Methylprotodioscin

Details

• Internal ID: 2ff1cf7d-6320-401a-b624-3297976314ad
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,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]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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)OC7C(C(C(C(O7)C)O)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)OC
• 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[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)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)OC
• InChI: InChI=1S/C52H86O22/c1-21(20-66-46-40(61)39(60)36(57)31(18-53)70-46)10-15-52(65-7)22(2)33-30(74-52)17-29-27-9-8-25-16-26(11-13-50(25,5)28(27)12-14-51(29,33)6)69-49-45(73-48-42(63)38(59)35(56)24(4)68-48)43(64)44(32(19-54)71-49)72-47-41(62)37(58)34(55)23(3)67-47/h8,21-24,26-49,53-64H,9-20H2,1-7H3/t21-,22+,23+,24+,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+,52-/m1/s1
• InChI Key: HSSJYSJXBOCKQM-GVTGEURHSA-N
• Popularity: 47 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₆O₂₂
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.56107437 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: -0.70

Synonyms

• Methyl protodioscin
• 54522-52-0
• 1VJB6VV6IA
• CHEBI:81110
• CCRIS 4125
• C52H86O22
• NSC-698790
• C52-H86-O22
• UNII-1VJB6VV6IA
• 22-METHOXYLPROTODIOSCIN
• CHEMBL453625
• 22-O-METHYLPROTODIOSCIN
• DTXSID301031695
• beta-D-Glucopyranoside, (3beta,25R)-26-(beta-D-glucopyranosyloxy)-22-methoxyfurost-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(6-deoxy-alpha-L-mannopyranosyl-(1-4))-
• EX-A3795
• HY-N0863
• CCG-270624
• CS-3910
• MS-31916
• S9300
• C17468
• Q27155066
• (3.BETA.,22.ALPHA.,25R)-26-(.BETA.-D-GLUCOPYRANOSYLOXY)-22-METHOXYFUROST-5-EN-3-YL O-6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->2)-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->4))-.BETA.-D-GLUCOPYRANOSIDE
• .BETA.-D-GLUCOPYRANOSIDE, (3.BETA.,22.ALPHA.,25R)-26-(.BETA.-D-GLUCOPYRANOSYLOXY)-22-METHOXYFUROST-5-EN-3-YL O-6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->2)-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->4))-
• 3.BETA.,26-DIHYDROXY-22.ALPHA.-METHOXYFUROST-5-ENE 3-O-.BETA.-CHACOTRIOSIDE 26-O-.BETA.-D-GLUCOPYRANOSIDE

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	99.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.70%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.74%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.35%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.83%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.75%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.16%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.98%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.33%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.35%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.00%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.81%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.68%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.61%	96.61%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.06%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	86.92%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.33%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.07%	94.75%
CHEMBL237	P41145	Kappa opioid receptor	84.81%	98.10%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.52%	98.46%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.23%	98.05%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.00%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.40%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.15%	94.00%
CHEMBL1871	P10275	Androgen Receptor	81.27%	96.43%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.19%	92.86%
CHEMBL4581	P52732	Kinesin-like protein 1	80.69%	93.18%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.67%	97.29%

Plants that contains it

• Aconitum forrestii
• Adenium obesum
• Berkheya radula
• Borassus flabellifer
• Buxus rolfei
• Calocedrus macrolepis
• Calophyllum lanigerum
• Canarium muelleri
• Capsicum baccatum
• Carissa spinarum
• Chamaerops humilis
• Clintonia udensis
• Conioselinum tataricum
• Daphniphyllum subverticillatum
• Dioscorea nipponica
• Dioscorea panthaica
• Dioscorea pseudojaponica
• Dioscorea spongiosa
• Dioscorea villosa
• Dracaena concinna
• Dracaena draco
• Euphorbia wallichii
• Garcinia latissima
• Gentianella bellidifolia
• Lycopodium paniculatum
• Lygodium flexuosum
• Marchantia polymorpha
• Microlepia marginata
• Mikania oblongifolia
• Mollugo cerviana
• Nageia wallichiana
• Neoboutonia mannii
• Parkia javanica
• Paullinia pinnata
• Piper puberulum
• Polygonatum zanlanscianense
• Ranunculus bulbosus
• Rhapis humilis
• Salvia viridis
• Sarcococca hookeriana
• Sideritis condensata
• Smilax china
• Smilax menispermoidea
• Solanum virginianum
• Trillium erectum

Cross-Links

• PubChem: 11263254
• NPASS: NPC22779
• ChEMBL: CHEMBL453625
• LOTUS: LTS0248418
• wikiData: Q27155066