Purgin I

Details

• Internal ID: ccb72a7a-a426-4324-b27c-0eaa016f00fe
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4R,5R,6S)-6-[(2S,3S,4R,5R,6S)-5-dodecanoyloxy-3-[(2S,3R,4R,5R,6S)-4-hydroxy-6-methyl-5-[(2S)-2-methylbutanoyl]oxy-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxy-2-methyl-6-[[(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]oxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] (11S)-11-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5S,6S)-3-dodecanoyloxy-5-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-[(2S)-2-methylbutanoyl]oxy-4-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxyhexadecanoate
• SMILES (Canonical): CCCCCCCCCCCC(=O)OC1C(C(C(OC1OC2C(OC(C(C2O)O)OC3C(C(C(OC3OC(CCCCC)CCCCCCCCCC(=O)OC4C(OC(C(C4O)O)OC5C(C(OC(C5OC(=O)CCCCCCCCCCC)OC6C(OC7C(C6O)OC(=O)CCCCCCCCCC(OC8C(O7)C(C(C(O8)C)O)O)CCCCC)C)C)OC9C(C(C(C(O9)C)OC(=O)C(C)CC)O)OC(=O)C=CC1=CC=CC=C1)CO)C)O)O)C)C)OC1C(C(C(C(O1)C)OC(=O)C(C)CC)OC(=O)C=CC1=CC=CC=C1)O)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCC(=O)O[C@@H]1[C@@H]([C@H]([C@@H](O[C@H]1O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O)O)O[C@@H]3[C@H]([C@H]([C@H](O[C@H]3O[C@@H](CCCCC)CCCCCCCCCC(=O)O[C@@H]4[C@H](O[C@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H]([C@@H](O[C@H]([C@@H]5OC(=O)CCCCCCCCCCC)O[C@H]6[C@@H](O[C@@H]7[C@@H]([C@@H]6O)OC(=O)CCCCCCCCC[C@@H](O[C@H]8[C@H](O7)[C@H]([C@H]([C@H](O8)C)O)O)CCCCC)C)C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)OC(=O)[C@@H](C)CC)O)OC(=O)/C=C/C1=CC=CC=C1)CO)C)O)O)C)C)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)OC(=O)[C@@H](C)CC)OC(=O)/C=C/C1=CC=CC=C1)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C144H232O52/c1-17-23-27-29-31-33-39-45-61-73-99(149)185-131-129(195-136-111(161)106(156)105(155)95(79-145)179-136)121(191-138-116(166)124(120(88(14)172-138)188-134(168)82(8)22-6)182-101(151)77-75-91-63-53-49-54-64-91)89(15)175-143(131)189-117-85(11)171-135(112(162)109(117)159)193-125-107(157)103(153)83(9)169-139(125)177-93(67-51-25-19-3)69-57-43-37-35-41-47-59-71-97(147)181-123-96(80-146)180-137(113(163)110(123)160)196-130-122(192-141-127(184-102(152)78-76-92-65-55-50-56-66-92)114(164)118(86(12)173-141)187-133(167)81(7)21-5)90(16)176-144(132(130)186-100(150)74-62-46-40-34-32-30-28-24-18-2)190-119-87(13)174-142-128(115(119)165)183-98(148)72-60-48-42-36-38-44-58-70-94(68-52-26-20-4)178-140-126(194-142)108(158)104(154)84(10)170-140/h49-50,53-56,63-66,75-78,81-90,93-96,103-132,135-146,153-166H,17-48,51-52,57-62,67-74,79-80H2,1-16H3/b77-75+,78-76+/t81-,82-,83+,84+,85-,86-,87-,88-,89-,90-,93-,94-,95+,96+,103-,104-,105+,106-,107-,108-,109-,110+,111+,112+,113+,114+,115+,116+,117-,118-,119-,120-,121-,122-,123+,124-,125+,126+,127+,128+,129+,130+,131+,132+,135-,136-,137-,138-,139-,140-,141-,142-,143-,144-/m0/s1
• InChI Key: FQYZTZXSIFWAPT-NMRWSHIASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄₄H₂₃₂O₅₂
• Molecular Weight: 2795.30 g/mol
• Exact Mass: 2794.5543224 g/mol
• Topological Polar Surface Area (TPSA): 719.00 Ų
• XlogP: 20.20

Synonyms

• Purgin I
• CHEMBL2336642

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.58%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.56%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.70%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.32%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.17%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.02%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	95.27%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.25%	89.00%
CHEMBL3524	P56524	Histone deacetylase 4	93.92%	92.97%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.80%	83.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.54%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.68%	93.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.97%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.49%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.43%	97.79%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.15%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	90.04%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.88%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.48%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.34%	91.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.10%	96.47%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	87.07%	96.37%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.70%	85.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.53%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.29%	99.23%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.66%	96.25%
CHEMBL5028	O14672	ADAM10	83.36%	97.50%
CHEMBL321	P14780	Matrix metalloproteinase 9	83.22%	92.12%
CHEMBL1951	P21397	Monoamine oxidase A	83.13%	91.49%
CHEMBL325	Q13547	Histone deacetylase 1	82.38%	95.92%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.77%	92.08%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.50%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.81%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.08%	90.24%

Plants that contains it

• Ipomoea purga

Cross-Links

• PubChem: 53355581
• LOTUS: LTS0078977
• wikiData: Q27136049