[(1S,4aS,6S,7R,7aS)-6,7-dihydroxy-7-(hydroxymethyl)-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] 2-methylbutanoate

Details

• Internal ID: c54d481e-05d2-4009-99f3-dbfebe8cd966
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(1S,4aS,6S,7R,7aS)-6,7-dihydroxy-7-(hydroxymethyl)-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] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(CC(C2(CO)O)O)C(=CO1)COC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CCC(C)C(=O)O[C@H]1[C@H]2[C@H](C[C@@H]([C@@]2(CO)O)O)C(=CO1)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C21H34O12/c1-3-9(2)18(28)33-19-14-11(4-13(24)21(14,29)8-23)10(6-30-19)7-31-20-17(27)16(26)15(25)12(5-22)32-20/h6,9,11-17,19-20,22-27,29H,3-5,7-8H2,1-2H3/t9?,11-,12-,13+,14-,15-,16+,17-,19+,20-,21-/m1/s1
• InChI Key: VIXQFJQKGSXGLS-XVLCQEPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₁₂
• Molecular Weight: 478.50 g/mol
• Exact Mass: 478.20502652 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.65
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7553	75.53%
Caco-2	-	0.8398	83.98%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6990	69.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8144	81.44%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8581	85.81%
P-glycoprotein inhibitior	-	0.7254	72.54%
P-glycoprotein substrate	-	0.6996	69.96%
CYP3A4 substrate	+	0.6261	62.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.9148	91.48%
CYP2C9 inhibition	-	0.9197	91.97%
CYP2C19 inhibition	-	0.8651	86.51%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	-	0.9130	91.30%
CYP2C8 inhibition	-	0.5874	58.74%
CYP inhibitory promiscuity	-	0.8863	88.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6534	65.34%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9647	96.47%
Skin irritation	-	0.6921	69.21%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6620	66.20%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6766	67.66%
skin sensitisation	-	0.8791	87.91%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7026	70.26%
Acute Oral Toxicity (c)	III	0.4383	43.83%
Estrogen receptor binding	+	0.6678	66.78%
Androgen receptor binding	+	0.6495	64.95%
Thyroid receptor binding	-	0.5668	56.68%
Glucocorticoid receptor binding	+	0.5372	53.72%
Aromatase binding	+	0.5708	57.08%
PPAR gamma	-	0.5358	53.58%
Honey bee toxicity	-	0.7856	78.56%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9205	92.05%

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	98.75%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.17%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.72%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.20%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.63%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.51%	97.21%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.87%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.15%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.49%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.08%	82.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.92%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.91%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.39%	91.24%
CHEMBL2996	Q05655	Protein kinase C delta	82.01%	97.79%
CHEMBL5255	O00206	Toll-like receptor 4	81.66%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.61%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.28%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.75%	90.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.21%	100.00%

Plants that contains it

• Viburnum ayavacense

Cross-Links

• PubChem: 101938461
• LOTUS: LTS0068603
• wikiData: Q105287081