Zeylenol

Details

• Internal ID: fae9fc78-c6dc-4d46-ba0b-75c7f5cfd4b9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,2S,5R,6S)-5-benzoyloxy-1,2,6-trihydroxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)OCC2(C(C=CC(C2O)OC(=O)C3=CC=CC=C3)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)OC[C@]2([C@H](C=C[C@H]([C@@H]2O)OC(=O)C3=CC=CC=C3)O)O
• InChI: InChI=1S/C21H20O7/c22-17-12-11-16(28-20(25)15-9-5-2-6-10-15)18(23)21(17,26)13-27-19(24)14-7-3-1-4-8-14/h1-12,16-18,22-23,26H,13H2/t16-,17+,18+,21-/m1/s1
• InChI Key: AWCUZBLYCWUTRL-OEMYIYORSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.12090297 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 1.50

Synonyms

• 78804-17-8
• (-)-Zeylenol
• ((1R,2S,5R,6S)-5-(Benzoyloxy)-1,2,6-trihydroxycyclohex-3-en-1-yl)methyl benzoate
• [(1R,2S,5R,6S)-5-benzoyloxy-1,2,6-trihydroxycyclohex-3-en-1-yl]methyl benzoate
• ((1R,2S,5R,6S)-5-(Benzoyloxy)-1,2,6-trihydroxycyclo-hex-3-en-1-yl)methyl benzoate
• Zeylenol, (-)-
• UVM7L54PBC
• CHEMBL4469789
• DTXSID70451085
• HY-N2052
• AKOS016010698
• CS-0018541
• A864959
• ((1R,2S,5R,6S)-5-(Benzoyloxy)-1,2,6-trihydroxycyclohex-3-en-1-yl)methylbenzoate
• (1R,4S,5R,6S)-5-[(Benzoyloxy)methyl]-4,5,6-trihydroxycyclohex-2-en-1-yl benzoate
• 5-Cyclohexene-1,2,3,4-tetrol, 2-[(benzoyloxy)methyl]-, 4-benzoate, (1S,2R,3S,4R)-
• 5-Cyclohexene-1,2,3,4-tetrol, 2-[(benzoyloxy)methyl]-, 4-benzoate, [1S-(1alpha,2beta,3beta,4alpha)]-

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
CHEMBL221	P23219	Cyclooxygenase-1	96.83%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.10%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.27%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.51%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.49%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.97%	95.56%
CHEMBL5028	O14672	ADAM10	83.20%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.05%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.94%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.42%	82.69%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.58%	83.00%
CHEMBL2535	P11166	Glucose transporter	80.23%	98.75%

Plants that contains it

• Kaempferia rotunda
• Uvaria grandiflora
• Uvaria kweichowensis
• Uvaria rufa

Cross-Links

• PubChem: 10992619
• LOTUS: LTS0120621
• wikiData: Q72516828