4-Hydroxy-3,5,5-trimethyl-4-[3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybutyl]cyclohex-2-en-1-one

Details

• Internal ID: d0647aff-43b4-4149-b5a7-12d2903aa754
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 4-hydroxy-3,5,5-trimethyl-4-[3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybutyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1(CCC(C)OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)O)O)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC(C1(CCC(C)OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)O)O)(C)C
• InChI: InChI=1S/C25H42O13/c1-11-7-13(27)8-24(3,4)25(11,34)6-5-12(2)36-23-21(33)19(31)17(29)15(38-23)10-35-22-20(32)18(30)16(28)14(9-26)37-22/h7,12,14-23,26,28-34H,5-6,8-10H2,1-4H3
• InChI Key: GKUGLPQEXXJXHN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₂O₁₃
• Molecular Weight: 550.60 g/mol
• Exact Mass: 550.26254139 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -2.53
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4797	47.97%
Caco-2	-	0.8624	86.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8782	87.82%
OATP2B1 inhibitior	-	0.7249	72.49%
OATP1B1 inhibitior	+	0.8799	87.99%
OATP1B3 inhibitior	-	0.3127	31.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	-	0.7072	70.72%
P-glycoprotein inhibitior	-	0.5562	55.62%
P-glycoprotein substrate	-	0.7178	71.78%
CYP3A4 substrate	+	0.6672	66.72%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.9412	94.12%
CYP2C9 inhibition	-	0.8544	85.44%
CYP2C19 inhibition	-	0.8818	88.18%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.9104	91.04%
CYP2C8 inhibition	-	0.8745	87.45%
CYP inhibitory promiscuity	-	0.9669	96.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6797	67.97%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9474	94.74%
Skin irritation	-	0.6796	67.96%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6573	65.73%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8032	80.32%
skin sensitisation	-	0.8653	86.53%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5488	54.88%
Acute Oral Toxicity (c)	III	0.7072	70.72%
Estrogen receptor binding	+	0.5714	57.14%
Androgen receptor binding	+	0.5572	55.72%
Thyroid receptor binding	-	0.5194	51.94%
Glucocorticoid receptor binding	-	0.4937	49.37%
Aromatase binding	+	0.6779	67.79%
PPAR gamma	+	0.5366	53.66%
Honey bee toxicity	-	0.8156	81.56%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.9227	92.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.13%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.93%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	97.63%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.39%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	91.82%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	91.07%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.93%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.06%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.79%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.64%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.27%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.19%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.87%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	83.66%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.66%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.45%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.38%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.08%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.98%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.53%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL1871	P10275	Androgen Receptor	81.86%	96.43%
CHEMBL3401	O75469	Pregnane X receptor	80.63%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.30%	93.56%

Plants that contains it

• Diplospora dubia

Cross-Links

• PubChem: 75597366
• LOTUS: LTS0202778
• wikiData: Q105010313