Purginoside IV

Details

• Internal ID: fb6879a9-5f1c-42c8-9411-3a21c33560ab
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4R,5S,6S)-5-[(2S,3R,4S,5R,6S)-5-hexanoyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-methyl-2-[[(1R,3S,5S,6R,7R,8R,20S,22R,24R,25R,26S)-7,25,26-trihydroxy-5,24-dimethyl-10-oxo-20-pentyl-2,4,9,21,23-pentaoxatricyclo[20.4.0.03,8]hexacosan-6-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] decanoate
• SMILES (Canonical): CCCCCCCCCC(=O)OC1C(C(C(OC1OC2C(OC3C(C2O)OC(=O)CCCCCCCCCC(OC4C(O3)C(C(C(O4)C)O)O)CCCCC)C)C)OC5C(C(C(C(O5)C)OC(=O)CCCCC)O)O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CCCCCCCCCC(=O)O[C@@H]1[C@@H]([C@H]([C@@H](O[C@H]1O[C@H]2[C@@H](O[C@@H]3[C@@H]([C@@H]2O)OC(=O)CCCCCCCCC[C@@H](O[C@H]4[C@H](O3)[C@H]([C@H]([C@H](O4)C)O)O)CCCCC)C)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC(=O)CCCCC)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C62H108O25/c1-8-11-14-15-17-21-27-32-42(66)83-57-56(87-59-48(72)45(69)44(68)39(33-63)80-59)53(85-58-49(73)47(71)51(35(5)76-58)81-40(64)30-24-13-10-3)37(7)78-62(57)84-52-36(6)77-61-55(50(52)74)82-41(65)31-26-22-19-16-18-20-25-29-38(28-23-12-9-2)79-60-54(86-61)46(70)43(67)34(4)75-60/h34-39,43-63,67-74H,8-33H2,1-7H3/t34-,35+,36+,37+,38+,39-,43+,44-,45+,46+,47+,48-,49-,50-,51+,52+,53+,54-,55-,56-,57-,58+,59+,60+,61+,62+/m1/s1
• InChI Key: ITHWOIDZLGRETC-RBIFCKFXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₁₀₈O₂₅
• Molecular Weight: 1253.50 g/mol
• Exact Mass: 1252.71796893 g/mol
• Topological Polar Surface Area (TPSA): 353.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 25
• H-Bond Donor: 9
• Rotatable Bonds: 25

Synonyms

• CHEMBL2336639

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6807	68.07%
Caco-2	-	0.8661	86.61%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8196	81.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8022	80.22%
OATP1B3 inhibitior	+	0.8390	83.90%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9686	96.86%
P-glycoprotein inhibitior	+	0.7403	74.03%
P-glycoprotein substrate	+	0.6361	63.61%
CYP3A4 substrate	+	0.7021	70.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8851	88.51%
CYP3A4 inhibition	-	0.6899	68.99%
CYP2C9 inhibition	-	0.8985	89.85%
CYP2C19 inhibition	-	0.8467	84.67%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8724	87.24%
CYP2C8 inhibition	+	0.6592	65.92%
CYP inhibitory promiscuity	-	0.9690	96.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7568	75.68%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7383	73.83%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7342	73.42%
skin sensitisation	-	0.9386	93.86%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8660	86.60%
Acute Oral Toxicity (c)	III	0.5743	57.43%
Estrogen receptor binding	+	0.8244	82.44%
Androgen receptor binding	+	0.5440	54.40%
Thyroid receptor binding	+	0.5157	51.57%
Glucocorticoid receptor binding	+	0.6653	66.53%
Aromatase binding	+	0.5835	58.35%
PPAR gamma	+	0.7476	74.76%
Honey bee toxicity	-	0.7697	76.97%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5948	59.48%
Fish aquatic toxicity	+	0.9302	93.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.73%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	96.64%	92.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.72%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	95.39%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.21%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	94.35%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.69%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.66%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.93%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.43%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.54%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.37%	86.33%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	86.60%	90.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.31%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.91%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	85.70%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.39%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.07%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.56%	91.19%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.56%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.41%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.39%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.94%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.58%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.11%	91.81%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.87%	92.08%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.69%	83.00%

Plants that contains it

• Ipomoea imperati
• Ipomoea purga

Cross-Links

• PubChem: 71719497
• LOTUS: LTS0036562
• wikiData: Q105120056