methyl (1S,4S,7S,8R,9R,11S)-4-hydroxy-9-methoxy-2,10-dioxatricyclo[5.3.1.04,11]undec-5-ene-8-carboxylate

Details

• Internal ID: b14ff35d-d7b7-4c05-9aea-125dc9cc5667
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: methyl (1S,4S,7S,8R,9R,11S)-4-hydroxy-9-methoxy-2,10-dioxatricyclo[5.3.1.04,11]undec-5-ene-8-carboxylate
• InChI: InChI=1S/C12H16O6/c1-15-9(13)7-6-3-4-12(14)5-17-11(8(6)12)18-10(7)16-2/h3-4,6-8,10-11,14H,5H2,1-2H3/t6-,7+,8-,10-,11+,12-/m1/s1
• InChI Key: QEYGXZBDWUKXSK-XJZPKGCLSA-N
• Popularity: 2 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): 74.20 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.33
• 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	+	0.9647	96.47%
Caco-2	-	0.6500	65.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7102	71.02%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9156	91.56%
P-glycoprotein inhibitior	-	0.9088	90.88%
P-glycoprotein substrate	-	0.7052	70.52%
CYP3A4 substrate	+	0.6196	61.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8768	87.68%
CYP3A4 inhibition	-	0.7462	74.62%
CYP2C9 inhibition	-	0.9779	97.79%
CYP2C19 inhibition	-	0.9237	92.37%
CYP2D6 inhibition	-	0.8645	86.45%
CYP1A2 inhibition	-	0.9253	92.53%
CYP2C8 inhibition	-	0.8025	80.25%
CYP inhibitory promiscuity	-	0.9412	94.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5045	50.45%
Eye corrosion	-	0.9697	96.97%
Eye irritation	-	0.9373	93.73%
Skin irritation	-	0.7325	73.25%
Skin corrosion	-	0.9143	91.43%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8030	80.30%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.5517	55.17%
skin sensitisation	-	0.7483	74.83%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5817	58.17%
Acute Oral Toxicity (c)	III	0.4605	46.05%
Estrogen receptor binding	+	0.5866	58.66%
Androgen receptor binding	-	0.5894	58.94%
Thyroid receptor binding	+	0.5745	57.45%
Glucocorticoid receptor binding	+	0.5563	55.63%
Aromatase binding	-	0.7095	70.95%
PPAR gamma	-	0.5369	53.69%
Honey bee toxicity	-	0.7627	76.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.7537	75.37%

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	97.61%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.42%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.52%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.45%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.71%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.33%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.37%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.96%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.21%	99.23%

Plants that contains it

• Viburnum cylindricum

Cross-Links

• PubChem: 163188388
• LOTUS: LTS0192522
• wikiData: Q105219442