methyl (2S,3S,4S)-3-[(1S)-1-acetyloxyethyl]-4-(2-methoxy-2-oxoethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

Details

• Internal ID: c7d0c8b6-556d-4310-8b90-184e94841a2c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (2S,3S,4S)-3-[(1S)-1-acetyloxyethyl]-4-(2-methoxy-2-oxoethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• InChI: InChI=1S/C20H30O13/c1-8(31-9(2)22)14-10(5-13(23)28-3)11(18(27)29-4)7-30-19(14)33-20-17(26)16(25)15(24)12(6-21)32-20/h7-8,10,12,14-17,19-21,24-26H,5-6H2,1-4H3/t8-,10+,12+,14+,15+,16-,17+,19-,20-/m0/s1
• InChI Key: GHGFDNVEGGUXDM-XDZSTEIDSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₁₃
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.16864101 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.04
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6886	68.86%
Caco-2	-	0.7973	79.73%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7162	71.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7566	75.66%
OATP1B3 inhibitior	+	0.9225	92.25%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7308	73.08%
P-glycoprotein inhibitior	-	0.6138	61.38%
P-glycoprotein substrate	-	0.6637	66.37%
CYP3A4 substrate	+	0.6230	62.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.9168	91.68%
CYP2C9 inhibition	-	0.8890	88.90%
CYP2C19 inhibition	-	0.9016	90.16%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	-	0.9196	91.96%
CYP2C8 inhibition	-	0.6233	62.33%
CYP inhibitory promiscuity	-	0.8998	89.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7225	72.25%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9397	93.97%
Skin irritation	-	0.7881	78.81%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4076	40.76%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8894	88.94%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6502	65.02%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	+	0.6575	65.75%
Androgen receptor binding	-	0.5222	52.22%
Thyroid receptor binding	-	0.6027	60.27%
Glucocorticoid receptor binding	-	0.6041	60.41%
Aromatase binding	-	0.5677	56.77%
PPAR gamma	-	0.5385	53.85%
Honey bee toxicity	-	0.7964	79.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.6673	66.73%

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	96.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.10%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.72%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.70%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.24%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.36%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.96%	99.17%
CHEMBL5028	O14672	ADAM10	81.72%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.99%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.13%	94.45%

Plants that contains it

• Calycophyllum spruceanum

Cross-Links

• PubChem: 101756906
• LOTUS: LTS0213501
• wikiData: Q105008508