methyl (1S,2R,4S,5R,6R)-5,6,10-trihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.02,4]dec-7-ene-7-carboxylate

Details

• Internal ID: 5dad9c53-6326-4c39-8839-4df520f55af0
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: methyl (1S,2R,4S,5R,6R)-5,6,10-trihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.02,4]dec-7-ene-7-carboxylate
• SMILES (Canonical): CC12C3C(OC=C(C3(C(C1O2)O)O)C(=O)OC)O
• SMILES (Isomeric): C[C@@]12[C@@H](O1)[C@H]([C@]3([C@@H]2C(OC=C3C(=O)OC)O)O)O
• InChI: InChI=1S/C11H14O7/c1-10-5-9(14)17-3-4(8(13)16-2)11(5,15)6(12)7(10)18-10/h3,5-7,9,12,14-15H,1-2H3/t5-,6-,7+,9?,10-,11+/m1/s1
• InChI Key: NFOAFYKBBWUZEI-GQVLLDMMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₇
• Molecular Weight: 258.22 g/mol
• Exact Mass: 258.07395278 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8603	86.03%
Caco-2	-	0.8423	84.23%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5964	59.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8664	86.64%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9151	91.51%
P-glycoprotein inhibitior	-	0.8914	89.14%
P-glycoprotein substrate	-	0.8415	84.15%
CYP3A4 substrate	+	0.6009	60.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.6647	66.47%
CYP2C9 inhibition	-	0.9136	91.36%
CYP2C19 inhibition	-	0.7125	71.25%
CYP2D6 inhibition	-	0.8920	89.20%
CYP1A2 inhibition	-	0.8756	87.56%
CYP2C8 inhibition	-	0.7453	74.53%
CYP inhibitory promiscuity	-	0.6381	63.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4483	44.83%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9211	92.11%
Skin irritation	-	0.6460	64.60%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6894	68.94%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7491	74.91%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6702	67.02%
Acute Oral Toxicity (c)	III	0.3860	38.60%
Estrogen receptor binding	+	0.6771	67.71%
Androgen receptor binding	-	0.5151	51.51%
Thyroid receptor binding	+	0.6096	60.96%
Glucocorticoid receptor binding	-	0.5767	57.67%
Aromatase binding	-	0.5935	59.35%
PPAR gamma	-	0.5568	55.68%
Honey bee toxicity	-	0.8235	82.35%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7549	75.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.41%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	89.75%	83.82%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.98%	97.28%
CHEMBL221	P23219	Cyclooxygenase-1	83.57%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	81.38%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	80.84%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.73%	94.00%

Plants that contains it

• Phlomoides rotata

Cross-Links

• PubChem: 5318925
• NPASS: NPC16424