Purginoside I

Details

• Internal ID: e59cb9e5-9294-4e8e-9c51-529e013ffc4b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4R,5S,6S)-5-[(2S,3R,4R,5R,6S)-4-hydroxy-6-methyl-5-[(2S)-2-methylbutanoyl]oxy-3-[(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)C(C)CC)O)OC(=O)C=CC6=CC=CC=C6)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)[C@@H](C)CC)O)OC(=O)/C=C/C6=CC=CC=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C70H112O26/c1-9-12-14-15-17-21-29-35-48(73)91-64-63(96-66-54(79)52(77)51(76)46(38-71)88-66)59(94-68-61(90-49(74)37-36-44-30-25-23-26-31-44)55(80)57(41(6)84-68)92-65(82)39(4)11-3)43(8)86-70(64)93-58-42(7)85-69-62(56(58)81)89-47(72)34-28-22-19-16-18-20-27-33-45(32-24-13-10-2)87-67-60(95-69)53(78)50(75)40(5)83-67/h23,25-26,30-31,36-37,39-43,45-46,50-64,66-71,75-81H,9-22,24,27-29,32-35,38H2,1-8H3/b37-36+/t39-,40+,41-,42-,43-,45-,46+,50-,51+,52-,53-,54+,55+,56+,57-,58-,59-,60+,61+,62+,63+,64+,66-,67-,68-,69-,70-/m0/s1
• InChI Key: MFVVQPJPHUAJBA-KXXSYOAGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₀H₁₁₂O₂₆
• Molecular Weight: 1369.60 g/mol
• Exact Mass: 1368.74418367 g/mol
• Topological Polar Surface Area (TPSA): 359.00 Ų
• XlogP: 9.30
• Atomic LogP (AlogP): 5.79
• H-Bond Acceptor: 26
• H-Bond Donor: 8
• Rotatable Bonds: 26

Synonyms

• CHEBI:67579
• CHEMBL2336640
• Q27136047

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	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.7866	78.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7978	79.78%
OATP1B3 inhibitior	-	0.2146	21.46%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9880	98.80%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.7441	74.41%
CYP3A4 substrate	+	0.7271	72.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8893	88.93%
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	+	0.8135	81.35%
CYP inhibitory promiscuity	-	0.9287	92.87%
UGT catelyzed	-	0.5000	50.00%
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	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7536	75.36%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9211	92.11%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9567	95.67%
Acute Oral Toxicity (c)	III	0.5718	57.18%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	+	0.6813	68.13%
Thyroid receptor binding	+	0.6072	60.72%
Glucocorticoid receptor binding	+	0.7476	74.76%
Aromatase binding	+	0.5187	51.87%
PPAR gamma	+	0.8047	80.47%
Honey bee toxicity	-	0.7024	70.24%
Biodegradation	-	0.7250	72.50%
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	99.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.93%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.74%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.56%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.26%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.44%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.28%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.00%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	93.14%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.48%	100.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.40%	83.00%
CHEMBL3524	P56524	Histone deacetylase 4	91.36%	92.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.16%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.50%	97.36%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.17%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.11%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.63%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.20%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.92%	92.62%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.59%	96.37%
CHEMBL3401	O75469	Pregnane X receptor	85.52%	94.73%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.64%	94.08%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.59%	91.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.58%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	84.47%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.84%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.86%	96.25%
CHEMBL5028	O14672	ADAM10	81.70%	97.50%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.95%	85.94%

Plants that contains it

• Ipomoea purga

Cross-Links

• PubChem: 53355579
• LOTUS: LTS0206070
• wikiData: Q27136047