2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-ylmethyl 3-methoxy-5-(3-methylbut-2-enyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

• Internal ID: 7c590b55-341d-4bd1-98f7-e5b3fa9e65b7
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-ylmethyl 3-methoxy-5-(3-methylbut-2-enyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• InChI: InChI=1S/C27H39NO9/c1-15(2)6-7-16-11-18(26(33)35-14-17-8-10-28-9-4-5-19(17)28)12-20(34-3)25(16)37-27-24(32)23(31)22(30)21(13-29)36-27/h6,11-12,17,19,21-24,27,29-32H,4-5,7-10,13-14H2,1-3H3
• InChI Key: WVWHVRUHZISBHD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₉NO₉
• Molecular Weight: 521.60 g/mol
• Exact Mass: 521.26248182 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8244	82.44%
Caco-2	-	0.7862	78.62%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6470	64.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8497	84.97%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8741	87.41%
P-glycoprotein inhibitior	+	0.6142	61.42%
P-glycoprotein substrate	-	0.5121	51.21%
CYP3A4 substrate	+	0.6355	63.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7822	78.22%
CYP3A4 inhibition	-	0.9681	96.81%
CYP2C9 inhibition	-	0.8809	88.09%
CYP2C19 inhibition	-	0.9031	90.31%
CYP2D6 inhibition	-	0.8084	80.84%
CYP1A2 inhibition	-	0.8087	80.87%
CYP2C8 inhibition	+	0.5696	56.96%
CYP inhibitory promiscuity	-	0.9091	90.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5091	50.91%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9411	94.11%
Skin irritation	-	0.7767	77.67%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8118	81.18%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.8430	84.30%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8557	85.57%
Acute Oral Toxicity (c)	III	0.6706	67.06%
Estrogen receptor binding	+	0.6728	67.28%
Androgen receptor binding	+	0.5808	58.08%
Thyroid receptor binding	-	0.5853	58.53%
Glucocorticoid receptor binding	+	0.6802	68.02%
Aromatase binding	+	0.5564	55.64%
PPAR gamma	-	0.5116	51.16%
Honey bee toxicity	-	0.8036	80.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6187	61.87%
Fish aquatic toxicity	+	0.8543	85.43%

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	98.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.79%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.59%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.66%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.67%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.18%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.39%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.09%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.98%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.56%	95.50%
CHEMBL4208	P20618	Proteasome component C5	87.08%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.27%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.32%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.16%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.09%	92.62%
CHEMBL2535	P11166	Glucose transporter	85.03%	98.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.02%	95.83%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.47%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.64%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.12%	96.61%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.37%	91.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.61%	95.89%

Plants that contains it

• Hammarbya paludosa

Cross-Links

• PubChem: 12304797
• LOTUS: LTS0236726
• wikiData: Q105313832