[(1R,4S,5R,6S)-6-acetyloxy-5-benzoyloxy-1,4-dihydroxycyclohex-2-en-1-yl]methyl benzoate

Details

• Internal ID: 91affc45-37fa-4f3f-bde4-e98282686e91
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,4S,5R,6S)-6-acetyloxy-5-benzoyloxy-1,4-dihydroxycyclohex-2-en-1-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C(C(C=CC1(COC(=O)C2=CC=CC=C2)O)O)OC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H]([C@H](C=C[C@]1(COC(=O)C2=CC=CC=C2)O)O)OC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C23H22O8/c1-15(24)30-20-19(31-22(27)17-10-6-3-7-11-17)18(25)12-13-23(20,28)14-29-21(26)16-8-4-2-5-9-16/h2-13,18-20,25,28H,14H2,1H3/t18-,19+,20-,23+/m0/s1
• InChI Key: VBAXWWJTLJNJHX-FAKFISEUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₈
• Molecular Weight: 426.40 g/mol
• Exact Mass: 426.13146766 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9610	96.10%
Caco-2	-	0.7800	78.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9041	90.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4588	45.88%
P-glycoprotein inhibitior	+	0.6362	63.62%
P-glycoprotein substrate	-	0.8470	84.70%
CYP3A4 substrate	+	0.5517	55.17%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	-	0.9383	93.83%
CYP2C9 inhibition	-	0.7533	75.33%
CYP2C19 inhibition	-	0.8636	86.36%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	-	0.6231	62.31%
CYP inhibitory promiscuity	-	0.8796	87.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7759	77.59%
Carcinogenicity (trinary)	Non-required	0.6826	68.26%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.8746	87.46%
Skin irritation	-	0.8459	84.59%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5435	54.35%
Micronuclear	+	0.5551	55.51%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6509	65.09%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5814	58.14%
Acute Oral Toxicity (c)	III	0.7866	78.66%
Estrogen receptor binding	+	0.6977	69.77%
Androgen receptor binding	-	0.5713	57.13%
Thyroid receptor binding	-	0.5585	55.85%
Glucocorticoid receptor binding	+	0.5837	58.37%
Aromatase binding	-	0.6501	65.01%
PPAR gamma	-	0.4887	48.87%
Honey bee toxicity	-	0.8769	87.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.9707	97.07%

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	97.28%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.26%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.48%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.75%	94.62%
CHEMBL5028	O14672	ADAM10	87.67%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.73%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.59%	81.11%
CHEMBL4208	P20618	Proteasome component C5	81.20%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.14%	91.11%

Plants that contains it

• Uvaria rufa

Cross-Links

• PubChem: 101407915
• LOTUS: LTS0014595
• wikiData: Q105283131