[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] 3-methylbutanoate

Details

• Internal ID: bfbe928f-3f23-4f02-86ab-b0ffd6745a12
• 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] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=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): CC(C)CC(=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/c1-13(2)7-22(35)45-27-23-19(8-21(41-15(4)32)29(23,37)12-40-14(3)31)18(10-38-27)11-39-28-26(43-17(6)34)25(42-16(5)33)24(36)20(9-30)44-28/h10,13,19-21,23-28,30,36-37H,7-9,11-12H2,1-6H3
• InChI Key: FPLFVYKMLWXIJG-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: -0.40
• 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	+	0.8694	86.94%
Caco-2	-	0.8365	83.65%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7637	76.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8089	80.89%
OATP1B3 inhibitior	+	0.8963	89.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7073	70.73%
P-glycoprotein inhibitior	+	0.7350	73.50%
P-glycoprotein substrate	-	0.5089	50.89%
CYP3A4 substrate	+	0.6776	67.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.8602	86.02%
CYP2C9 inhibition	-	0.8694	86.94%
CYP2C19 inhibition	-	0.9198	91.98%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.9279	92.79%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9185	91.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6361	63.61%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.6070	60.70%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4157	41.57%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5944	59.44%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5835	58.35%
Acute Oral Toxicity (c)	I	0.5592	55.92%
Estrogen receptor binding	+	0.7621	76.21%
Androgen receptor binding	+	0.6809	68.09%
Thyroid receptor binding	-	0.6153	61.53%
Glucocorticoid receptor binding	+	0.7375	73.75%
Aromatase binding	+	0.5828	58.28%
PPAR gamma	+	0.7009	70.09%
Honey bee toxicity	-	0.7285	72.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9676	96.76%

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	99.05%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.68%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.30%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.74%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.45%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.80%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.75%	97.21%
CHEMBL2996	Q05655	Protein kinase C delta	88.62%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.49%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	87.87%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.03%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.95%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.40%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.23%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.12%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.95%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.61%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.43%	86.92%

Plants that contains it

• Viburnum ayavacense

Cross-Links

• PubChem: 74191736
• LOTUS: LTS0201112
• wikiData: Q104999244