methyl (1S,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,7a-dihydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 4858b7bf-7b02-4262-ba36-86c9cc1bd053
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (1S,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,7a-dihydrocyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C17H22O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2-3,6,10-14,16-22H,4-5H2,1H3/t10-,11-,12-,13+,14-,16+,17+/m1/s1
• InChI Key: JUUXJEFDOVFXHJ-HJTWMLRRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₁₀
• Molecular Weight: 386.30 g/mol
• Exact Mass: 386.12129689 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.31
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5693	56.93%
Caco-2	-	0.8587	85.87%
Blood Brain Barrier	-	0.6642	66.42%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7057	70.57%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.7862	78.62%
OATP1B3 inhibitior	+	0.9616	96.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8935	89.35%
P-glycoprotein inhibitior	-	0.8978	89.78%
P-glycoprotein substrate	-	0.8425	84.25%
CYP3A4 substrate	+	0.5728	57.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.9563	95.63%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	-	0.8267	82.67%
CYP2D6 inhibition	-	0.8892	88.92%
CYP1A2 inhibition	-	0.8723	87.23%
CYP2C8 inhibition	-	0.6469	64.69%
CYP inhibitory promiscuity	-	0.7254	72.54%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6405	64.05%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9568	95.68%
Skin irritation	-	0.7859	78.59%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6966	69.66%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8802	88.02%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5823	58.23%
Acute Oral Toxicity (c)	III	0.4923	49.23%
Estrogen receptor binding	+	0.5946	59.46%
Androgen receptor binding	-	0.4904	49.04%
Thyroid receptor binding	-	0.5961	59.61%
Glucocorticoid receptor binding	-	0.4835	48.35%
Aromatase binding	+	0.5708	57.08%
PPAR gamma	-	0.5084	50.84%
Honey bee toxicity	-	0.8861	88.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.5901	59.01%

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	96.88%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.27%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.80%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.85%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.74%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.83%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.25%	89.67%
CHEMBL2581	P07339	Cathepsin D	82.22%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.66%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.51%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102317974
• LOTUS: LTS0053461
• wikiData: Q105135422