7-[[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyrrolizin-1-one

Details

• Internal ID: 824725fb-31a9-4d34-b34f-3e708a4c88ce
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 7-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyrrolizin-1-one
• SMILES (Canonical): C1CN2C=CC(=C2C1=O)COC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1CN2C=CC(=C2C1=O)COC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C14H19NO7/c16-5-9-11(18)12(19)13(20)14(22-9)21-6-7-1-3-15-4-2-8(17)10(7)15/h1,3,9,11-14,16,18-20H,2,4-6H2
• InChI Key: DPMJANKSTKAYOQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₇
• Molecular Weight: 313.30 g/mol
• Exact Mass: 313.11615195 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.61
• H-Bond Acceptor: 8
• 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	-	0.5568	55.68%
Caco-2	-	0.8420	84.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5329	53.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6908	69.08%
P-glycoprotein inhibitior	-	0.9039	90.39%
P-glycoprotein substrate	-	0.9307	93.07%
CYP3A4 substrate	+	0.5343	53.43%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.8498	84.98%
CYP3A4 inhibition	-	0.9774	97.74%
CYP2C9 inhibition	-	0.8604	86.04%
CYP2C19 inhibition	-	0.9071	90.71%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.6668	66.68%
CYP2C8 inhibition	-	0.8637	86.37%
CYP inhibitory promiscuity	-	0.8665	86.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6326	63.26%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9840	98.40%
Skin irritation	-	0.7842	78.42%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6850	68.50%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8715	87.15%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4769	47.69%
Acute Oral Toxicity (c)	III	0.5136	51.36%
Estrogen receptor binding	-	0.5460	54.60%
Androgen receptor binding	+	0.5213	52.13%
Thyroid receptor binding	-	0.6456	64.56%
Glucocorticoid receptor binding	-	0.5572	55.72%
Aromatase binding	-	0.6453	64.53%
PPAR gamma	+	0.5538	55.38%
Honey bee toxicity	-	0.8142	81.42%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.9145	91.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.98%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.57%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.50%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.26%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.78%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.41%	95.83%

Plants that contains it

• Ligularia cymbulifera

Cross-Links

• PubChem: 74326051
• LOTUS: LTS0176947
• wikiData: Q104986584