(2S,3R,4S,5S,6R)-2-[(3E,6S)-6-hydroxy-2,6-dimethylocta-3,7-dien-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 0aca5860-d1e1-4dc1-9c2d-8fba572e6b62
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(3E,6S)-6-hydroxy-2,6-dimethylocta-3,7-dien-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C)(C=CCC(C)(C=C)O)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): C[C@](C/C=C/C(C)(C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)(C=C)O
• InChI: InChI=1S/C16H28O7/c1-5-16(4,21)8-6-7-15(2,3)23-14-13(20)12(19)11(18)10(9-17)22-14/h5-7,10-14,17-21H,1,8-9H2,2-4H3/b7-6+/t10-,11-,12+,13-,14+,16-/m1/s1
• InChI Key: UZMYYPDQXJBLNF-HPPVHYDRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₇
• Molecular Weight: 332.39 g/mol
• Exact Mass: 332.18350323 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.54
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7321	73.21%
Caco-2	-	0.7459	74.59%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6836	68.36%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7381	73.81%
P-glycoprotein inhibitior	-	0.8443	84.43%
P-glycoprotein substrate	-	0.9514	95.14%
CYP3A4 substrate	+	0.5671	56.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8437	84.37%
CYP3A4 inhibition	-	0.6418	64.18%
CYP2C9 inhibition	-	0.8518	85.18%
CYP2C19 inhibition	-	0.8650	86.50%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.8695	86.95%
CYP2C8 inhibition	-	0.7395	73.95%
CYP inhibitory promiscuity	-	0.9448	94.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6591	65.91%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9840	98.40%
Skin irritation	-	0.8108	81.08%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5199	51.99%
Micronuclear	-	0.8141	81.41%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7705	77.05%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.4760	47.60%
Acute Oral Toxicity (c)	III	0.7174	71.74%
Estrogen receptor binding	-	0.5535	55.35%
Androgen receptor binding	-	0.5692	56.92%
Thyroid receptor binding	+	0.6426	64.26%
Glucocorticoid receptor binding	-	0.4676	46.76%
Aromatase binding	+	0.5575	55.75%
PPAR gamma	+	0.5333	53.33%
Honey bee toxicity	-	0.7717	77.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.3703	37.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1977	P11473	Vitamin D receptor	90.91%	99.43%
CHEMBL3401	O75469	Pregnane X receptor	89.35%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.29%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.01%	91.11%
CHEMBL3589	P55263	Adenosine kinase	86.36%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.30%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.28%	97.36%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.06%	90.93%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.72%	97.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.97%	96.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.40%	96.61%

Plants that contains it

• Cunila spicata

Cross-Links

• PubChem: 101927616
• LOTUS: LTS0193824
• wikiData: Q105282333