[(4S,7S,8R,11S)-8-hydroxy-2-oxo-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-6-yl]methyl acetate

Details

• Internal ID: 888e0fa0-bdff-42eb-9cbd-c9d48a2fdf73
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: [(4S,7S,8R,11S)-8-hydroxy-2-oxo-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-6-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1=CC2C3C1C(OC=C3C(=O)O2)O
• SMILES (Isomeric): CC(=O)OCC1=C[C@H]2[C@H]3[C@@H]1[C@@H](OC=C3C(=O)O2)O
• InChI: InChI=1S/C12H12O6/c1-5(13)16-3-6-2-8-10-7(11(14)18-8)4-17-12(15)9(6)10/h2,4,8-10,12,15H,3H2,1H3/t8-,9+,10-,12+/m0/s1
• InChI Key: NGGKNZCFVQZFGK-MIZYBKAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₆
• Molecular Weight: 252.22 g/mol
• Exact Mass: 252.06338810 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 6
• 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	+	0.9827	98.27%
Caco-2	-	0.6919	69.19%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7792	77.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8481	84.81%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9147	91.47%
P-glycoprotein inhibitior	-	0.9127	91.27%
P-glycoprotein substrate	-	0.8963	89.63%
CYP3A4 substrate	+	0.5668	56.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	-	0.7868	78.68%
CYP2C9 inhibition	-	0.6452	64.52%
CYP2C19 inhibition	-	0.7608	76.08%
CYP2D6 inhibition	-	0.8615	86.15%
CYP1A2 inhibition	-	0.5334	53.34%
CYP2C8 inhibition	-	0.8163	81.63%
CYP inhibitory promiscuity	-	0.6741	67.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6161	61.61%
Eye corrosion	-	0.9353	93.53%
Eye irritation	-	0.6428	64.28%
Skin irritation	-	0.5934	59.34%
Skin corrosion	-	0.9002	90.02%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7117	71.17%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5355	53.55%
skin sensitisation	-	0.7859	78.59%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7018	70.18%
Acute Oral Toxicity (c)	I	0.3906	39.06%
Estrogen receptor binding	+	0.5701	57.01%
Androgen receptor binding	-	0.6228	62.28%
Thyroid receptor binding	-	0.7461	74.61%
Glucocorticoid receptor binding	-	0.7666	76.66%
Aromatase binding	-	0.6707	67.07%
PPAR gamma	-	0.8319	83.19%
Honey bee toxicity	-	0.8665	86.65%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8797	87.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.18%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.40%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.83%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.46%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.49%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.70%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.64%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.27%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71766875
• NPASS: NPC153313