.54% 95.51%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.26% 92.94%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.41% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.19% 100.00%
CHEMBL238 Q01959 Dopamine transporter 81.06% 95.88%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Morus alba

Cross-Links

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PubChem 55299851
LOTUS LTS0254199
wikiData Q105190194