dimethyl (2S,3R,3aS,4R,7aS)-2-methyl-6-oxo-2,3,3a,4,5,7a-hexahydrofuro[2,3-b]pyran-3,4-dicarboxylate

Details

• Internal ID: 66615976-5e85-4578-a9ff-acda089c8e55
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: dimethyl (2S,3R,3aS,4R,7aS)-2-methyl-6-oxo-2,3,3a,4,5,7a-hexahydrofuro[2,3-b]pyran-3,4-dicarboxylate
• SMILES (Canonical): CC1C(C2C(CC(=O)OC2O1)C(=O)OC)C(=O)OC
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]2[C@@H](CC(=O)O[C@@H]2O1)C(=O)OC)C(=O)OC
• InChI: InChI=1S/C12H16O7/c1-5-8(11(15)17-3)9-6(10(14)16-2)4-7(13)19-12(9)18-5/h5-6,8-9,12H,4H2,1-3H3/t5-,6+,8-,9-,12-/m0/s1
• InChI Key: HEECBVQYJJJDSE-XUFPCMFSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₇
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.08960285 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9586	95.86%
Caco-2	+	0.5697	56.97%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6090	60.90%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8893	88.93%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8271	82.71%
P-glycoprotein inhibitior	-	0.8311	83.11%
P-glycoprotein substrate	-	0.8616	86.16%
CYP3A4 substrate	-	0.5145	51.45%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8519	85.19%
CYP3A4 inhibition	-	0.8736	87.36%
CYP2C9 inhibition	-	0.9374	93.74%
CYP2C19 inhibition	-	0.9034	90.34%
CYP2D6 inhibition	-	0.9161	91.61%
CYP1A2 inhibition	-	0.7774	77.74%
CYP2C8 inhibition	-	0.9224	92.24%
CYP inhibitory promiscuity	-	0.9130	91.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5377	53.77%
Eye corrosion	-	0.8971	89.71%
Eye irritation	+	0.6361	63.61%
Skin irritation	-	0.8157	81.57%
Skin corrosion	-	0.8930	89.30%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4915	49.15%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.7032	70.32%
skin sensitisation	-	0.8875	88.75%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.8397	83.97%
Acute Oral Toxicity (c)	III	0.5173	51.73%
Estrogen receptor binding	+	0.6521	65.21%
Androgen receptor binding	-	0.4933	49.33%
Thyroid receptor binding	-	0.6184	61.84%
Glucocorticoid receptor binding	-	0.6088	60.88%
Aromatase binding	-	0.7866	78.66%
PPAR gamma	-	0.8017	80.17%
Honey bee toxicity	-	0.8903	89.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.6043	60.43%

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	91.60%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	85.51%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.28%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.95%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.21%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.62%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.36%	96.95%

Plants that contains it

• Strychnos spinosa

Cross-Links

• PubChem: 162906880
• LOTUS: LTS0267905
• wikiData: Q105026787