[(3R,4R,5R,6S)-3-benzoyloxy-4,5,6-trihydroxycyclohexen-1-yl]methyl benzoate

Details

• Internal ID: 92d26d7f-af93-47e3-974c-981d4f9c8975
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(3R,4R,5R,6S)-3-benzoyloxy-4,5,6-trihydroxycyclohexen-1-yl]methyl benzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)OCC2=CC(C(C(C2O)O)O)OC(=O)C3=CC=CC=C3
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)OCC2=C[C@H]([C@@H]([C@@H]([C@H]2O)O)O)OC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C21H20O7/c22-17-15(12-27-20(25)13-7-3-1-4-8-13)11-16(18(23)19(17)24)28-21(26)14-9-5-2-6-10-14/h1-11,16-19,22-24H,12H2/t16-,17+,18+,19-/m1/s1
• InChI Key: MTZMTXAEPNABRC-YDZRNGNQSA-N
• Popularity: 1 reference 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: 1.10
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6797	67.97%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8176	81.76%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.9284	92.84%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7588	75.88%
BSEP inhibitior	-	0.6235	62.35%
P-glycoprotein inhibitior	-	0.6454	64.54%
P-glycoprotein substrate	-	0.9029	90.29%
CYP3A4 substrate	-	0.5326	53.26%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8118	81.18%
CYP3A4 inhibition	-	0.9494	94.94%
CYP2C9 inhibition	-	0.6011	60.11%
CYP2C19 inhibition	-	0.8413	84.13%
CYP2D6 inhibition	-	0.8791	87.91%
CYP1A2 inhibition	-	0.6122	61.22%
CYP2C8 inhibition	+	0.6226	62.26%
CYP inhibitory promiscuity	-	0.6983	69.83%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8476	84.76%
Carcinogenicity (trinary)	Non-required	0.7387	73.87%
Eye corrosion	-	0.9956	99.56%
Eye irritation	-	0.7660	76.60%
Skin irritation	-	0.7971	79.71%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6042	60.42%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6715	67.15%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5946	59.46%
Acute Oral Toxicity (c)	III	0.5584	55.84%
Estrogen receptor binding	-	0.5273	52.73%
Androgen receptor binding	-	0.5958	59.58%
Thyroid receptor binding	-	0.7121	71.21%
Glucocorticoid receptor binding	-	0.6040	60.40%
Aromatase binding	-	0.6816	68.16%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7977	79.77%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.88%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.92%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.46%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.23%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.43%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.39%	94.62%
CHEMBL2535	P11166	Glucose transporter	86.94%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.07%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.66%	94.23%
CHEMBL3891	P07384	Calpain 1	81.19%	93.04%

Plants that contains it

• Uvaria calamistrata

Cross-Links

• PubChem: 46894361
• LOTUS: LTS0124835
• wikiData: Q105172001