(2R,3R,4S,5S,6R)-2-[(2E,8Z)-deca-2,8-dien-4,6-diynoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: fd610d96-ceb2-4378-b111-0297a1a8c2d1
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2E,8Z)-deca-2,8-dien-4,6-diynoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC=CC#CC#CC=CCOC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): C/C=C\C#CC#C/C=C/CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C16H20O6/c1-2-3-4-5-6-7-8-9-10-21-16-15(20)14(19)13(18)12(11-17)22-16/h2-3,8-9,12-20H,10-11H2,1H3/b3-2-,9-8+/t12-,13-,14+,15-,16-/m1/s1
• InChI Key: SQEYEKCHRFLZRA-FHVHZSBKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.33 g/mol
• Exact Mass: 308.12598835 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9389	93.89%
Caco-2	-	0.8421	84.21%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7428	74.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8284	82.84%
OATP1B3 inhibitior	+	0.9685	96.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9197	91.97%
P-glycoprotein inhibitior	-	0.8190	81.90%
P-glycoprotein substrate	-	0.9281	92.81%
CYP3A4 substrate	+	0.5338	53.38%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.8485	84.85%
CYP3A4 inhibition	-	0.9316	93.16%
CYP2C9 inhibition	-	0.9475	94.75%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.9297	92.97%
CYP2C8 inhibition	-	0.8227	82.27%
CYP inhibitory promiscuity	-	0.8479	84.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6568	65.68%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9874	98.74%
Skin irritation	-	0.8571	85.71%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6735	67.35%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8090	80.90%
skin sensitisation	-	0.9046	90.46%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.4835	48.35%
Acute Oral Toxicity (c)	IV	0.4872	48.72%
Estrogen receptor binding	+	0.5310	53.10%
Androgen receptor binding	-	0.6135	61.35%
Thyroid receptor binding	+	0.5832	58.32%
Glucocorticoid receptor binding	+	0.5952	59.52%
Aromatase binding	+	0.5360	53.60%
PPAR gamma	+	0.6014	60.14%
Honey bee toxicity	-	0.7407	74.07%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.7655	76.55%

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	93.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.30%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.85%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	88.30%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.17%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.32%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.55%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.99%	96.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.95%	97.47%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 56965053
• LOTUS: LTS0044951
• wikiData: Q105257822