(1R,2S,5R,6R,8S,9S)-5-[(1S)-1-hydroxyethyl]-9-methyl-4,7,10-trioxatricyclo[6.4.0.02,6]dodecane-3,11-dione

Details

• Internal ID: c78a1098-85d6-4602-a54d-716d7c97b342
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1R,2S,5R,6R,8S,9S)-5-[(1S)-1-hydroxyethyl]-9-methyl-4,7,10-trioxatricyclo[6.4.0.02,6]dodecane-3,11-dione
• SMILES (Canonical): CC1C2C(CC(=O)O1)C3C(O2)C(OC3=O)C(C)O
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@H](CC(=O)O1)[C@H]3[C@@H](O2)[C@H](OC3=O)[C@H](C)O
• InChI: InChI=1S/C12H16O6/c1-4(13)9-11-8(12(15)18-9)6-3-7(14)16-5(2)10(6)17-11/h4-6,8-11,13H,3H2,1-2H3/t4-,5-,6+,8-,9+,10+,11+/m0/s1
• InChI Key: QWKPTJJZSKGASL-IFRILVJUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₆
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.09468823 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.37
• H-Bond Acceptor: 6
• 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	+	0.9281	92.81%
Caco-2	-	0.7708	77.08%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7104	71.04%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9680	96.80%
P-glycoprotein inhibitior	-	0.9077	90.77%
P-glycoprotein substrate	-	0.7243	72.43%
CYP3A4 substrate	-	0.5291	52.91%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8365	83.65%
CYP3A4 inhibition	-	0.8890	88.90%
CYP2C9 inhibition	-	0.9583	95.83%
CYP2C19 inhibition	-	0.9415	94.15%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.8837	88.37%
CYP2C8 inhibition	-	0.9702	97.02%
CYP inhibitory promiscuity	-	0.9854	98.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9619	96.19%
Carcinogenicity (trinary)	Non-required	0.5885	58.85%
Eye corrosion	-	0.8846	88.46%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.6610	66.10%
Skin corrosion	-	0.7549	75.49%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.8609	86.09%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5340	53.40%
Acute Oral Toxicity (c)	III	0.5469	54.69%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6719	67.19%
Thyroid receptor binding	-	0.7188	71.88%
Glucocorticoid receptor binding	-	0.5838	58.38%
Aromatase binding	-	0.7503	75.03%
PPAR gamma	-	0.7144	71.44%
Honey bee toxicity	-	0.8380	83.80%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.7682	76.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.53%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.84%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.30%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.20%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.80%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.49%	94.73%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.45%	98.46%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.13%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44140152
• LOTUS: LTS0239786
• wikiData: Q105229241