7-(2-Methylbutyryl)-9-(2,3-dihydroxybutyryl) retronecine

Details

• Internal ID: 3a425887-4848-4980-852a-60aaf1be6573
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1R)-7-(2,3-dihydroxybutanoyloxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)O)O
• SMILES (Isomeric): CCC(C)C(=O)O[C@@H]1CCN2C1C(=CC2)COC(=O)C(C(C)O)O
• InChI: InChI=1S/C17H27NO6/c1-4-10(2)16(21)24-13-6-8-18-7-5-12(14(13)18)9-23-17(22)15(20)11(3)19/h5,10-11,13-15,19-20H,4,6-9H2,1-3H3/t10?,11?,13-,14?,15?/m1/s1
• InChI Key: URBUCYRYSVLIOW-WAMZBAIXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₇NO₆
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.18383758 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• URBUCYRYSVLIOW-WAMZBAIXSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8031	80.31%
Caco-2	+	0.5882	58.82%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6528	65.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9142	91.42%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5795	57.95%
P-glycoprotein inhibitior	-	0.8652	86.52%
P-glycoprotein substrate	-	0.5481	54.81%
CYP3A4 substrate	+	0.5615	56.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6973	69.73%
CYP3A4 inhibition	-	0.9580	95.80%
CYP2C9 inhibition	-	0.8968	89.68%
CYP2C19 inhibition	-	0.8848	88.48%
CYP2D6 inhibition	-	0.7842	78.42%
CYP1A2 inhibition	-	0.7803	78.03%
CYP2C8 inhibition	-	0.8314	83.14%
CYP inhibitory promiscuity	-	0.9618	96.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.6616	66.16%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9694	96.94%
Skin irritation	-	0.7551	75.51%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6027	60.27%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	-	0.8438	84.38%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5703	57.03%
Acute Oral Toxicity (c)	III	0.4967	49.67%
Estrogen receptor binding	-	0.6330	63.30%
Androgen receptor binding	+	0.5537	55.37%
Thyroid receptor binding	-	0.5148	51.48%
Glucocorticoid receptor binding	+	0.5452	54.52%
Aromatase binding	-	0.7355	73.55%
PPAR gamma	-	0.8123	81.23%
Honey bee toxicity	-	0.8788	87.88%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.6566	65.66%

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	99.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.54%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.31%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.51%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.69%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.38%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.36%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.67%	99.17%

Plants that contains it

• Echium humile

Cross-Links

• PubChem: 6431048
• LOTUS: LTS0147360
• wikiData: Q105277661