Protopanaxatriol

Details

• Internal ID: a9684768-4383-432c-96fd-14a8fc25e596
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)O)C
• SMILES (Isomeric): CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)O)C)O)C
• InChI: InChI=1S/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20+,21-,22+,23-,24-,25-,27+,28+,29+,30-/m0/s1
• InChI Key: SHCBCKBYTHZQGZ-CJPZEJHVSA-N
• Popularity: 156 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₄
• Molecular Weight: 476.70 g/mol
• Exact Mass: 476.38656014 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 5.90

Synonyms

• 34080-08-5
• Protopanaxatriol
• 20(S)-protopanaxatriol
• Protopanaxtriol
• 20S-Protopanaxatriol
• g-PPT
• ZMK19P3WMP
• 20(S)-APPT
• CHEBI:75951
• dammar-24-ene-3beta,6alpha,12beta,20-tetrol
• (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol
• 20(S)-APPT;g-PPT
• hemomex-s
• MFCD11041271
• UNII-ZMK19P3WMP
• CHEMBL255683
• 3-Deoxy-3-oxo-20(S)-protopanaxatriol; 3-Keto-20(S)-protopanaxatriol
• SCHEMBL12935862
• DTXSID30955635
• HY-N0835
• PANAXOSIDE A AGLYCONE A.PHI.
• AKOS030526137
• protopanaxatriol-type ginsenoside aglycone
• AC-33941
• AS-56622
• C20716
• Q27896342
• (3beta,6alpha,12beta)-dammar-24-ene-3,6,12,20-tetrol
• Dammar-24-ene-3,6,12,20-tetrol, (3beta,6alpha,12beta)-
• (3.BETA.,6.ALPHA.,12.BETA.)-DAMMAR-24-ENE-3,6,12,20-TETROL
• DAMMAR-24-ENE-3,6,12,20-TETROL, (3.BETA.,6.ALPHA.,12.BETA.)-
• DAMMAR-24-ENE-3.BETA.,6.ALPHA.,12.BETA.,20-TETROL, (20S)-

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.67%	97.25%
CHEMBL1914	P06276	Butyrylcholinesterase	97.26%	95.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.54%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.44%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.80%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	89.15%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.66%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.21%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.92%	95.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.59%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	85.29%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.04%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.97%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.08%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.30%	95.50%
CHEMBL2581	P07339	Cathepsin D	81.51%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.20%	100.00%
CHEMBL1871	P10275	Androgen Receptor	80.10%	96.43%

Plants that contains it

• Gynostemma pentaphyllum
• Panax ginseng
• Panax notoginseng

Cross-Links

• PubChem: 11468733
• NPASS: NPC236237
• ChEMBL: CHEMBL255683
• LOTUS: LTS0067702
• wikiData: Q27896342