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

Details

• Internal ID: e3f3c97b-38ff-405b-b85f-a301e1d793c7
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: methyl (1R,3R,6S,7S,8S,10R)-10-hydroxy-1,6-dimethyl-2,9-dioxatricyclo[5.2.1.03,8]dec-4-ene-7-carboxylate
• SMILES (Canonical): CC1C=CC2C3C1(C(C(O2)(O3)C)O)C(=O)OC
• SMILES (Isomeric): C[C@H]1C=C[C@@H]2[C@@H]3[C@]1([C@H]([C@](O2)(O3)C)O)C(=O)OC
• InChI: InChI=1S/C12H16O5/c1-6-4-5-7-8-12(6,10(14)15-3)9(13)11(2,16-7)17-8/h4-9,13H,1-3H3/t6-,7+,8+,9-,11+,12+/m0/s1
• InChI Key: CMKNRAGJXTXODZ-UEIKMCHMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.23
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9647	96.47%
Caco-2	+	0.4894	48.94%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6492	64.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8821	88.21%
OATP1B3 inhibitior	+	0.8798	87.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8441	84.41%
P-glycoprotein inhibitior	-	0.9099	90.99%
P-glycoprotein substrate	-	0.8145	81.45%
CYP3A4 substrate	+	0.5694	56.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	+	0.5474	54.74%
CYP2C9 inhibition	-	0.9721	97.21%
CYP2C19 inhibition	-	0.8273	82.73%
CYP2D6 inhibition	-	0.8553	85.53%
CYP1A2 inhibition	-	0.9001	90.01%
CYP2C8 inhibition	-	0.8364	83.64%
CYP inhibitory promiscuity	-	0.7398	73.98%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.6123	61.23%
Eye corrosion	-	0.9688	96.88%
Eye irritation	-	0.8775	87.75%
Skin irritation	-	0.6987	69.87%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.8100	81.00%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7965	79.65%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6482	64.82%
Acute Oral Toxicity (c)	II	0.3915	39.15%
Estrogen receptor binding	-	0.6045	60.45%
Androgen receptor binding	+	0.5281	52.81%
Thyroid receptor binding	-	0.5699	56.99%
Glucocorticoid receptor binding	-	0.8003	80.03%
Aromatase binding	-	0.7876	78.76%
PPAR gamma	+	0.5299	52.99%
Honey bee toxicity	-	0.7431	74.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7132	71.32%

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	96.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.92%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.39%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	86.04%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.38%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44596940
• LOTUS: LTS0009695
• wikiData: Q104964799