(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-hydroperoxy-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]chrysen-9-ol

Details

• Internal ID: dba1330e-ee85-4448-9fef-22317b5e8d59
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-hydroperoxy-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]chrysen-9-ol
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)OO
• 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)OO
• InChI: InChI=1S/C29H48O3/c1-18(2)19-10-15-29(32-31)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: FVDRNFUZMPYFPK-SKEMKGFNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₃
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.36034539 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 7.70

Synonyms

• 17beta-Hydroperoxy-28-norlupa-20(29)-ene-3beta-ol

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
CHEMBL240	Q12809	HERG	94.61%	89.76%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.37%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.62%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.01%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.50%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.06%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	87.59%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.24%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	86.59%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.54%	82.69%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.33%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.84%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.77%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.51%	91.11%
CHEMBL204	P00734	Thrombin	84.32%	96.01%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.87%	97.25%
CHEMBL1871	P10275	Androgen Receptor	83.47%	96.43%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.27%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.14%	97.09%
CHEMBL233	P35372	Mu opioid receptor	82.75%	97.93%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	82.06%	95.42%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.41%	97.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.54%	96.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.23%	99.18%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.05%	100.00%

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
• Osteophloeum platyspermum
• Taraxacum bicorne
• Valeriana fedtschenkoi

Cross-Links

• PubChem: 25136233
• NPASS: NPC49599
• ChEMBL: CHEMBL489600
• LOTUS: LTS0050222
• wikiData: Q105002306