Lyoniol-A

Details

• Internal ID: d5d125d4-2751-4061-a875-259f02787956
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Grayanoids
• IUPAC Name: [(1R,2S,3R,4R,6R,8S,9S,10R,11R,14R,15R)-3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.01,11.04,9.06,8]heptadecan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C2(C(C3C(C2(C)C)O3)C(C4C15CC(CC4)C(C5)(C)O)(C)O)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@]2([C@@H]([C@H]3[C@@H](C2(C)C)O3)[C@]([C@H]4[C@]15C[C@@H](CC4)[C@](C5)(C)O)(C)O)O)O
• InChI: InChI=1S/C22H34O7/c1-10(23)28-17-15(24)22(27)14(13-16(29-13)18(22,2)3)20(5,26)12-7-6-11-8-21(12,17)9-19(11,4)25/h11-17,24-27H,6-9H2,1-5H3/t11-,12+,13+,14+,15-,16+,17-,19-,20-,21-,22+/m1/s1
• InChI Key: IONWCZKSTMAXMV-CRRNJOFASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₇
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.23045342 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.30

Synonyms

• 31136-61-5
• [(1R,2S,3R,4R,6R,8S,9S,10R,11R,14R,15R)-3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.01,11.04,9.06,8]heptadecan-2-yl] acetate
• ((1R,2S,3R,4R,6R,8S,9S,10R,11R,14R,15R)-3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo(12.2.1.01,11.04,9.06,8)heptadecan-2-yl) acetate
• RefChem:922500
• Grayanotoxane-5,6,7,10,16-pentol, 2,3-epoxy-, 7-acetate, (2beta,3beta,6beta,7alpha)-
• BRN 5637282
• orb1696245
• DTXSID00953229
• AKOS040752811
• Grayanotoxane-5,6,7,10,16-pentol, 2,3-epoxy-, 6-acetate, (2-beta,3-beta,6-beta,7-alpha)-
• 7,9a-Methano-9aH-cyclopenta(b)heptalene-4,8,10,11,11a(1H)-pentol, 2,3-epoxydodecahydro-1,1,4,8-tetramethyl-, 11-acetate, (2R,3S,3as,4R,4ar,7R,8R,9ar,10S,11R,11aR)-
• NS00093898
• T33037
• 5,6,10,16-Tetrahydroxy-2,3-epoxygrayanotoxan-7-yl acetate
• 5,6beta,10,16-Tetrahydroxy-2beta,3beta-2,3-epoxygrayanotoxan-7alpha-yl acetate

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.44%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.37%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.07%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	87.38%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.95%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.42%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.68%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.26%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.89%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.16%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.57%	97.28%

Plants that contains it

• Kalmia latifolia
• Lyonia ovalifolia

Cross-Links

• PubChem: 161699
• LOTUS: LTS0197211
• wikiData: Q82932013