(2'S,3'R,6'R)-2',3'-Dihydro-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethylspiro(cyclopropane-1,5'-(5H)inden)-7'(6'H)-one

Details

• Internal ID: 02952155-fb7f-4ff2-98ea-abc8dbb14db9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
• IUPAC Name: (1R,2S,5R)-1,5-dihydroxy-2-(hydroxymethyl)-2,5,7-trimethylspiro[1H-indene-6,1'-cyclopropane]-4-one
• InChI: InChI=1S/C15H20O4/c1-8-10-9(6-13(2,7-16)12(10)18)11(17)14(3,19)15(8)4-5-15/h6,12,16,18-19H,4-5,7H2,1-3H3/t12-,13+,14+/m1/s1
• InChI Key: DDLLIYKVDWPHJI-RDBSUJKOSA-N
• Popularity: 57 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.10

Synonyms

• 1149-99-1
• Lampterol
• (-)-Illudin S
• EWJ0GY2H7X
• DR-15978
• CHEBI:5867
• NSC400979
• NSC-400979
• (-)-1alpha,7beta,12-trihydroxy-2,9-illudadien-8-one
• Lunamycin
• Illudine S
• UNII-EWJ0GY2H7X
• CCRIS 3540
• NSC-626369
• NSC 400979
• NSC 626369
• BRN 2336420
• ILLUDIN S [MI]
• LUNAMYCIN (OBSOLETE)
• CHEMBL509170
• SCHEMBL1743370
• DDLLIYKVDWPHJI-RDBSUJKOSA-N
• DTXSID601031301
• EX-A5056
• AKOS040745210
• LMPR0103590002
• (1R,2S,5R)-1,5-dihydroxy-2-(hydroxymethyl)-2,5,7-trimethylspiro[1H-indene-6,1'-cyclopropane]-4-one
• AC-36761
• NCI60_003751
• HY-125098
• CS-0089316
• C09688
• J-003167
• Q27106920
• (2'S,3'R,6'R)-2',3'-Dihydro-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethylspiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one
• (2'S,3'R,6'R)-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-2',3',6',7'-tetrahydrospiro[cyclopropane-1,5'-inden]-7'-one
• (2'S-(2'.ALPHA.,3'.BETA.,6'.ALPHA.))-2',3'-DIHYDRO-3',6'-DIHYDROXY-2'-(HYDROXYMETHYL)-2',4',6'-TRIMETHYLSPIRO(CYCLOPROPANE-1,5'-(5H)INDEN)-7'(6'H)-ONE
• 2',3'-Dihydro-2',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethylspiro(cyclopropane-1,5'-(5H)inden)-7'(6'H)-one
• SPIRO(CYCLOPROPANE-1,5'-(5H)INDEN)-7'(6'H)-ONE, 2',3'-DIHYDRO-3',6'-DIHYDROXY-2'-(HYDROXYMETHYL)-2',4',6'-TRIMETHYL-, (2'S,3'R,6'R)-
• Spiro(cyclopropane-1,5'-(5H)inden)-7'(6'H)-one, 2',3'-dihydro-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-, (2'S-(2'alpha,3'beta,6'alpha))-
• Spiro[cyclopropane-1, 2',3'-dihydro-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-
• Spiro[cyclopropane-1, 2',3'-dihydro-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-, [2'S-(2'.alpha.,3'.beta.,6'.alpha.)]-
• Sprio(cyclopropane-1,5'-(5H)inden)-7'(6'H)-one, 2',3'-dihydro-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-, (2'S,3'R,6'R)-

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
CHEMBL230	P35354	Cyclooxygenase-2	97.46%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.70%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.69%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	87.45%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	87.29%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.47%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	86.38%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.36%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.53%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.30%	91.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.94%	96.90%
CHEMBL1871	P10275	Androgen Receptor	80.90%	96.43%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.82%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.21%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 344200
• LOTUS: LTS0135069
• wikiData: Q27106920