[(1R,5R,6S)-2-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl] acetate

Details

• Internal ID: 78a6f570-56f4-4adc-8a3b-c1f81d0d572f
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1R,5R,6S)-2-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C(CCC1N2C)O
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H]2C(CC[C@H]1N2C)O
• InChI: InChI=1S/C10H17NO3/c1-6(12)14-10-5-8-9(13)4-3-7(10)11(8)2/h7-10,13H,3-5H2,1-2H3/t7-,8-,9?,10+/m1/s1
• InChI Key: AWNIWHJFGMITKE-VYQDEHIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₇NO₃
• Molecular Weight: 199.25 g/mol
• Exact Mass: 199.12084340 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9566	95.66%
Caco-2	+	0.6144	61.44%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5381	53.81%
OATP2B1 inhibitior	-	0.8495	84.95%
OATP1B1 inhibitior	+	0.9613	96.13%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.9459	94.59%
P-glycoprotein inhibitior	-	0.9794	97.94%
P-glycoprotein substrate	-	0.8127	81.27%
CYP3A4 substrate	+	0.5534	55.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6700	67.00%
CYP3A4 inhibition	-	0.9813	98.13%
CYP2C9 inhibition	-	0.9558	95.58%
CYP2C19 inhibition	-	0.9655	96.55%
CYP2D6 inhibition	-	0.9059	90.59%
CYP1A2 inhibition	-	0.8975	89.75%
CYP2C8 inhibition	-	0.9860	98.60%
CYP inhibitory promiscuity	-	0.9880	98.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7210	72.10%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.9570	95.70%
Skin irritation	-	0.7992	79.92%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5933	59.33%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8923	89.23%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5382	53.82%
Acute Oral Toxicity (c)	III	0.6582	65.82%
Estrogen receptor binding	-	0.8281	82.81%
Androgen receptor binding	-	0.7632	76.32%
Thyroid receptor binding	-	0.6533	65.33%
Glucocorticoid receptor binding	-	0.6345	63.45%
Aromatase binding	-	0.9066	90.66%
PPAR gamma	-	0.9045	90.45%
Honey bee toxicity	-	0.8319	83.19%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.8310	83.10%

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	98.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.07%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	91.01%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.41%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.69%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.72%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.71%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.71%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.16%	89.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.35%	96.95%
CHEMBL238	Q01959	Dopamine transporter	80.52%	95.88%

Plants that contains it

• Erycibe obtusifolia

Cross-Links

• PubChem: 5317195
• NPASS: NPC290856