2-(3,7-Dimethylocta-2,6-dienoxy)-6-[[5-(hydroxymethyl)-3,4-dimethyloxolan-2-yl]oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: 7fa984ff-ea84-4beb-9bd8-a81ef10ab351
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(3,7-dimethylocta-2,6-dienoxy)-6-[[5-(hydroxymethyl)-3,4-dimethyloxolan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(OC1CO)OCC2C(C(C(C(O2)OCC=C(C)CCC=C(C)C)O)O)O)C
• SMILES (Isomeric): CC1C(C(OC1CO)OCC2C(C(C(C(O2)OCC=C(C)CCC=C(C)C)O)O)O)C
• InChI: InChI=1S/C23H40O8/c1-13(2)7-6-8-14(3)9-10-28-23-21(27)20(26)19(25)18(31-23)12-29-22-16(5)15(4)17(11-24)30-22/h7,9,15-27H,6,8,10-12H2,1-5H3
• InChI Key: ZBANEZUKJSONQR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₄₀O₈
• Molecular Weight: 444.60 g/mol
• Exact Mass: 444.27231823 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5958	59.58%
Caco-2	-	0.7496	74.96%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8417	84.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8646	86.46%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5676	56.76%
P-glycoprotein inhibitior	-	0.6491	64.91%
P-glycoprotein substrate	-	0.8841	88.41%
CYP3A4 substrate	+	0.5778	57.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.8813	88.13%
CYP2C9 inhibition	-	0.8371	83.71%
CYP2C19 inhibition	-	0.8340	83.40%
CYP2D6 inhibition	-	0.8984	89.84%
CYP1A2 inhibition	-	0.8170	81.70%
CYP2C8 inhibition	-	0.7634	76.34%
CYP inhibitory promiscuity	-	0.8708	87.08%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6675	66.75%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9653	96.53%
Skin irritation	-	0.7384	73.84%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6678	66.78%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7841	78.41%
skin sensitisation	-	0.8815	88.15%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5464	54.64%
Acute Oral Toxicity (c)	III	0.6233	62.33%
Estrogen receptor binding	-	0.5318	53.18%
Androgen receptor binding	-	0.6434	64.34%
Thyroid receptor binding	+	0.5285	52.85%
Glucocorticoid receptor binding	-	0.5980	59.80%
Aromatase binding	+	0.6594	65.94%
PPAR gamma	+	0.5993	59.93%
Honey bee toxicity	-	0.7880	78.80%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9005	90.05%

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	95.20%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.97%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.95%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.43%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.31%	92.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.64%	97.25%
CHEMBL2581	P07339	Cathepsin D	82.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.54%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.31%	95.50%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.18%	92.32%

Plants that contains it

• Rodgersia sambucifolia

Cross-Links

• PubChem: 162863919
• LOTUS: LTS0233398
• wikiData: Q105370421