[(1S,2S,3S,4S,5R,6R)-4-benzoyloxy-2,3,5-trihydroxy-7-oxabicyclo[4.1.0]heptan-1-yl]methyl benzoate

Details

• Internal ID: d4e8e441-93c5-48f1-b507-ee8019d9a4a1
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,2S,3S,4S,5R,6R)-4-benzoyloxy-2,3,5-trihydroxy-7-oxabicyclo[4.1.0]heptan-1-yl]methyl benzoate
• InChI: InChI=1S/C21H20O8/c22-14-16(28-20(26)13-9-5-2-6-10-13)15(23)18-21(29-18,17(14)24)11-27-19(25)12-7-3-1-4-8-12/h1-10,14-18,22-24H,11H2/t14-,15-,16+,17+,18-,21+/m1/s1
• InChI Key: MJGAWEWLKZQGDP-WPJCTDPYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₈
• Molecular Weight: 400.40 g/mol
• Exact Mass: 400.11581759 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 8
• 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	-	0.6157	61.57%
Caco-2	-	0.8147	81.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6726	67.26%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9065	90.65%
OATP1B3 inhibitior	+	0.9246	92.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6666	66.66%
P-glycoprotein inhibitior	-	0.6842	68.42%
P-glycoprotein substrate	-	0.9112	91.12%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7967	79.67%
CYP3A4 inhibition	-	0.8894	88.94%
CYP2C9 inhibition	-	0.8916	89.16%
CYP2C19 inhibition	-	0.8820	88.20%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.9155	91.55%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9415	94.15%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6290	62.90%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.7854	78.54%
Skin irritation	-	0.7949	79.49%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4816	48.16%
Micronuclear	+	0.5677	56.77%
Hepatotoxicity	-	0.5407	54.07%
skin sensitisation	-	0.8289	82.89%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7529	75.29%
Acute Oral Toxicity (c)	III	0.5410	54.10%
Estrogen receptor binding	+	0.6814	68.14%
Androgen receptor binding	-	0.5249	52.49%
Thyroid receptor binding	-	0.5447	54.47%
Glucocorticoid receptor binding	+	0.5675	56.75%
Aromatase binding	-	0.5065	50.65%
PPAR gamma	-	0.5058	50.58%
Honey bee toxicity	-	0.8653	86.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9180	91.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.78%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.79%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.01%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.44%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.22%	94.23%
CHEMBL1951	P21397	Monoamine oxidase A	89.60%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.89%	83.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.22%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.50%	94.08%
CHEMBL2581	P07339	Cathepsin D	85.00%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.77%	95.56%
CHEMBL5028	O14672	ADAM10	82.56%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.79%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.54%	89.67%

Plants that contains it

• Kaempferia rotunda

Cross-Links

• PubChem: 16741796
• LOTUS: LTS0036391
• wikiData: Q105165399