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

Details

• Internal ID: a173ad8e-664f-4ed7-bd6e-20bd3edba02b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(1S,4aS,6S,7R,7aS)-6-acetyloxy-4-[[(2R,3R,4S,5S,6R)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-hydroxy-7-(hydroxymethyl)-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C2C(CC(C2(CO)O)OC(=O)C)C(=CO1)COC3C(C(C(C(O3)CO)O)O)OC(=O)C
• SMILES (Isomeric): CC(C)CC(=O)O[C@H]1[C@H]2[C@H](C[C@@H]([C@@]2(CO)O)OC(=O)C)C(=CO1)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)C
• InChI: InChI=1S/C25H38O14/c1-11(2)5-18(30)39-23-19-15(6-17(36-12(3)28)25(19,33)10-27)14(8-34-23)9-35-24-22(37-13(4)29)21(32)20(31)16(7-26)38-24/h8,11,15-17,19-24,26-27,31-33H,5-7,9-10H2,1-4H3/t15-,16-,17+,19-,20-,21+,22-,23+,24-,25-/m1/s1
• InChI Key: WHQAOAMKQYOTDZ-JXGCLKDXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₁₄
• Molecular Weight: 562.60 g/mol
• Exact Mass: 562.22615588 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.51
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6621	66.21%
Caco-2	-	0.8266	82.66%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7857	78.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8105	81.05%
OATP1B3 inhibitior	+	0.8998	89.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5706	57.06%
P-glycoprotein inhibitior	+	0.5979	59.79%
P-glycoprotein substrate	-	0.5901	59.01%
CYP3A4 substrate	+	0.6608	66.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.8738	87.38%
CYP2C9 inhibition	-	0.8623	86.23%
CYP2C19 inhibition	-	0.8987	89.87%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.9221	92.21%
CYP2C8 inhibition	-	0.6032	60.32%
CYP inhibitory promiscuity	-	0.9396	93.96%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9277	92.77%
Skin irritation	-	0.6589	65.89%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4743	47.43%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6194	61.94%
skin sensitisation	-	0.8718	87.18%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5622	56.22%
Acute Oral Toxicity (c)	III	0.5163	51.63%
Estrogen receptor binding	+	0.7469	74.69%
Androgen receptor binding	+	0.6596	65.96%
Thyroid receptor binding	-	0.6457	64.57%
Glucocorticoid receptor binding	+	0.6370	63.70%
Aromatase binding	-	0.4877	48.77%
PPAR gamma	+	0.6347	63.47%
Honey bee toxicity	-	0.7699	76.99%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9468	94.68%

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	98.65%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.73%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.83%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.17%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.95%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	91.28%	97.79%
CHEMBL2581	P07339	Cathepsin D	89.80%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.76%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.13%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.80%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.77%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.90%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.30%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.14%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.31%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	81.82%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.65%	86.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.63%	82.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.61%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.29%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.49%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.36%	96.95%

Plants that contains it

• Viburnum tinus

Cross-Links

• PubChem: 101915808
• LOTUS: LTS0148243
• wikiData: Q105305704