(7R,8R)-7,8-dimethoxy-1-(methoxymethyl)-6,7-dihydro-5H-pyrrolizin-3-one

Details

• Internal ID: 04b8b96c-94ee-4141-9274-f461c281101e
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (7R,8R)-7,8-dimethoxy-1-(methoxymethyl)-6,7-dihydro-5H-pyrrolizin-3-one
• SMILES (Canonical): COCC1=CC(=O)N2C1(C(CC2)OC)OC
• SMILES (Isomeric): COCC1=CC(=O)N2[C@@]1([C@@H](CC2)OC)OC
• InChI: InChI=1S/C11H17NO4/c1-14-7-8-6-10(13)12-5-4-9(15-2)11(8,12)16-3/h6,9H,4-5,7H2,1-3H3/t9-,11-/m1/s1
• InChI Key: XYBQMIIKSZQHMT-MWLCHTKSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇NO₄
• Molecular Weight: 227.26 g/mol
• Exact Mass: 227.11575802 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9423	94.23%
Caco-2	+	0.9272	92.72%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5508	55.08%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7128	71.28%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.8256	82.56%
CYP3A4 substrate	+	0.5542	55.42%
CYP2C9 substrate	+	0.5885	58.85%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.9013	90.13%
CYP2C9 inhibition	-	0.9232	92.32%
CYP2C19 inhibition	-	0.9065	90.65%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.8389	83.89%
CYP2C8 inhibition	-	0.9565	95.65%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4220	42.20%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.8455	84.55%
Skin irritation	-	0.7686	76.86%
Skin corrosion	-	0.9012	90.12%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3739	37.39%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6021	60.21%
skin sensitisation	-	0.8444	84.44%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7110	71.10%
Acute Oral Toxicity (c)	III	0.5996	59.96%
Estrogen receptor binding	-	0.7146	71.46%
Androgen receptor binding	+	0.5218	52.18%
Thyroid receptor binding	+	0.5896	58.96%
Glucocorticoid receptor binding	-	0.5796	57.96%
Aromatase binding	-	0.8480	84.80%
PPAR gamma	-	0.6968	69.68%
Honey bee toxicity	-	0.8694	86.94%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.7612	76.12%

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	96.62%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.42%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.87%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.75%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.97%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.75%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.94%	95.89%
CHEMBL1871	P10275	Androgen Receptor	83.66%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.26%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.81%	92.94%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.68%	94.66%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.65%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.38%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.34%	94.45%

Plants that contains it

• Senecio vulgaris

Cross-Links

• PubChem: 162869719
• LOTUS: LTS0154341
• wikiData: Q105344421