[(1S,5S,6R)-6-benzoyloxy-5-hydroxycyclohex-3-en-1-yl]methyl benzoate

Details

• Internal ID: a5213e0d-729d-4d32-a49e-853066ecf1a6
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,5S,6R)-6-benzoyloxy-5-hydroxycyclohex-3-en-1-yl]methyl benzoate
• SMILES (Canonical): C1C=CC(C(C1COC(=O)C2=CC=CC=C2)OC(=O)C3=CC=CC=C3)O
• SMILES (Isomeric): C1C=C[C@@H]([C@@H]([C@@H]1COC(=O)C2=CC=CC=C2)OC(=O)C3=CC=CC=C3)O
• InChI: InChI=1S/C21H20O5/c22-18-13-7-12-17(14-25-20(23)15-8-3-1-4-9-15)19(18)26-21(24)16-10-5-2-6-11-16/h1-11,13,17-19,22H,12,14H2/t17-,18-,19+/m0/s1
• InChI Key: LMUFXSQJLXONDZ-GBESFXJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₅
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9277	92.77%
Caco-2	-	0.5712	57.12%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8987	89.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6656	66.56%
P-glycoprotein inhibitior	-	0.7559	75.59%
P-glycoprotein substrate	-	0.8932	89.32%
CYP3A4 substrate	-	0.5365	53.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7931	79.31%
CYP3A4 inhibition	-	0.8911	89.11%
CYP2C9 inhibition	-	0.5486	54.86%
CYP2C19 inhibition	-	0.7562	75.62%
CYP2D6 inhibition	-	0.8745	87.45%
CYP1A2 inhibition	-	0.7503	75.03%
CYP2C8 inhibition	-	0.7531	75.31%
CYP inhibitory promiscuity	-	0.6735	67.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7525	75.25%
Carcinogenicity (trinary)	Non-required	0.6972	69.72%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.6712	67.12%
Skin irritation	-	0.7312	73.12%
Skin corrosion	-	0.9824	98.24%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4618	46.18%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7158	71.58%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.8024	80.24%
Acute Oral Toxicity (c)	III	0.7247	72.47%
Estrogen receptor binding	+	0.6391	63.91%
Androgen receptor binding	-	0.6687	66.87%
Thyroid receptor binding	-	0.7851	78.51%
Glucocorticoid receptor binding	-	0.8767	87.67%
Aromatase binding	-	0.7247	72.47%
PPAR gamma	-	0.6228	62.28%
Honey bee toxicity	-	0.9137	91.37%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9912	99.12%

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	93.96%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.25%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.23%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.98%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.67%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.46%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	86.77%	83.82%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.64%	83.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.75%	96.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.94%	94.23%
CHEMBL4208	P20618	Proteasome component C5	82.67%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.15%	95.56%

Plants that contains it

• Uvaria grandiflora

Cross-Links

• PubChem: 163049506
• LOTUS: LTS0265725
• wikiData: Q105154146