[(1R,3R,6S,7S,8S,10R)-10-hydroxy-1,6-dimethyl-2,9-dioxatricyclo[5.2.1.03,8]dec-4-en-7-yl]methyl acetate

Details

• Internal ID: 1d22b53e-a6ab-4911-a3d1-f6aec4d5b2da
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: [(1R,3R,6S,7S,8S,10R)-10-hydroxy-1,6-dimethyl-2,9-dioxatricyclo[5.2.1.03,8]dec-4-en-7-yl]methyl acetate
• SMILES (Canonical): CC1C=CC2C3C1(C(C(O2)(O3)C)O)COC(=O)C
• SMILES (Isomeric): C[C@H]1C=C[C@@H]2[C@@H]3[C@]1([C@H]([C@](O2)(O3)C)O)COC(=O)C
• InChI: InChI=1S/C13H18O5/c1-7-4-5-9-10-13(7,6-16-8(2)14)11(15)12(3,17-9)18-10/h4-5,7,9-11,15H,6H2,1-3H3/t7-,9+,10+,11-,12+,13-/m0/s1
• InChI Key: OORYNKYVIJUTKH-RFYZOSJWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₅
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	-	0.5763	57.63%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7088	70.88%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8620	86.20%
OATP1B3 inhibitior	+	0.8186	81.86%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7970	79.70%
P-glycoprotein inhibitior	-	0.9338	93.38%
P-glycoprotein substrate	-	0.8223	82.23%
CYP3A4 substrate	+	0.5712	57.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.7599	75.99%
CYP2C9 inhibition	-	0.8474	84.74%
CYP2C19 inhibition	-	0.8044	80.44%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.7860	78.60%
CYP2C8 inhibition	-	0.8641	86.41%
CYP inhibitory promiscuity	-	0.6996	69.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5715	57.15%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.6801	68.01%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8381	83.81%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5657	56.57%
skin sensitisation	-	0.7793	77.93%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5418	54.18%
Acute Oral Toxicity (c)	III	0.4145	41.45%
Estrogen receptor binding	+	0.7190	71.90%
Androgen receptor binding	+	0.5376	53.76%
Thyroid receptor binding	+	0.5414	54.14%
Glucocorticoid receptor binding	-	0.5078	50.78%
Aromatase binding	-	0.6523	65.23%
PPAR gamma	-	0.5141	51.41%
Honey bee toxicity	-	0.8016	80.16%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9099	90.99%

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	97.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.10%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.81%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	84.31%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.05%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.44%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	82.09%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.41%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44596849
• LOTUS: LTS0207754
• wikiData: Q105195568