3-(2'-Hydroxytropoyloxy)tropane

Details

• Internal ID: d39ffd48-f031-46cc-90b7-402635d54080
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-(2-hydroxyphenyl)propanoate
• InChI: InChI=1S/C17H23NO4/c1-18-11-6-7-12(18)9-13(8-11)22-17(21)15(10-19)14-4-2-3-5-16(14)20/h2-5,11-13,15,19-20H,6-10H2,1H3/t11-,12+,13?,15?
• InChI Key: PZDZDORSRAYCMZ-DOOHLRMFSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.40 g/mol
• Exact Mass: 305.16270821 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8886	88.86%
Caco-2	+	0.7404	74.04%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5775	57.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9438	94.38%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9208	92.08%
P-glycoprotein inhibitior	-	0.9076	90.76%
P-glycoprotein substrate	-	0.6612	66.12%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3645	36.45%
CYP3A4 inhibition	-	0.8623	86.23%
CYP2C9 inhibition	-	0.9087	90.87%
CYP2C19 inhibition	-	0.8722	87.22%
CYP2D6 inhibition	-	0.7290	72.90%
CYP1A2 inhibition	-	0.8445	84.45%
CYP2C8 inhibition	-	0.8853	88.53%
CYP inhibitory promiscuity	-	0.8027	80.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6699	66.99%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9501	95.01%
Skin irritation	-	0.8127	81.27%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5872	58.72%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8929	89.29%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8084	80.84%
Acute Oral Toxicity (c)	III	0.6731	67.31%
Estrogen receptor binding	-	0.5589	55.89%
Androgen receptor binding	-	0.5896	58.96%
Thyroid receptor binding	-	0.7331	73.31%
Glucocorticoid receptor binding	-	0.7908	79.08%
Aromatase binding	-	0.6006	60.06%
PPAR gamma	+	0.5288	52.88%
Honey bee toxicity	-	0.9357	93.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.7951	79.51%

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	98.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.59%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.08%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.23%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.38%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.77%	82.69%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.56%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.23%	91.11%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	85.54%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.39%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.19%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.16%	89.62%
CHEMBL5028	O14672	ADAM10	82.10%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.75%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.94%	91.19%

Plants that contains it

• Datura stramonium

Cross-Links

• PubChem: 91798509
• LOTUS: LTS0164304
• wikiData: Q105216927