[(2R,3S,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-[(3S,6E,11S)-12-hydroxy-3,7,11-trimethyldodeca-1,6-dien-3-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: e0f3afa2-fe79-4bc3-9273-bf4cc383fc60
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(2R,3S,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-[(3S,6E,11S)-12-hydroxy-3,7,11-trimethyldodeca-1,6-dien-3-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(CCCC(=CCCC(C)(C=C)OC1C(C(C(C(O1)COC(=O)C)O)O)OC(=O)C)C)CO
• SMILES (Isomeric): C[C@@H](CCC/C(=C/CC[C@@](C)(C=C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C)O)O)OC(=O)C)/C)CO
• InChI: InChI=1S/C25H42O9/c1-7-25(6,13-9-12-16(2)10-8-11-17(3)14-26)34-24-23(32-19(5)28)22(30)21(29)20(33-24)15-31-18(4)27/h7,12,17,20-24,26,29-30H,1,8-11,13-15H2,2-6H3/b16-12+/t17-,20+,21+,22-,23+,24-,25+/m0/s1
• InChI Key: HSLJXOGNOJMDIV-OEISXWRRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₂O₉
• Molecular Weight: 486.60 g/mol
• Exact Mass: 486.28288291 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5804	58.04%
Caco-2	-	0.7293	72.93%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.9044	90.44%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.8742	87.42%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	+	0.5452	54.52%
BSEP inhibitior	+	0.7442	74.42%
P-glycoprotein inhibitior	+	0.6585	65.85%
P-glycoprotein substrate	-	0.6580	65.80%
CYP3A4 substrate	+	0.6736	67.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8933	89.33%
CYP3A4 inhibition	-	0.7006	70.06%
CYP2C9 inhibition	-	0.8453	84.53%
CYP2C19 inhibition	-	0.7848	78.48%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.7692	76.92%
CYP2C8 inhibition	-	0.6334	63.34%
CYP inhibitory promiscuity	-	0.9698	96.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6845	68.45%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9430	94.30%
Skin irritation	-	0.6539	65.39%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3631	36.31%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6414	64.14%
skin sensitisation	-	0.8798	87.98%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7591	75.91%
Acute Oral Toxicity (c)	III	0.6025	60.25%
Estrogen receptor binding	+	0.6914	69.14%
Androgen receptor binding	-	0.6028	60.28%
Thyroid receptor binding	-	0.5248	52.48%
Glucocorticoid receptor binding	+	0.6553	65.53%
Aromatase binding	+	0.6079	60.79%
PPAR gamma	+	0.5265	52.65%
Honey bee toxicity	-	0.7541	75.41%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9689	96.89%

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	98.13%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	97.10%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.56%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.37%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.28%	97.29%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.12%	89.34%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.18%	95.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.85%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.72%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.63%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.78%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.56%	96.90%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.03%	82.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.59%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	86.29%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.13%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.85%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.18%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.16%	96.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.86%	94.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.84%	89.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.99%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.87%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	80.33%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.27%	95.89%

Plants that contains it

• Gaillardia aestivalis

Cross-Links

• PubChem: 162931500
• LOTUS: LTS0248398
• wikiData: Q105033098