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

Details

• Internal ID: 2a6c984e-d18f-4081-9c4e-7c3f3bf1692c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2,4,4-trimethyl-3-[3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxybutyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=C(C(CCC1=O)(C)C)CCC(C)OC2C(C(C(C(O2)COC3C(C(C(CO3)O)O)O)O)O)O
• SMILES (Isomeric): CC1=C(C(CCC1=O)(C)C)CCC(C)OC2C(C(C(C(O2)COC3C(C(C(CO3)O)O)O)O)O)O
• InChI: InChI=1S/C24H40O11/c1-11(5-6-13-12(2)14(25)7-8-24(13,3)4)34-23-21(31)19(29)18(28)16(35-23)10-33-22-20(30)17(27)15(26)9-32-22/h11,15-23,26-31H,5-10H2,1-4H3
• InChI Key: WKVHKJUZTVOXHL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₁₁
• Molecular Weight: 504.60 g/mol
• Exact Mass: 504.25706209 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5841	58.41%
Caco-2	-	0.8139	81.39%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8861	88.61%
OATP2B1 inhibitior	-	0.7114	71.14%
OATP1B1 inhibitior	+	0.8774	87.74%
OATP1B3 inhibitior	-	0.2453	24.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.6743	67.43%
P-glycoprotein inhibitior	-	0.5779	57.79%
P-glycoprotein substrate	-	0.6585	65.85%
CYP3A4 substrate	+	0.6864	68.64%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.9604	96.04%
CYP2C9 inhibition	-	0.8508	85.08%
CYP2C19 inhibition	-	0.8647	86.47%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	-	0.7977	79.77%
CYP inhibitory promiscuity	-	0.9644	96.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9430	94.30%
Skin irritation	-	0.6637	66.37%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.5178	51.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4710	47.10%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6854	68.54%
skin sensitisation	-	0.8499	84.99%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8581	85.81%
Acute Oral Toxicity (c)	III	0.6714	67.14%
Estrogen receptor binding	-	0.4876	48.76%
Androgen receptor binding	-	0.5589	55.89%
Thyroid receptor binding	+	0.5256	52.56%
Glucocorticoid receptor binding	-	0.5115	51.15%
Aromatase binding	+	0.6429	64.29%
PPAR gamma	+	0.5691	56.91%
Honey bee toxicity	-	0.7876	78.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9569	95.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.65%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.14%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.93%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	93.98%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.40%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	87.95%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.71%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.88%	96.47%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.53%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.28%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.94%	95.56%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.82%	95.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.06%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.90%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.28%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.04%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.03%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.51%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.37%	100.00%

Plants that contains it

• Alangium platanifolium

Cross-Links

• PubChem: 163021288
• LOTUS: LTS0029642
• wikiData: Q105307727