(3,7-Dihydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl) propanoate

Details

• Internal ID: 05c5b8c2-96d6-4823-bc41-861da2760691
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (3,7-dihydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl) propanoate
• SMILES (Canonical): CCC(=O)OC1C2CC(CC(C1O)N2C)O
• SMILES (Isomeric): CCC(=O)OC1C2CC(CC(C1O)N2C)O
• InChI: InChI=1S/C11H19NO4/c1-3-9(14)16-11-8-5-6(13)4-7(10(11)15)12(8)2/h6-8,10-11,13,15H,3-5H2,1-2H3
• InChI Key: IDTJFYSTCXQPOP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉NO₄
• Molecular Weight: 229.27 g/mol
• Exact Mass: 229.13140809 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8497	84.97%
Caco-2	+	0.7734	77.34%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5073	50.73%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9327	93.27%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9300	93.00%
P-glycoprotein inhibitior	-	0.9527	95.27%
P-glycoprotein substrate	-	0.7742	77.42%
CYP3A4 substrate	-	0.5059	50.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6700	67.00%
CYP3A4 inhibition	-	0.9770	97.70%
CYP2C9 inhibition	-	0.9138	91.38%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.8953	89.53%
CYP1A2 inhibition	-	0.8840	88.40%
CYP2C8 inhibition	-	0.9720	97.20%
CYP inhibitory promiscuity	-	0.9650	96.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9207	92.07%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9734	97.34%
Skin irritation	-	0.7843	78.43%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6658	66.58%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5298	52.98%
skin sensitisation	-	0.8859	88.59%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8545	85.45%
Acute Oral Toxicity (c)	III	0.5487	54.87%
Estrogen receptor binding	-	0.6924	69.24%
Androgen receptor binding	-	0.7316	73.16%
Thyroid receptor binding	-	0.4878	48.78%
Glucocorticoid receptor binding	-	0.5888	58.88%
Aromatase binding	-	0.9215	92.15%
PPAR gamma	-	0.8497	84.97%
Honey bee toxicity	-	0.8647	86.47%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	-	0.7523	75.23%

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	98.84%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.44%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	95.73%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.12%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.46%	97.21%
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	86.38%	92.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.71%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.48%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.12%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.04%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.57%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.45%	91.19%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.23%	97.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.73%	82.50%

Plants that contains it

• Datura stramonium

Cross-Links

• PubChem: 123970916
• LOTUS: LTS0229317
• wikiData: Q105111516