[(1S,4aS,6S,7R,7aS)-7-(acetyloxymethyl)-6,7-dihydroxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 0d3bf33f-7aa1-460e-8356-b90b6669e31b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(1S,4aS,6S,7R,7aS)-7-(acetyloxymethyl)-6,7-dihydroxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(CC(C2(COC(=O)C)O)O)C(=CO1)COC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1[C@H]2[C@H](C[C@@H]([C@@]2(COC(=O)C)O)O)C(=CO1)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C23H36O13/c1-4-10(2)20(30)36-21-16-13(5-15(26)23(16,31)9-34-11(3)25)12(7-32-21)8-33-22-19(29)18(28)17(27)14(6-24)35-22/h7,10,13-19,21-22,24,26-29,31H,4-6,8-9H2,1-3H3/t10-,13-,14-,15+,16-,17-,18+,19-,21+,22-,23-/m1/s1
• InChI Key: AOFNWVLWHMPXFG-UEJUEXPWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₁₃
• Molecular Weight: 520.50 g/mol
• Exact Mass: 520.21559120 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.08
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8315	83.15%
Caco-2	-	0.8432	84.32%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7067	70.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8064	80.64%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7426	74.26%
P-glycoprotein inhibitior	-	0.6000	60.00%
P-glycoprotein substrate	-	0.5555	55.55%
CYP3A4 substrate	+	0.6447	64.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.8401	84.01%
CYP2C9 inhibition	-	0.9141	91.41%
CYP2C19 inhibition	-	0.9064	90.64%
CYP2D6 inhibition	-	0.9440	94.40%
CYP1A2 inhibition	-	0.9240	92.40%
CYP2C8 inhibition	+	0.4692	46.92%
CYP inhibitory promiscuity	-	0.9314	93.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6622	66.22%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9455	94.55%
Skin irritation	-	0.5879	58.79%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6592	65.92%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6715	67.15%
skin sensitisation	-	0.9039	90.39%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4548	45.48%
Acute Oral Toxicity (c)	III	0.4663	46.63%
Estrogen receptor binding	+	0.7247	72.47%
Androgen receptor binding	+	0.6634	66.34%
Thyroid receptor binding	-	0.5918	59.18%
Glucocorticoid receptor binding	+	0.5766	57.66%
Aromatase binding	+	0.5397	53.97%
PPAR gamma	-	0.4942	49.42%
Honey bee toxicity	-	0.7295	72.95%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9696	96.96%

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	99.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.71%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	96.64%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.09%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.05%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.93%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.83%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.90%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.07%	82.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.26%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.13%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	84.87%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.44%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.02%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.64%	96.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.38%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.26%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.52%	91.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.11%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.97%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.97%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.75%	92.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.28%	96.00%

Plants that contains it

• Viburnum ayavacense

Cross-Links

• PubChem: 162925872
• LOTUS: LTS0042879
• wikiData: Q104915595