[7-(2-methylbutanoyloxy)-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2,3-dihydroxy-2-(1-hydroxyethyl)-3-methylbutanoate

Details

• Internal ID: 1fcedefe-ac8d-42d2-8fca-02544bf9f151
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [7-(2-methylbutanoyloxy)-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2,3-dihydroxy-2-(1-hydroxyethyl)-3-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)O)(C(C)(C)O)O
• SMILES (Isomeric): CCC(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)O)(C(C)(C)O)O
• InChI: InChI=1S/C20H33NO7/c1-6-12(2)17(23)28-15-8-10-21-9-7-14(16(15)21)11-27-18(24)20(26,13(3)22)19(4,5)25/h7,12-13,15-16,22,25-26H,6,8-11H2,1-5H3
• InChI Key: CJYGEJQKEOQHSM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₃NO₇
• Molecular Weight: 399.50 g/mol
• Exact Mass: 399.22570239 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7063	70.63%
Caco-2	-	0.5412	54.12%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8889	88.89%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6409	64.09%
P-glycoprotein inhibitior	-	0.7666	76.66%
P-glycoprotein substrate	-	0.5066	50.66%
CYP3A4 substrate	+	0.6160	61.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7370	73.70%
CYP3A4 inhibition	-	0.9739	97.39%
CYP2C9 inhibition	-	0.8550	85.50%
CYP2C19 inhibition	-	0.8481	84.81%
CYP2D6 inhibition	-	0.8105	81.05%
CYP1A2 inhibition	-	0.8612	86.12%
CYP2C8 inhibition	-	0.6001	60.01%
CYP inhibitory promiscuity	-	0.9282	92.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.6876	68.76%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9648	96.48%
Skin irritation	-	0.7428	74.28%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6254	62.54%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	-	0.8056	80.56%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6688	66.88%
Acute Oral Toxicity (c)	II	0.4318	43.18%
Estrogen receptor binding	+	0.6048	60.48%
Androgen receptor binding	+	0.6767	67.67%
Thyroid receptor binding	+	0.5697	56.97%
Glucocorticoid receptor binding	+	0.7001	70.01%
Aromatase binding	-	0.5308	53.08%
PPAR gamma	-	0.5915	59.15%
Honey bee toxicity	-	0.8433	84.33%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7143	71.43%

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	99.18%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.66%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.89%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.25%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.50%	94.45%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.67%	92.68%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.61%	94.97%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.58%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.84%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.59%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.11%	95.56%

Plants that contains it

• Echium humile subsp. pycnanthum

Cross-Links

• PubChem: 163021334
• LOTUS: LTS0045543
• wikiData: Q104961904