2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-ylmethyl 4-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-bis(3-methylbut-2-enyl)benzoate

Details

• Internal ID: 8cdcda62-5d3e-4b5b-a800-614e201b67e6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-ylmethyl 4-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-bis(3-methylbut-2-enyl)benzoate
• SMILES (Canonical): CC(=CCC1=CC(=CC(=C1OC2C(C(C(CO2)O)O)OC3C(C(C(C(O3)CO)O)O)O)CC=C(C)C)C(=O)OCC4CCN5C4CCC5)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC(=C1OC2C(C(C(CO2)O)O)OC3C(C(C(C(O3)CO)O)O)O)CC=C(C)C)C(=O)OCC4CCN5C4CCC5)C
• InChI: InChI=1S/C36H53NO12/c1-19(2)7-9-21-14-24(34(44)45-17-23-11-13-37-12-5-6-25(23)37)15-22(10-8-20(3)4)32(21)48-36-33(28(40)26(39)18-46-36)49-35-31(43)30(42)29(41)27(16-38)47-35/h7-8,14-15,23,25-31,33,35-36,38-43H,5-6,9-13,16-18H2,1-4H3
• InChI Key: UUYBNFMMBCGDGF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₃NO₁₂
• Molecular Weight: 691.80 g/mol
• Exact Mass: 691.35677613 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9078	90.78%
Caco-2	-	0.8656	86.56%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6281	62.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8341	83.41%
OATP1B3 inhibitior	+	0.9282	92.82%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9246	92.46%
P-glycoprotein inhibitior	+	0.6862	68.62%
P-glycoprotein substrate	+	0.5365	53.65%
CYP3A4 substrate	+	0.6632	66.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7950	79.50%
CYP3A4 inhibition	-	0.9413	94.13%
CYP2C9 inhibition	-	0.9001	90.01%
CYP2C19 inhibition	-	0.9099	90.99%
CYP2D6 inhibition	-	0.8390	83.90%
CYP1A2 inhibition	-	0.7771	77.71%
CYP2C8 inhibition	+	0.5329	53.29%
CYP inhibitory promiscuity	-	0.9375	93.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5042	50.42%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9244	92.44%
Skin irritation	-	0.7676	76.76%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7663	76.63%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.9348	93.48%
Acute Oral Toxicity (c)	III	0.6533	65.33%
Estrogen receptor binding	+	0.7628	76.28%
Androgen receptor binding	+	0.6485	64.85%
Thyroid receptor binding	-	0.5753	57.53%
Glucocorticoid receptor binding	+	0.5668	56.68%
Aromatase binding	+	0.5815	58.15%
PPAR gamma	+	0.6711	67.11%
Honey bee toxicity	-	0.7577	75.77%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.8830	88.30%

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	98.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.58%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.14%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.65%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.90%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.03%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.45%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.87%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.65%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.55%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.30%	95.83%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.25%	100.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.19%	83.57%
CHEMBL5255	O00206	Toll-like receptor 4	85.81%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	85.08%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.16%	83.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.60%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.01%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.67%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.38%	94.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.61%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.36%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.32%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.07%	92.94%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.86%	91.43%

Plants that contains it

• Crepidium grandifolium

Cross-Links

• PubChem: 78116035
• LOTUS: LTS0226060
• wikiData: Q105279661