2-[3-ethylidene-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetic acid

Details

• Internal ID: 3621e7bb-bf0a-42a5-b3ed-69983357fa06
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-[3-ethylidene-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetic acid
• SMILES (Canonical): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)O
• SMILES (Isomeric): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)O
• InChI: InChI=1S/C17H24O11/c1-3-7-8(4-11(19)20)9(15(24)25-2)6-26-16(7)28-17-14(23)13(22)12(21)10(5-18)27-17/h3,6,8,10,12-14,16-18,21-23H,4-5H2,1-2H3,(H,19,20)
• InChI Key: XSCVKBFEPYGZSL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₁₁
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.13186158 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.75
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7864	78.64%
Caco-2	-	0.8758	87.58%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6942	69.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6990	69.90%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7799	77.99%
P-glycoprotein inhibitior	-	0.8396	83.96%
P-glycoprotein substrate	-	0.7393	73.93%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.8949	89.49%
CYP2C9 inhibition	-	0.8965	89.65%
CYP2C19 inhibition	-	0.9184	91.84%
CYP2D6 inhibition	-	0.9153	91.53%
CYP1A2 inhibition	-	0.9411	94.11%
CYP2C8 inhibition	+	0.4515	45.15%
CYP inhibitory promiscuity	-	0.9286	92.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7179	71.79%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9471	94.71%
Skin irritation	-	0.8059	80.59%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6619	66.19%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	-	0.7841	78.41%
skin sensitisation	-	0.8756	87.56%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6338	63.38%
Acute Oral Toxicity (c)	III	0.6414	64.14%
Estrogen receptor binding	+	0.5863	58.63%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6147	61.47%
Glucocorticoid receptor binding	+	0.6469	64.69%
Aromatase binding	-	0.5549	55.49%
PPAR gamma	-	0.5675	56.75%
Honey bee toxicity	-	0.8387	83.87%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.5956	59.56%

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	95.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.40%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.11%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.18%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.19%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.16%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.97%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.60%	85.14%
CHEMBL5028	O14672	ADAM10	81.23%	97.50%

Plants that contains it

• Fraxinus americana
• Fraxinus excelsior
• Jasminum nudiflorum
• Jasminum sambac
• Ligustrum lucidum
• Picconia excelsa
• Syringa vulgaris

Cross-Links

• PubChem: 74256813
• LOTUS: LTS0013850
• wikiData: Q105340958