methyl (3R,4E,10R)-3-hydroxy-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydodeca-4,11-dien-6,8-diynoate

Details

• Internal ID: d8c79900-c4bc-4728-85ab-2668a086024c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: methyl (3R,4E,10R)-3-hydroxy-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydodeca-4,11-dien-6,8-diynoate
• SMILES (Canonical): COC(=O)CC(C=CC#CC#CC(C=C)OC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): COC(=O)C[C@H](/C=C/C#CC#C[C@@H](C=C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C19H24O9/c1-3-13(9-7-5-4-6-8-12(21)10-15(22)26-2)27-19-18(25)17(24)16(23)14(11-20)28-19/h3,6,8,12-14,16-21,23-25H,1,10-11H2,2H3/b8-6+/t12-,13+,14+,16+,17-,18+,19+/m0/s1
• InChI Key: CDSGJPSZVQMWJQ-PJSNQMPASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₉
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.14203234 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -2.16
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7656	76.56%
Caco-2	-	0.8849	88.49%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6845	68.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9258	92.58%
P-glycoprotein inhibitior	-	0.7222	72.22%
P-glycoprotein substrate	-	0.7539	75.39%
CYP3A4 substrate	+	0.6313	63.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.7591	75.91%
CYP2C9 inhibition	-	0.9515	95.15%
CYP2C19 inhibition	-	0.9302	93.02%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.9280	92.80%
CYP2C8 inhibition	-	0.6423	64.23%
CYP inhibitory promiscuity	-	0.9531	95.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7965	79.65%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9633	96.33%
Skin irritation	-	0.7788	77.88%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6813	68.13%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.7390	73.90%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5672	56.72%
Acute Oral Toxicity (c)	III	0.5323	53.23%
Estrogen receptor binding	+	0.5641	56.41%
Androgen receptor binding	+	0.5323	53.23%
Thyroid receptor binding	+	0.5644	56.44%
Glucocorticoid receptor binding	+	0.6860	68.60%
Aromatase binding	+	0.5675	56.75%
PPAR gamma	+	0.5607	56.07%
Honey bee toxicity	-	0.6152	61.52%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7051	70.51%
Fish aquatic toxicity	-	0.5439	54.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.44%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.32%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.59%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.02%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.50%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.97%	91.24%
CHEMBL2581	P07339	Cathepsin D	87.10%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.61%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.82%	94.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.78%	96.47%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.74%	97.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.13%	94.45%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.83%	82.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.77%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.48%	95.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.08%	86.92%
CHEMBL256	P0DMS8	Adenosine A3 receptor	81.42%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.21%	100.00%

Plants that contains it

• Helianthus tuberosus

Cross-Links

• PubChem: 162995840
• LOTUS: LTS0146284
• wikiData: Q104955121