Protogracillin(P)

Details

• Internal ID: d102d3eb-466c-425c-a8e5-b2e196e9e220
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)O[C@@]1(CC[C@@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O
• InChI: InChI=1S/C51H84O23/c1-20(19-66-45-40(62)38(60)34(56)29(16-52)69-45)8-13-51(65)21(2)32-28(74-51)15-27-25-7-6-23-14-24(9-11-49(23,4)26(25)10-12-50(27,32)5)68-48-44(73-46-41(63)37(59)33(55)22(3)67-46)43(36(58)31(18-54)71-48)72-47-42(64)39(61)35(57)30(17-53)70-47/h6,20-22,24-48,52-65H,7-19H2,1-5H3/t20-,21+,22+,24+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34-,35-,36-,37-,38+,39+,40-,41-,42-,43+,44-,45-,46+,47+,48-,49+,50+,51-/m1/s1
• InChI Key: GMCGZPQYTRHQRU-DKWQWWTLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₄O₂₃
• Molecular Weight: 1065.20 g/mol
• Exact Mass: 1064.54033892 g/mol
• Topological Polar Surface Area (TPSA): 366.00 Ų
• XlogP: -1.20

Synonyms

• 54848-30-5
• PROTOGRACILLIN(P)
• CHEBI:8590
• (3beta,22alpha,25R)-26-(beta-D-Glucopyranosyloxy)-22-hydroxyfurost-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-O-[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside
• Proto-Gracillin
• (3beta,22R,25R)-26-(beta-D-glucopyranosyloxy)-22-hydroxyfurost-5-en-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-glucopyranoside
• CHEMBL2071193
• C08908
• DTXSID301317279
• HY-N4271
• AKOS040750452
• MS-31918
• CS-0032600
• Q27108101

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.54%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.78%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.72%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.63%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.78%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.42%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.73%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.78%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.92%	89.05%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.72%	92.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.48%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.02%	97.25%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.81%	94.08%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.02%	98.46%
CHEMBL1937	Q92769	Histone deacetylase 2	84.01%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.68%	96.61%
CHEMBL242	Q92731	Estrogen receptor beta	83.38%	98.35%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.99%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.66%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.58%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.40%	92.50%
CHEMBL237	P41145	Kappa opioid receptor	81.34%	98.10%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.30%	98.05%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.58%	94.23%
CHEMBL4581	P52732	Kinesin-like protein 1	80.56%	93.18%

Plants that contains it

• Allium fistulosum
• Dioscorea collettii var. hypoglauca
• Dioscorea futschauensis
• Dioscorea nipponica
• Dioscorea panthaica
• Dioscorea septemloba
• Dioscorea spongiosa
• Paris polyphylla

Cross-Links

• PubChem: 441892
• NPASS: NPC102016
• ChEMBL: CHEMBL2071193
• LOTUS: LTS0195047
• wikiData: Q27108101