[(1R,2R,3R,6R)-2-acetyloxy-3-methoxy-1-bicyclo[4.1.0]hept-4-enyl]methyl benzoate

Details

• Internal ID: a24cbc35-71c0-48d1-bcd6-6c912b126131
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,2R,3R,6R)-2-acetyloxy-3-methoxy-1-bicyclo[4.1.0]hept-4-enyl]methyl benzoate
• SMILES (Canonical): CC(=O)OC1C(C=CC2C1(C2)COC(=O)C3=CC=CC=C3)OC
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H](C=C[C@@H]2[C@]1(C2)COC(=O)C3=CC=CC=C3)OC
• InChI: InChI=1S/C18H20O5/c1-12(19)23-16-15(21-2)9-8-14-10-18(14,16)11-22-17(20)13-6-4-3-5-7-13/h3-9,14-16H,10-11H2,1-2H3/t14-,15+,16-,18-/m0/s1
• InChI Key: SDLQLSFKSQWVRY-DFGXFYAUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	+	0.6834	68.34%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8418	84.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9304	93.04%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7171	71.71%
P-glycoprotein inhibitior	-	0.6160	61.60%
P-glycoprotein substrate	-	0.8092	80.92%
CYP3A4 substrate	+	0.5569	55.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.5905	59.05%
CYP2C9 inhibition	-	0.6878	68.78%
CYP2C19 inhibition	-	0.5052	50.52%
CYP2D6 inhibition	-	0.9012	90.12%
CYP1A2 inhibition	-	0.7101	71.01%
CYP2C8 inhibition	+	0.4730	47.30%
CYP inhibitory promiscuity	-	0.5824	58.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7817	78.17%
Carcinogenicity (trinary)	Non-required	0.6138	61.38%
Eye corrosion	-	0.9737	97.37%
Eye irritation	-	0.8191	81.91%
Skin irritation	-	0.7896	78.96%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7176	71.76%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	-	0.6366	63.66%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5671	56.71%
Acute Oral Toxicity (c)	III	0.5138	51.38%
Estrogen receptor binding	+	0.8500	85.00%
Androgen receptor binding	-	0.5634	56.34%
Thyroid receptor binding	-	0.6030	60.30%
Glucocorticoid receptor binding	-	0.7570	75.70%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6354	63.54%
Honey bee toxicity	-	0.8984	89.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
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	97.69%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.59%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.16%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.21%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL5028	O14672	ADAM10	85.41%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.16%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.90%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.38%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.35%	97.09%

Plants that contains it

• Uvaria pandensis

Cross-Links

• PubChem: 101624710
• LOTUS: LTS0203226
• wikiData: Q104394542