(5R,6S,8Z,11Z)-6-hydroxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetradeca-8,11-dienoic acid

Details

• Internal ID: f7c9530c-a820-4752-9563-eefeebb0e4ec
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (5R,6S,8Z,11Z)-6-hydroxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetradeca-8,11-dienoic acid
• InChI: InChI=1S/C20H34O9/c1-2-3-4-5-6-7-9-13(22)14(10-8-11-16(23)24)28-20-19(27)18(26)17(25)15(12-21)29-20/h3-4,6-7,13-15,17-22,25-27H,2,5,8-12H2,1H3,(H,23,24)/b4-3-,7-6-/t13-,14+,15+,17+,18-,19+,20+/m0/s1
• InChI Key: NIZSYFBBTLGQDP-FXWNAWFFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₉
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.22028266 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6344	63.44%
Caco-2	-	0.8325	83.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8588	85.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7589	75.89%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	-	0.6947	69.47%
P-glycoprotein inhibitior	-	0.8096	80.96%
P-glycoprotein substrate	-	0.8617	86.17%
CYP3A4 substrate	+	0.5788	57.88%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8957	89.57%
CYP2C9 inhibition	-	0.9280	92.80%
CYP2C19 inhibition	-	0.8343	83.43%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	-	0.7875	78.75%
CYP inhibitory promiscuity	-	0.9460	94.60%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7880	78.80%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9768	97.68%
Skin irritation	-	0.7924	79.24%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6547	65.47%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8637	86.37%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9392	93.92%
Acute Oral Toxicity (c)	III	0.5919	59.19%
Estrogen receptor binding	+	0.7238	72.38%
Androgen receptor binding	-	0.6993	69.93%
Thyroid receptor binding	-	0.5065	50.65%
Glucocorticoid receptor binding	-	0.5068	50.68%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5865	58.65%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.4226	42.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.58%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.22%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.44%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.16%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.08%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.17%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.11%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.22%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	82.20%	92.50%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.27%	92.32%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.69%	95.56%

Plants that contains it

• Lemna aequinoctialis

Cross-Links

• PubChem: 163028532
• LOTUS: LTS0014249
• wikiData: Q105180063