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

Details

• Internal ID: 4663e94a-ffa6-4db6-aef8-d6cae560a83c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: methyl (4S,7S,11S)-4-hydroxy-2,10-dioxatricyclo[5.3.1.04,11]undec-5-ene-8-carboxylate
• SMILES (Canonical): COC(=O)C1COC2C3C1C=CC3(CO2)O
• SMILES (Isomeric): COC(=O)C1COC2[C@H]3[C@@H]1C=C[C@]3(CO2)O
• InChI: InChI=1S/C11H14O5/c1-14-9(12)7-4-15-10-8-6(7)2-3-11(8,13)5-16-10/h2-3,6-8,10,13H,4-5H2,1H3/t6-,7?,8-,10?,11-/m1/s1
• InChI Key: OXHCWCWKXULCPL-CVJIJUKCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 5
• 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	+	0.9606	96.06%
Caco-2	-	0.7475	74.75%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6751	67.51%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8717	87.17%
P-glycoprotein inhibitior	-	0.9658	96.58%
P-glycoprotein substrate	-	0.7209	72.09%
CYP3A4 substrate	+	0.5728	57.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8726	87.26%
CYP3A4 inhibition	-	0.9246	92.46%
CYP2C9 inhibition	-	0.9506	95.06%
CYP2C19 inhibition	-	0.8458	84.58%
CYP2D6 inhibition	-	0.9076	90.76%
CYP1A2 inhibition	-	0.8739	87.39%
CYP2C8 inhibition	-	0.8312	83.12%
CYP inhibitory promiscuity	-	0.9576	95.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4889	48.89%
Eye corrosion	-	0.9709	97.09%
Eye irritation	-	0.9430	94.30%
Skin irritation	-	0.7940	79.40%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8496	84.96%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	-	0.7547	75.47%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5662	56.62%
Acute Oral Toxicity (c)	III	0.5050	50.50%
Estrogen receptor binding	+	0.6115	61.15%
Androgen receptor binding	-	0.5252	52.52%
Thyroid receptor binding	-	0.5903	59.03%
Glucocorticoid receptor binding	+	0.6243	62.43%
Aromatase binding	-	0.6958	69.58%
PPAR gamma	-	0.5363	53.63%
Honey bee toxicity	-	0.7007	70.07%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.8013	80.13%

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	97.90%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.34%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.41%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.41%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.37%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.21%	96.77%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.19%	97.53%

Plants that contains it

• Dunnia sinensis
• Eucommia ulmoides
• Euonymus alatus
• Euonymus atropurpureus
• Euonymus fortunei
• Euonymus maackii
• Tripterygium wilfordii

Cross-Links

• PubChem: 5316976
• NPASS: NPC250486
• LOTUS: LTS0001783
• wikiData: Q105202692