2,4,4-trimethyl-3-[(E,3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxybut-1-enyl]cyclohex-2-en-1-one

Details

• Internal ID: fb18889f-8008-45c1-bc22-f75d4b5e3d19
• 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-[(E,3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxybut-1-enyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=C(C(CCC1=O)(C)C)C=CC(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)/C=C/[C@@H](C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@H]([C@H]([C@H](CO3)O)O)O)O)O)O
• InChI: InChI=1S/C24H38O11/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/h5-6,11,15-23,26-31H,7-10H2,1-4H3/b6-5+/t11-,15+,16-,17+,18-,19+,20+,21-,22+,23-/m1/s1
• InChI Key: HVAJLDFWUWQRNG-QYEHMPEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₁₁
• Molecular Weight: 502.60 g/mol
• Exact Mass: 502.24141202 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.08
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5665	56.65%
Caco-2	-	0.8279	82.79%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8623	86.23%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8512	85.12%
OATP1B3 inhibitior	-	0.2273	22.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5959	59.59%
P-glycoprotein substrate	-	0.7547	75.47%
CYP3A4 substrate	+	0.6716	67.16%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9690	96.90%
CYP2C9 inhibition	-	0.8341	83.41%
CYP2C19 inhibition	-	0.8808	88.08%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.9082	90.82%
CYP2C8 inhibition	-	0.7164	71.64%
CYP inhibitory promiscuity	-	0.9572	95.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6635	66.35%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9563	95.63%
Skin irritation	-	0.6841	68.41%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3872	38.72%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6673	66.73%
skin sensitisation	-	0.8335	83.35%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8590	85.90%
Acute Oral Toxicity (c)	III	0.6803	68.03%
Estrogen receptor binding	+	0.6029	60.29%
Androgen receptor binding	-	0.6190	61.90%
Thyroid receptor binding	+	0.5458	54.58%
Glucocorticoid receptor binding	-	0.5406	54.06%
Aromatase binding	+	0.6000	60.00%
PPAR gamma	+	0.6233	62.33%
Honey bee toxicity	-	0.7219	72.19%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9012	90.12%

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	98.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.51%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	94.70%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.82%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.12%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	90.70%	83.82%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.58%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.38%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	85.33%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.27%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.83%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.86%	96.77%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.63%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.23%	86.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.52%	85.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.22%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.11%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.08%	97.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.90%	100.00%
CHEMBL5957	P21589	5'-nucleotidase	81.51%	97.78%
CHEMBL3401	O75469	Pregnane X receptor	80.93%	94.73%
CHEMBL5028	O14672	ADAM10	80.18%	97.50%

Plants that contains it

• Alangium platanifolium

Cross-Links

• PubChem: 162914590
• LOTUS: LTS0064333
• wikiData: Q105034157