Purginoside II

Details

• Internal ID: 6198947e-b9ae-4f4b-85ae-b4323c0aae55
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4R,5S,6S)-5-[(2S,3R,4S,5S,6S)-5-hexanoyloxy-3-hydroxy-6-methyl-4-[(E)-3-phenylprop-2-enoyl]oxyoxan-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)OC(=O)C=CC6=CC=CC=C6)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)OC(=O)CCCCC)OC(=O)/C=C/C6=CC=CC=C6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C71H114O26/c1-8-11-14-15-17-21-30-37-50(75)93-66-65(97-67-56(81)54(79)53(78)47(40-72)89-67)61(95-68-58(83)62(91-51(76)39-38-45-31-26-23-27-32-45)60(43(6)85-68)90-48(73)35-25-13-10-3)44(7)87-71(66)94-59-42(5)86-70-64(57(59)82)92-49(74)36-29-22-19-16-18-20-28-34-46(33-24-12-9-2)88-69-63(96-70)55(80)52(77)41(4)84-69/h23,26-27,31-32,38-39,41-44,46-47,52-72,77-83H,8-22,24-25,28-30,33-37,40H2,1-7H3/b39-38+/t41-,42+,43+,44+,46+,47-,52+,53-,54+,55+,56-,57-,58-,59+,60+,61+,62+,63-,64-,65-,66-,67+,68+,69+,70+,71+/m1/s1
• InChI Key: MGJQNRHGDBVBKJ-KJRQEDIZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₁H₁₁₄O₂₆
• Molecular Weight: 1383.60 g/mol
• Exact Mass: 1382.75983374 g/mol
• Topological Polar Surface Area (TPSA): 359.00 Ų
• XlogP: 9.80
• Atomic LogP (AlogP): 6.32
• H-Bond Acceptor: 26
• H-Bond Donor: 8
• Rotatable Bonds: 28

Synonyms

• CHEBI:67580
• CHEMBL2336641
• Q27136048

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8615	86.15%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7866	78.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7877	78.77%
OATP1B3 inhibitior	-	0.2146	21.46%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9866	98.66%
P-glycoprotein inhibitior	+	0.7434	74.34%
P-glycoprotein substrate	+	0.7230	72.30%
CYP3A4 substrate	+	0.7215	72.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8816	88.16%
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	+	0.8114	81.14%
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	-	0.8984	89.84%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7759	77.59%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9211	92.11%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9513	95.13%
Acute Oral Toxicity (c)	III	0.5718	57.18%
Estrogen receptor binding	+	0.8069	80.69%
Androgen receptor binding	+	0.6336	63.36%
Thyroid receptor binding	+	0.6114	61.14%
Glucocorticoid receptor binding	+	0.7505	75.05%
Aromatase binding	+	0.5222	52.22%
PPAR gamma	+	0.8033	80.33%
Honey bee toxicity	-	0.7181	71.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5564	55.64%
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	99.19%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.13%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.05%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.20%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.69%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.51%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.74%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	92.57%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.21%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.65%	100.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.19%	83.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.92%	97.36%
CHEMBL3524	P56524	Histone deacetylase 4	89.82%	92.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.76%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.33%	91.49%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.79%	93.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.49%	96.25%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.36%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	86.67%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.80%	95.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.42%	92.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.66%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.53%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.90%	92.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.34%	94.08%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.00%	97.33%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.82%	96.37%
CHEMBL5028	O14672	ADAM10	80.36%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.01%	95.89%

Plants that contains it

• Ipomoea purga

Cross-Links

• PubChem: 53355580
• LOTUS: LTS0094576
• wikiData: Q27136048