(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl) 2,3-dihydroxy-2-(1-hydroxyethyl)-3-methylbutanoate

Details

• Internal ID: 87bc85e0-3673-47ff-91eb-bbc7964d8002
• Taxonomy: Organoheterocyclic compounds > Pyrrolizines
• IUPAC Name: (7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl) 2,3-dihydroxy-2-(1-hydroxyethyl)-3-methylbutanoate
• SMILES (Canonical): CC(C(C(=O)OC1=CCN2C1C(CC2)O)(C(C)(C)O)O)O
• SMILES (Isomeric): CC(C(C(=O)OC1=CCN2C1C(CC2)O)(C(C)(C)O)O)O
• InChI: InChI=1S/C14H23NO6/c1-8(16)14(20,13(2,3)19)12(18)21-10-5-7-15-6-4-9(17)11(10)15/h5,8-9,11,16-17,19-20H,4,6-7H2,1-3H3
• InChI Key: WEZOTHIZHDZTOB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₃NO₆
• Molecular Weight: 301.34 g/mol
• Exact Mass: 301.15253745 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.25
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7621	76.21%
Caco-2	-	0.6245	62.45%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5711	57.11%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9172	91.72%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7752	77.52%
P-glycoprotein inhibitior	-	0.9592	95.92%
P-glycoprotein substrate	-	0.5961	59.61%
CYP3A4 substrate	+	0.5942	59.42%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	+	0.3595	35.95%
CYP3A4 inhibition	-	0.9829	98.29%
CYP2C9 inhibition	-	0.8874	88.74%
CYP2C19 inhibition	-	0.8848	88.48%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.8790	87.90%
CYP2C8 inhibition	-	0.8769	87.69%
CYP inhibitory promiscuity	-	0.9799	97.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5297	52.97%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9783	97.83%
Skin irritation	-	0.7525	75.25%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7580	75.80%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.8172	81.72%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6103	61.03%
Acute Oral Toxicity (c)	III	0.4519	45.19%
Estrogen receptor binding	-	0.5830	58.30%
Androgen receptor binding	-	0.4824	48.24%
Thyroid receptor binding	+	0.5319	53.19%
Glucocorticoid receptor binding	+	0.6402	64.02%
Aromatase binding	-	0.6597	65.97%
PPAR gamma	-	0.7395	73.95%
Honey bee toxicity	-	0.7701	77.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.6690	66.90%

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	98.54%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.14%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.91%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.08%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.24%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.26%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.14%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.99%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.21%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.09%	95.56%
CHEMBL5028	O14672	ADAM10	82.31%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.69%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.40%	95.89%

Plants that contains it

• Lithospermum erythrorhizon

Cross-Links

• PubChem: 5318450
• NPASS: NPC104154