[6-acetyloxy-7-(acetyloxymethyl)-4-[[3,4-diacetyloxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-hydroxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 2-methylbutanoate

Details

• Internal ID: 0e36aa7b-505d-4953-bf35-17ce4dda6fc5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [6-acetyloxy-7-(acetyloxymethyl)-4-[[3,4-diacetyloxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-hydroxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(CC(C2(COC(=O)C)O)OC(=O)C)C(=CO1)COC3C(C(C(C(O3)CO)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CCC(C)C(=O)OC1C2C(CC(C2(COC(=O)C)O)OC(=O)C)C(=CO1)COC3C(C(C(C(O3)CO)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C29H42O16/c1-7-13(2)26(36)45-27-22-19(8-21(41-15(4)32)29(22,37)12-40-14(3)31)18(10-38-27)11-39-28-25(43-17(6)34)24(42-16(5)33)23(35)20(9-30)44-28/h10,13,19-25,27-28,30,35,37H,7-9,11-12H2,1-6H3
• InChI Key: SEGBBJSRGFADGQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₁₆
• Molecular Weight: 646.60 g/mol
• Exact Mass: 646.24728525 g/mol
• Topological Polar Surface Area (TPSA): 220.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.36
• H-Bond Acceptor: 16
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9033	90.33%
Caco-2	-	0.8341	83.41%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6826	68.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8025	80.25%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6781	67.81%
P-glycoprotein inhibitior	+	0.7281	72.81%
P-glycoprotein substrate	-	0.5254	52.54%
CYP3A4 substrate	+	0.6654	66.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.7360	73.60%
CYP2C9 inhibition	-	0.9113	91.13%
CYP2C19 inhibition	-	0.9202	92.02%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	-	0.9356	93.56%
CYP2C8 inhibition	+	0.5195	51.95%
CYP inhibitory promiscuity	-	0.8922	89.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6292	62.92%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.5195	51.95%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4593	45.93%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5694	56.94%
skin sensitisation	-	0.9131	91.31%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4569	45.69%
Acute Oral Toxicity (c)	III	0.4479	44.79%
Estrogen receptor binding	+	0.7636	76.36%
Androgen receptor binding	+	0.6837	68.37%
Thyroid receptor binding	-	0.6167	61.67%
Glucocorticoid receptor binding	+	0.7307	73.07%
Aromatase binding	+	0.6007	60.07%
PPAR gamma	+	0.6917	69.17%
Honey bee toxicity	-	0.7350	73.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9687	96.87%

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	99.34%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.59%	95.93%
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.21%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.67%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.83%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.10%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.89%	97.21%
CHEMBL2996	Q05655	Protein kinase C delta	87.33%	97.79%
CHEMBL5255	O00206	Toll-like receptor 4	87.03%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.39%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.42%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.36%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.88%	85.14%
CHEMBL4208	P20618	Proteasome component C5	82.81%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.32%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.88%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.59%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.13%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.56%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.38%	95.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.15%	82.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.02%	92.62%

Plants that contains it

• Viburnum ayavacense

Cross-Links

• PubChem: 85165218
• LOTUS: LTS0064266
• wikiData: Q105251143