(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a,9-diol

Details

• Internal ID: 02c12008-9ea6-487e-af7a-7807cce5c09f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a,9-diol
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)O
• InChI: InChI=1S/C29H48O2/c1-18(2)19-10-15-29(31)17-16-27(6)20(24(19)29)8-9-22-26(5)13-12-23(30)25(3,4)21(26)11-14-28(22,27)7/h19-24,30-31H,1,8-17H2,2-7H3/t19-,20+,21-,22+,23-,24+,26-,27+,28+,29-/m0/s1
• InChI Key: QMYGTTSPVRKRJP-SKEMKGFNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₂
• Molecular Weight: 428.70 g/mol
• Exact Mass: 428.365430770 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.70

Synonyms

• 28-Nor-20(29)-lupene-diol
• 202651-66-9
• 28-Norlup-20(29)-ene-3beta,17beta-diol

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
CHEMBL241	Q14432	Phosphodiesterase 3A	92.52%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.45%	82.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.42%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	89.10%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	88.12%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.22%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.16%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.86%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	82.38%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.20%	97.09%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	82.14%	95.42%
CHEMBL3524	P56524	Histone deacetylase 4	81.04%	92.97%
CHEMBL233	P35372	Mu opioid receptor	80.71%	97.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.54%	92.86%
CHEMBL259	P32245	Melanocortin receptor 4	80.51%	95.38%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.32%	98.99%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.21%	95.50%

Plants that contains it

• Albertisia papuana
• Artemisia biennis
• Astragalus asper
• Aulacomnium androgynum
• Cosmos pringlei
• Dahlstedtia araripensis
• Daphnopsis macrophylla
• Derris trifoliata
• Dioscorea althaeoides
• Drimia maritima
• Erythrina sacleuxii
• Ficus salicifolia
• Gardneria nutans
• Glycyrrhiza lepidota
• Lafoensia glyptocarpa
• Lonchocarpus parviflorus
• Magnolia sprengeri
• Melaleuca ericifolia
• Melaleuca leucadendra
• Osteophloeum platyspermum
• Taraxacum bicorne
• Valeriana fedtschenkoi

Cross-Links

• PubChem: 15838686
• NPASS: NPC42853
• ChEMBL: CHEMBL488988
• LOTUS: LTS0130253
• wikiData: Q105224249