(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(4S)-3,3,6-trimethylhepta-1,5-dien-4-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 539932e8-8f66-4af9-be09-113ca8b916ff
• 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-[(4S)-3,3,6-trimethylhepta-1,5-dien-4-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(=CC(C(C)(C)C=C)OC1C(C(C(C(O1)CO)O)O)O)C
• SMILES (Isomeric): CC(=C[C@@H](C(C)(C)C=C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C
• InChI: InChI=1S/C16H28O6/c1-6-16(4,5)11(7-9(2)3)22-15-14(20)13(19)12(18)10(8-17)21-15/h6-7,10-15,17-20H,1,8H2,2-5H3/t10-,11+,12-,13+,14-,15+/m1/s1
• InChI Key: XHAYFIUIJVKIEL-DXUDUQDWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₆
• Molecular Weight: 316.39 g/mol
• Exact Mass: 316.18858861 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7194	71.94%
Caco-2	-	0.7929	79.29%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8009	80.09%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9720	97.20%
P-glycoprotein inhibitior	-	0.8040	80.40%
P-glycoprotein substrate	-	0.9416	94.16%
CYP3A4 substrate	+	0.5375	53.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8722	87.22%
CYP2C9 inhibition	-	0.8134	81.34%
CYP2C19 inhibition	-	0.7883	78.83%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.8614	86.14%
CYP2C8 inhibition	-	0.7865	78.65%
CYP inhibitory promiscuity	-	0.8363	83.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6763	67.63%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.6478	64.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4585	45.85%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7551	75.51%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6370	63.70%
Acute Oral Toxicity (c)	III	0.5866	58.66%
Estrogen receptor binding	+	0.6077	60.77%
Androgen receptor binding	-	0.5919	59.19%
Thyroid receptor binding	+	0.6273	62.73%
Glucocorticoid receptor binding	-	0.4867	48.67%
Aromatase binding	+	0.5540	55.40%
PPAR gamma	+	0.7057	70.57%
Honey bee toxicity	-	0.5263	52.63%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	-	0.3628	36.28%

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	92.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.14%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.37%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.87%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.69%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.69%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.89%	82.50%

Plants that contains it

• Artemisia ordosica

Cross-Links

• PubChem: 101497834
• LOTUS: LTS0124971
• wikiData: Q105327964