(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R)-1-hydroxytrideca-5,7,9,11-tetrayn-2-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: facda0c3-2bac-441f-bde8-4b852e3a514f
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R)-1-hydroxytrideca-5,7,9,11-tetrayn-2-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC#CC#CC#CC#CCCC(CO)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CC#CC#CC#CC#CCC[C@H](CO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C19H22O7/c1-2-3-4-5-6-7-8-9-10-11-14(12-20)25-19-18(24)17(23)16(22)15(13-21)26-19/h14-24H,10-13H2,1H3/t14-,15-,16-,17+,18-,19-/m1/s1
• InChI Key: LIVZHGSTYIVZNV-WVXCVLBUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₇
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.13655304 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.02
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9489	94.89%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8438	84.38%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9175	91.75%
P-glycoprotein inhibitior	-	0.7949	79.49%
P-glycoprotein substrate	-	0.9004	90.04%
CYP3A4 substrate	+	0.5608	56.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.9257	92.57%
CYP2C9 inhibition	-	0.8778	87.78%
CYP2C19 inhibition	-	0.8608	86.08%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.9090	90.90%
CYP2C8 inhibition	-	0.8748	87.48%
CYP inhibitory promiscuity	-	0.9035	90.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6385	63.85%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.9698	96.98%
Skin irritation	-	0.8366	83.66%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3836	38.36%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7343	73.43%
skin sensitisation	-	0.9154	91.54%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.5683	56.83%
Acute Oral Toxicity (c)	III	0.4669	46.69%
Estrogen receptor binding	+	0.6012	60.12%
Androgen receptor binding	+	0.5710	57.10%
Thyroid receptor binding	+	0.6745	67.45%
Glucocorticoid receptor binding	-	0.5194	51.94%
Aromatase binding	+	0.5536	55.36%
PPAR gamma	-	0.5199	51.99%
Honey bee toxicity	-	0.7381	73.81%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.8440	84.40%

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	96.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.91%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.24%	99.17%
CHEMBL3589	P55263	Adenosine kinase	86.90%	98.05%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.00%	83.57%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.75%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.58%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.51%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.26%	96.61%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.02%	97.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.01%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.18%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	81.17%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.86%	92.86%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.76%	86.92%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.62%	96.47%

Plants that contains it

• Achillea nana
• Aconitum napellus
• Astragalus bisulcatus
• Baccharoides lasiopus
• Bidens pilosa
• Boenninghausenia albiflora
• Bothriocline ripensis
• Brachyglottis bidwillii
• Calea lantanoides
• Chromolaena odorata
• Cibotium barometz
• Coronilla cretica
• Drosera indica
• Drummondita hassellii
• Ephedra distachya
• Flindersia xanthoxyla
• Galium mollugo
• Gardenia imperialis
• Gomesa radicans
• Grindelia scorzonerifolia
• Lepidium graminifolium
• Lonchocarpus atropurpureus
• Pinus flexilis
• Psilotum nudum
• Rydingia limbata
• Senegalia mellifera
• Typha latifolia
• Uncaria sterrophylla
• Vicia amoena

Cross-Links

• PubChem: 54671425
• NPASS: NPC244284
• LOTUS: LTS0225355
• wikiData: Q105152383