[(1S,4R,6R,7R,8E,10S)-6-hydroxy-4-methyl-2-oxo-3,11-dioxabicyclo[8.1.0]undec-8-en-7-yl] acetate

Details

• Internal ID: 1f2be075-d676-4e87-9e66-60c0c533b0ca
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: [(1S,4R,6R,7R,8E,10S)-6-hydroxy-4-methyl-2-oxo-3,11-dioxabicyclo[8.1.0]undec-8-en-7-yl] acetate
• SMILES (Canonical): CC1CC(C(C=CC2C(O2)C(=O)O1)OC(=O)C)O
• SMILES (Isomeric): C[C@@H]1C[C@H]([C@@H](/C=C/[C@H]2[C@H](O2)C(=O)O1)OC(=O)C)O
• InChI: InChI=1S/C12H16O6/c1-6-5-8(14)9(17-7(2)13)3-4-10-11(18-10)12(15)16-6/h3-4,6,8-11,14H,5H2,1-2H3/b4-3+/t6-,8-,9-,10+,11+/m1/s1
• InChI Key: FGKZKXGAWZPSOJ-DVWLUYGDSA-N
• Popularity: 0 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): 85.40 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.06
• 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	+	0.9581	95.81%
Caco-2	-	0.6662	66.62%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5537	55.37%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	+	0.9315	93.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9167	91.67%
P-glycoprotein inhibitior	-	0.9132	91.32%
P-glycoprotein substrate	-	0.8669	86.69%
CYP3A4 substrate	+	0.5348	53.48%
CYP2C9 substrate	-	0.8529	85.29%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.8037	80.37%
CYP2C9 inhibition	-	0.9593	95.93%
CYP2C19 inhibition	-	0.9298	92.98%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	-	0.9305	93.05%
CYP2C8 inhibition	-	0.9599	95.99%
CYP inhibitory promiscuity	-	0.9885	98.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.4942	49.42%
Eye corrosion	-	0.9389	93.89%
Eye irritation	-	0.9568	95.68%
Skin irritation	-	0.6462	64.62%
Skin corrosion	-	0.8884	88.84%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7930	79.30%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7057	70.57%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7149	71.49%
Acute Oral Toxicity (c)	III	0.4065	40.65%
Estrogen receptor binding	-	0.5875	58.75%
Androgen receptor binding	-	0.7056	70.56%
Thyroid receptor binding	-	0.7796	77.96%
Glucocorticoid receptor binding	-	0.6217	62.17%
Aromatase binding	-	0.8422	84.22%
PPAR gamma	-	0.8296	82.96%
Honey bee toxicity	-	0.8135	81.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6545	65.45%

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	96.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.13%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.69%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.81%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.43%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.37%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	81.88%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.16%	96.95%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 162968547
• LOTUS: LTS0030331
• wikiData: Q104994942