((1R,4aR,7S,8aS,10aS)-1,4a,7-trimethyl-7-vinyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydrophenanthren-1-yl)methanol

Details

• Internal ID: 701496d5-323f-4e6c-97ff-dd57eae1a96a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,4aR,7S,8aS,10aS)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2H-phenanthren-1-yl]methanol
• SMILES (Canonical): CC1(CCCC2(C1CCC3C2=CCC(C3)(C)C=C)C)CO
• SMILES (Isomeric): C[C@]1(CCC[C@@]2([C@@H]1CC[C@@H]3C2=CC[C@](C3)(C)C=C)C)CO
• InChI: InChI=1S/C20H32O/c1-5-18(2)12-9-16-15(13-18)7-8-17-19(3,14-21)10-6-11-20(16,17)4/h5,9,15,17,21H,1,6-8,10-14H2,2-4H3/t15-,17+,18-,19-,20-/m0/s1
• InChI Key: YSFNIVKHYKBKHI-ZDNSCYFHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O
• Molecular Weight: 288.50 g/mol
• Exact Mass: 288.245315640 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 5.60

Synonyms

• SCHEMBL267115
• BDBM50241877
• ((1R,4aR,7S,8aS,10aS)-1,4a,7-trimethyl-7-vinyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydrophenanthren-1-yl)methanol

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2808	Q13133	LXR-alpha	390 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.79%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.51%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.74%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.65%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.91%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.75%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	85.29%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.31%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.96%	95.38%
CHEMBL2581	P07339	Cathepsin D	82.95%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	81.68%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.30%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.03%	90.24%
CHEMBL4208	P20618	Proteasome component C5	80.29%	90.00%

Plants that contains it

• Maytenus magellanica
• Mikania triangularis

Cross-Links

• PubChem: 14239481
• LOTUS: LTS0053603
• wikiData: Q105359578