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

Details

• Internal ID: 1242bd97-3345-4fdb-94c3-ea07325eb7e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [6-acetyloxy-7-(acetyloxymethyl)-4-[[3,5-dihydroxy-6-(hydroxymethyl)-4-oxooxan-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(=O)C(C(O3)CO)O)O
• SMILES (Isomeric): CC(C)CC(=O)OC1C2C(CC(C2(COC(=O)C)O)OC(=O)C)C(=CO1)COC3C(C(=O)C(C(O3)CO)O)O
• InChI: InChI=1S/C25H36O14/c1-11(2)5-18(29)39-23-19-15(6-17(37-13(4)28)25(19,33)10-36-12(3)27)14(8-34-23)9-35-24-22(32)21(31)20(30)16(7-26)38-24/h8,11,15-17,19-20,22-24,26,30,32-33H,5-7,9-10H2,1-4H3
• InChI Key: LXYIODXKCDTQNC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₁₄
• Molecular Weight: 560.50 g/mol
• Exact Mass: 560.21050582 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.30
• H-Bond Acceptor: 14
• H-Bond Donor: 4
• Rotatable Bonds: 10

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	-	0.8369	83.69%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7637	76.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8033	80.33%
OATP1B3 inhibitior	+	0.8963	89.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6504	65.04%
P-glycoprotein inhibitior	+	0.6360	63.60%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6794	67.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8705	87.05%
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	+	0.4614	46.14%
CYP inhibitory promiscuity	-	0.9185	91.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6361	63.61%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9220	92.20%
Skin irritation	-	0.6070	60.70%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5474	54.74%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7388	73.88%
Acute Oral Toxicity (c)	I	0.5592	55.92%
Estrogen receptor binding	+	0.7768	77.68%
Androgen receptor binding	+	0.6982	69.82%
Thyroid receptor binding	-	0.5970	59.70%
Glucocorticoid receptor binding	+	0.7084	70.84%
Aromatase binding	+	0.6032	60.32%
PPAR gamma	+	0.6399	63.99%
Honey bee toxicity	-	0.7147	71.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	99.90%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.77%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.66%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	92.94%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	92.69%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.47%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.75%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.69%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.93%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.88%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.20%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	87.14%	91.19%
CHEMBL299	P17252	Protein kinase C alpha	86.81%	98.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.27%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.45%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.89%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	83.66%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.07%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.47%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.47%	90.08%

Plants that contains it

• Clusia sandiensis
• Clusia torresii
• Garcinia intermedia
• Hypericum elegans
• Jacobaea cannabifolia

Cross-Links

• PubChem: 14414533
• LOTUS: LTS0218156
• wikiData: Q105136611