2-(3,7-Dimethylocta-1,6-dien-3-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: e5976888-a4ad-45ea-bfbe-beceb181a593
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2-(3,7-dimethylocta-1,6-dien-3-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C=C)OC1C(C(C(C(O1)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C=C)OC1C(C(C(C(O1)CO)O)O)O)C
• InChI: InChI=1S/C16H28O6/c1-5-16(4,8-6-7-10(2)3)22-15-14(20)13(19)12(18)11(9-17)21-15/h5,7,11-15,17-20H,1,6,8-9H2,2-4H3
• InChI Key: FLXYFXDZJHWWGW-UHFFFAOYSA-N
• Popularity: 4 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: 1.10
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5565	55.65%
Caco-2	-	0.7648	76.48%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8033	80.33%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.8773	87.73%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9207	92.07%
P-glycoprotein inhibitior	-	0.9026	90.26%
P-glycoprotein substrate	-	0.9480	94.80%
CYP3A4 substrate	+	0.5353	53.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.7591	75.91%
CYP2C9 inhibition	-	0.6998	69.98%
CYP2C19 inhibition	-	0.7857	78.57%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.7817	78.17%
CYP2C8 inhibition	-	0.8012	80.12%
CYP inhibitory promiscuity	-	0.8694	86.94%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6777	67.77%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9824	98.24%
Skin irritation	-	0.7070	70.70%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5877	58.77%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5755	57.55%
skin sensitisation	-	0.7803	78.03%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6493	64.93%
Acute Oral Toxicity (c)	III	0.7080	70.80%
Estrogen receptor binding	-	0.7316	73.16%
Androgen receptor binding	-	0.6446	64.46%
Thyroid receptor binding	-	0.4874	48.74%
Glucocorticoid receptor binding	-	0.4707	47.07%
Aromatase binding	-	0.5247	52.47%
PPAR gamma	-	0.5111	51.11%
Honey bee toxicity	-	0.6375	63.75%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.8183	81.83%

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	94.23%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.21%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.14%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.41%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.14%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	85.11%	95.93%
CHEMBL1977	P11473	Vitamin D receptor	82.47%	99.43%
CHEMBL3589	P55263	Adenosine kinase	81.64%	98.05%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.52%	89.34%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.42%	97.36%

Plants that contains it

• Cunila spicata
• Hypericum sikokumontanum
• Jasminum sambac
• Perilla frutescens
• Pluchea indica

Cross-Links

• PubChem: 14190656
• LOTUS: LTS0054728
• wikiData: Q104997606