Purginoside III

Details

• Internal ID: 2092965d-4976-4add-8416-2d1c5a3e37e1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4R,5S,6S)-5-[(2S,3R,4R,5S,6S)-4-hexanoyloxy-3-hydroxy-6-methyl-5-[(E)-2-oxo-4-phenylbut-3-enyl]oxan-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)CC(=O)C=CC6=CC=CC=C6)OC(=O)CCCCC)O)OC7C(C(C(C(O7)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)CC(=O)/C=C/C6=CC=CC=C6)OC(=O)CCCCC)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C72H116O25/c1-8-11-14-15-17-21-30-37-53(77)93-67-66(97-68-58(82)56(80)55(79)50(41-73)90-68)62(95-69-60(84)63(91-51(75)35-25-13-10-3)49(42(4)85-69)40-47(74)39-38-46-31-26-23-27-32-46)45(7)88-72(67)94-61-44(6)87-71-65(59(61)83)92-52(76)36-29-22-19-16-18-20-28-34-48(33-24-12-9-2)89-70-64(96-71)57(81)54(78)43(5)86-70/h23,26-27,31-32,38-39,42-45,48-50,54-73,78-84H,8-22,24-25,28-30,33-37,40-41H2,1-7H3/b39-38+/t42-,43+,44-,45-,48-,49-,50+,54-,55+,56-,57-,58+,59+,60+,61-,62-,63+,64+,65+,66+,67+,68-,69-,70-,71-,72-/m0/s1
• InChI Key: OOBXTPAHJCHFSP-GTRAIELPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇₂H₁₁₆O₂₅
• Molecular Weight: 1381.70 g/mol
• Exact Mass: 1380.78056918 g/mol
• Topological Polar Surface Area (TPSA): 350.00 Ų
• XlogP: 9.80
• Atomic LogP (AlogP): 6.99
• H-Bond Acceptor: 25
• H-Bond Donor: 8
• Rotatable Bonds: 29

Synonyms

• CHEMBL2336638

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8621	86.21%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7866	78.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7949	79.49%
OATP1B3 inhibitior	-	0.2146	21.46%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9869	98.69%
P-glycoprotein inhibitior	+	0.7430	74.30%
P-glycoprotein substrate	+	0.7422	74.22%
CYP3A4 substrate	+	0.7225	72.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	+	0.5294	52.94%
CYP2C9 inhibition	-	0.8912	89.12%
CYP2C19 inhibition	-	0.7903	79.03%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8307	83.07%
CYP2C8 inhibition	+	0.8181	81.81%
CYP inhibitory promiscuity	-	0.9287	92.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7439	74.39%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7811	78.11%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7717	77.17%
skin sensitisation	-	0.9211	92.11%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9382	93.82%
Acute Oral Toxicity (c)	III	0.5718	57.18%
Estrogen receptor binding	+	0.8161	81.61%
Androgen receptor binding	+	0.6460	64.60%
Thyroid receptor binding	+	0.6275	62.75%
Glucocorticoid receptor binding	+	0.7522	75.22%
Aromatase binding	+	0.5489	54.89%
PPAR gamma	+	0.8048	80.48%
Honey bee toxicity	-	0.7066	70.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5764	57.64%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.09%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.75%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.84%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.19%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.13%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.41%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.37%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.22%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	91.30%	92.50%
CHEMBL3524	P56524	Histone deacetylase 4	90.69%	92.97%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.43%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.37%	97.09%
CHEMBL4072	P07858	Cathepsin B	89.96%	93.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.73%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.24%	97.36%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.23%	83.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	88.74%	96.25%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.63%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.53%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.94%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.53%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.21%	99.23%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.06%	92.08%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.59%	96.37%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.00%	92.62%
CHEMBL5028	O14672	ADAM10	81.71%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.56%	94.08%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.12%	97.33%

Plants that contains it

• Ipomoea purga

Cross-Links

• PubChem: 71717055
• LOTUS: LTS0164625
• wikiData: Q105195293