28,29-Dihydroxyfriedelan-3-one

Details

• Internal ID: 35bf2e0c-09a9-4b3c-adc9-4c30d4c89613
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4R,4aS,6aS,6aS,6bR,8aR,11R,12aS,14aS,14bS)-8a,11-bis(hydroxymethyl)-4,4a,6a,6b,11,14a-hexamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one
• SMILES (Canonical): CC1C(=O)CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)CO)CO)C)C)C)C
• SMILES (Isomeric): C[C@H]1C(=O)CC[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4C[C@](CC5)(C)CO)CO)C)C)C)C
• InChI: InChI=1S/C30H50O3/c1-20-21(33)7-8-22-26(20,3)10-9-23-27(22,4)12-13-29(6)24-17-25(2,18-31)11-15-30(24,19-32)16-14-28(23,29)5/h20,22-24,31-32H,7-19H2,1-6H3/t20-,22+,23-,24-,25+,26+,27-,28+,29-,30+/m0/s1
• InChI Key: ZMSNKXDPESNSSS-CUKXIHTOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.60

Synonyms

• CHEBI:65788
• 28,29-dihydroxy-D:A-friedooleanan-3-one
• (4R,4aS,6aS,6bR,8aR,11R,12aS,12bS,14aS,14bS)-8a,11-bis(hydroxymethyl)-4,4a,6b,11,12b,14a-hexamethylicosahydropicen-3(2H)-one
• CHEMBL516147
• 28,29-Dihydroxyfriedelane-3-one
• DTXSID001121425
• Q27134278
• (4beta,5beta,8alpha,9beta,10alpha,13alpha,14beta,20alpha)-28,29-Dihydroxy-5,9,13-trimethyl-24,25,26-trinoroleanan-3-one
• (4R,4aS,6aS,6aS,6bR,8aR,11R,12aS,14aS,14bS)-8a,11-bis(hydroxymethyl)-4,4a,6a,6b,11,14a-hexamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one
• 83692-08-4

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	93.80%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.30%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.39%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.71%	82.69%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.25%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.51%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	83.51%	98.03%
CHEMBL1871	P10275	Androgen Receptor	82.63%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	81.52%	94.75%

Plants that contains it

• Euonymus revolutus
• Gymnosporia diversifolia
• Tripterygium wilfordii

Cross-Links

• PubChem: 21636460
• NPASS: NPC260319
• ChEMBL: CHEMBL516147
• LOTUS: LTS0092722
• wikiData: Q27134278