(2R,3R,4S,5S,6R)-2-[(Z)-dec-8-en-4,6-diynoxy]-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: 2a7640f3-3218-4830-a6e5-b07fa3e040e9
• 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-[(Z)-dec-8-en-4,6-diynoxy]-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC=CC#CC#CCCCOC1C(C(C(C(O1)COC2C(C(CO2)(CO)O)O)O)O)O
• SMILES (Isomeric): C/C=C\C#CC#CCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@](CO2)(CO)O)O)O)O)O
• InChI: InChI=1S/C21H30O10/c1-2-3-4-5-6-7-8-9-10-28-19-17(25)16(24)15(23)14(31-19)11-29-20-18(26)21(27,12-22)13-30-20/h2-3,14-20,22-27H,8-13H2,1H3/b3-2-/t14-,15-,16+,17-,18+,19-,20-,21-/m1/s1
• InChI Key: FJXNTWRWLZJULQ-MWOOYYDESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₁₀
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.18389715 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.37
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8823	88.23%
Caco-2	-	0.8497	84.97%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7905	79.05%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8654	86.54%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7020	70.20%
P-glycoprotein inhibitior	-	0.6163	61.63%
P-glycoprotein substrate	-	0.6314	63.14%
CYP3A4 substrate	+	0.6642	66.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.9719	97.19%
CYP2C9 inhibition	-	0.9214	92.14%
CYP2C19 inhibition	-	0.8905	89.05%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.9103	91.03%
CYP2C8 inhibition	+	0.5192	51.92%
CYP inhibitory promiscuity	-	0.9154	91.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6218	62.18%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9415	94.15%
Skin irritation	-	0.8091	80.91%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8220	82.20%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6947	69.47%
skin sensitisation	-	0.8932	89.32%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.4608	46.08%
Acute Oral Toxicity (c)	III	0.4970	49.70%
Estrogen receptor binding	+	0.7948	79.48%
Androgen receptor binding	-	0.5839	58.39%
Thyroid receptor binding	+	0.6473	64.73%
Glucocorticoid receptor binding	-	0.4673	46.73%
Aromatase binding	+	0.7767	77.67%
PPAR gamma	+	0.7362	73.62%
Honey bee toxicity	-	0.7904	79.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.7862	78.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.52%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.18%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.36%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.56%	94.45%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.66%	97.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.75%	96.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.03%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.61%	97.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.37%	83.57%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.34%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.02%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.24%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.21%	92.86%
CHEMBL2581	P07339	Cathepsin D	82.85%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.70%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.29%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.77%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.34%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.28%	98.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.09%	86.92%

Plants that contains it

• Chamaecyparis pisifera
• Heptapleurum divaricatum
• Hymenoxys ambigens var. floribunda
• Saussurea cordifolia
• Tabebuia angustata
• Tithonia rotundifolia

Cross-Links

• PubChem: 101506974
• NPASS: NPC74165
• LOTUS: LTS0053374
• wikiData: Q104996397