[(3R,3aR,3bR,4R,8aR)-4-hydroxy-3-(2-hydroxypropan-2-yl)-2-oxo-3b,4,5,6,8,8a-hexahydro-3H-furo[3,2-a]pyrrolizin-3a-yl]methyl 3-methylbutanoate

Details

• Internal ID: 9fec6eb9-491f-47a8-b99d-ab2fc211c79c
• Taxonomy: Organoheterocyclic compounds > Furopyrroles
• IUPAC Name: [(3R,3aR,3bR,4R,8aR)-4-hydroxy-3-(2-hydroxypropan-2-yl)-2-oxo-3b,4,5,6,8,8a-hexahydro-3H-furo[3,2-a]pyrrolizin-3a-yl]methyl 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCC12C(CN3C1C(CC3)O)OC(=O)C2C(C)(C)O
• SMILES (Isomeric): CC(C)CC(=O)OC[C@]12[C@H](CN3[C@H]1[C@@H](CC3)O)OC(=O)[C@H]2C(C)(C)O
• InChI: InChI=1S/C18H29NO6/c1-10(2)7-13(21)24-9-18-12(8-19-6-5-11(20)15(18)19)25-16(22)14(18)17(3,4)23/h10-12,14-15,20,23H,5-9H2,1-4H3/t11-,12+,14+,15+,18-/m1/s1
• InChI Key: NDLNMQXZGBXYAM-HBKQYXRTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₉NO₆
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.19948764 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7465	74.65%
Caco-2	+	0.6538	65.38%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4844	48.44%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7512	75.12%
P-glycoprotein inhibitior	-	0.7554	75.54%
P-glycoprotein substrate	+	0.5064	50.64%
CYP3A4 substrate	+	0.6484	64.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7301	73.01%
CYP3A4 inhibition	-	0.7574	75.74%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.8990	89.90%
CYP2D6 inhibition	-	0.9215	92.15%
CYP1A2 inhibition	-	0.9311	93.11%
CYP2C8 inhibition	-	0.9097	90.97%
CYP inhibitory promiscuity	-	0.9750	97.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.4864	48.64%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9626	96.26%
Skin irritation	-	0.7831	78.31%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4783	47.83%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.7837	78.37%
skin sensitisation	-	0.8607	86.07%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4655	46.55%
Acute Oral Toxicity (c)	III	0.4792	47.92%
Estrogen receptor binding	+	0.6128	61.28%
Androgen receptor binding	+	0.5755	57.55%
Thyroid receptor binding	+	0.6302	63.02%
Glucocorticoid receptor binding	+	0.6800	68.00%
Aromatase binding	-	0.6208	62.08%
PPAR gamma	+	0.6160	61.60%
Honey bee toxicity	-	0.8522	85.22%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.5254	52.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.14%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.06%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.32%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.12%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL4588	P22894	Matrix metalloproteinase 8	93.41%	94.66%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.33%	93.04%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.56%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.64%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.56%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.13%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.35%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.13%	89.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.03%	98.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.65%	96.47%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.15%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.13%	95.56%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.83%	92.78%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.82%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.43%	99.23%
CHEMBL3691	Q13822	Autotaxin	81.24%	96.39%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.07%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.20%	96.90%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%

Plants that contains it

• Senecio caudatus

Cross-Links

• PubChem: 163051957
• LOTUS: LTS0229294
• wikiData: Q105177614