[(1S,3S,6R,8S,10R)-8-hydroxy-3-methyl-5-oxo-2,9-dioxatricyclo[4.3.1.03,8]decan-10-yl]methyl benzoate

Details

• Internal ID: f154fa64-a859-4598-883a-40b96c335c5d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,3S,6R,8S,10R)-8-hydroxy-3-methyl-5-oxo-2,9-dioxatricyclo[4.3.1.03,8]decan-10-yl]methyl benzoate
• SMILES (Canonical): CC12CC(=O)C3CC1(OC(C3COC(=O)C4=CC=CC=C4)O2)O
• SMILES (Isomeric): C[C@]12CC(=O)[C@@H]3C[C@@]1(O[C@@H]([C@H]3COC(=O)C4=CC=CC=C4)O2)O
• InChI: InChI=1S/C17H18O6/c1-16-8-13(18)11-7-17(16,20)23-15(22-16)12(11)9-21-14(19)10-5-3-2-4-6-10/h2-6,11-12,15,20H,7-9H2,1H3/t11-,12+,15+,16+,17+/m1/s1
• InChI Key: BANPEMKDTXIFRE-PQTROMPISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	+	0.5914	59.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7656	76.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8819	88.19%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8114	81.14%
BSEP inhibitior	-	0.8692	86.92%
P-glycoprotein inhibitior	-	0.8944	89.44%
P-glycoprotein substrate	-	0.7869	78.69%
CYP3A4 substrate	+	0.5836	58.36%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.8208	82.08%
CYP2C9 inhibition	-	0.8919	89.19%
CYP2C19 inhibition	-	0.8415	84.15%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	-	0.8872	88.72%
CYP2C8 inhibition	+	0.5334	53.34%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5964	59.64%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8675	86.75%
Skin irritation	-	0.7414	74.14%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5036	50.36%
skin sensitisation	-	0.8727	87.27%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4531	45.31%
Estrogen receptor binding	+	0.8851	88.51%
Androgen receptor binding	+	0.6613	66.13%
Thyroid receptor binding	-	0.5807	58.07%
Glucocorticoid receptor binding	-	0.6098	60.98%
Aromatase binding	-	0.5586	55.86%
PPAR gamma	-	0.5711	57.11%
Honey bee toxicity	-	0.9310	93.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9769	97.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.14%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.38%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	89.09%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.92%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.21%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.03%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.89%	99.23%
CHEMBL240	Q12809	HERG	83.91%	89.76%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.97%	83.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.95%	94.62%
CHEMBL5028	O14672	ADAM10	81.70%	97.50%
CHEMBL4208	P20618	Proteasome component C5	80.59%	90.00%

Plants that contains it

• Paeonia peregrina
• Paeonia tenuifolia

Cross-Links

• PubChem: 157288674
• LOTUS: LTS0104831
• wikiData: Q104922327