Ligstroside-aglycone

Details

• Internal ID: 0d677550-50f6-464c-9785-9752de42d941
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: methyl (4S,5E,6R)-5-ethylidene-6-hydroxy-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-4H-pyran-3-carboxylate
• InChI: InChI=1S/C19H22O7/c1-3-14-15(16(18(22)24-2)11-26-19(14)23)10-17(21)25-9-8-12-4-6-13(20)7-5-12/h3-7,11,15,19-20,23H,8-10H2,1-2H3/b14-3+/t15-,19+/m0/s1
• InChI Key: ZJRZKUMVZLKDPM-HARHXEFRSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₇
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.13655304 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• DTXSID401341889

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8348	83.48%
Caco-2	-	0.5908	59.08%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9389	93.89%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	-	0.3207	32.07%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8347	83.47%
P-glycoprotein inhibitior	+	0.6094	60.94%
P-glycoprotein substrate	+	0.6004	60.04%
CYP3A4 substrate	+	0.6381	63.81%
CYP2C9 substrate	+	0.6064	60.64%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	+	0.5499	54.99%
CYP2C9 inhibition	-	0.7386	73.86%
CYP2C19 inhibition	+	0.6601	66.01%
CYP2D6 inhibition	-	0.7888	78.88%
CYP1A2 inhibition	+	0.6040	60.40%
CYP2C8 inhibition	+	0.8256	82.56%
CYP inhibitory promiscuity	+	0.5364	53.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.7305	73.05%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8569	85.69%
Skin irritation	-	0.8394	83.94%
Skin corrosion	-	0.9768	97.68%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6422	64.22%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.7591	75.91%
skin sensitisation	-	0.8564	85.64%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5651	56.51%
Acute Oral Toxicity (c)	III	0.4356	43.56%
Estrogen receptor binding	+	0.7180	71.80%
Androgen receptor binding	+	0.6777	67.77%
Thyroid receptor binding	+	0.5336	53.36%
Glucocorticoid receptor binding	+	0.7459	74.59%
Aromatase binding	-	0.6129	61.29%
PPAR gamma	+	0.5284	52.84%
Honey bee toxicity	-	0.7953	79.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9723	97.23%

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	97.13%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.10%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.84%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.10%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	86.32%	97.79%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.84%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.77%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL3891	P07384	Calpain 1	81.40%	93.04%

Plants that contains it

• Olea europaea

Cross-Links

• PubChem: 102252771
• LOTUS: LTS0159212
• wikiData: Q105378100