2-[(3S,4S)-5-methoxycarbonyl-3-[(1S)-1-[(E)-2-methylbut-2-enoyl]oxyethyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid

Details

• Internal ID: a2e8229d-4997-4df8-9ccc-9e369e546404
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-[(3S,4S)-5-methoxycarbonyl-3-[(1S)-1-[(E)-2-methylbut-2-enoyl]oxyethyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid
• InChI: InChI=1S/C22H32O13/c1-5-9(2)19(29)33-10(3)15-11(6-14(24)25)12(20(30)31-4)8-32-21(15)35-22-18(28)17(27)16(26)13(7-23)34-22/h5,8,10-11,13,15-18,21-23,26-28H,6-7H2,1-4H3,(H,24,25)/b9-5+/t10-,11+,13+,15+,16+,17-,18+,21?,22-/m0/s1
• InChI Key: JVEXRQAKPOSWCW-NENWDJAGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₁₃
• Molecular Weight: 504.50 g/mol
• Exact Mass: 504.18429107 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7692	76.92%
Caco-2	-	0.8214	82.14%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6696	66.96%
OATP2B1 inhibitior	-	0.8657	86.57%
OATP1B1 inhibitior	+	0.7453	74.53%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6726	67.26%
P-glycoprotein inhibitior	-	0.6283	62.83%
P-glycoprotein substrate	-	0.6406	64.06%
CYP3A4 substrate	+	0.6278	62.78%
CYP2C9 substrate	-	0.7949	79.49%
CYP2D6 substrate	-	0.8933	89.33%
CYP3A4 inhibition	-	0.8777	87.77%
CYP2C9 inhibition	-	0.8997	89.97%
CYP2C19 inhibition	-	0.9151	91.51%
CYP2D6 inhibition	-	0.9143	91.43%
CYP1A2 inhibition	-	0.9396	93.96%
CYP2C8 inhibition	-	0.6110	61.10%
CYP inhibitory promiscuity	-	0.9362	93.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6852	68.52%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9473	94.73%
Skin irritation	-	0.7956	79.56%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5705	57.05%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	-	0.6949	69.49%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5461	54.61%
Acute Oral Toxicity (c)	III	0.6528	65.28%
Estrogen receptor binding	+	0.7628	76.28%
Androgen receptor binding	-	0.5366	53.66%
Thyroid receptor binding	-	0.5558	55.58%
Glucocorticoid receptor binding	-	0.4655	46.55%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5224	52.24%
Honey bee toxicity	-	0.7412	74.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.5867	58.67%

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	97.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.87%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.30%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	92.19%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	85.69%	90.17%
CHEMBL5028	O14672	ADAM10	83.28%	97.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.50%	89.34%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.38%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.02%	89.00%

Plants that contains it

• Calycophyllum spruceanum

Cross-Links

• PubChem: 162904992
• LOTUS: LTS0115766
• wikiData: Q105135660