2-(4,8-Dihydroxy-3,7-dimethylocta-2,6-dienoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 9bcd11f5-ab5d-437c-bb77-1957170439fa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(4,8-dihydroxy-3,7-dimethylocta-2,6-dienoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCC(C(=CCOC1C(C(C(C(O1)CO)O)O)O)C)O)CO
• SMILES (Isomeric): CC(=CCC(C(=CCOC1C(C(C(C(O1)CO)O)O)O)C)O)CO
• InChI: InChI=1S/C16H28O8/c1-9(7-17)3-4-11(19)10(2)5-6-23-16-15(22)14(21)13(20)12(8-18)24-16/h3,5,11-22H,4,6-8H2,1-2H3
• InChI Key: PWNXLORYTTXARN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₈
• Molecular Weight: 348.39 g/mol
• Exact Mass: 348.17841785 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.56
• H-Bond Acceptor: 8
• 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	-	0.6770	67.70%
Caco-2	-	0.8321	83.21%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7766	77.66%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9062	90.62%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8748	87.48%
P-glycoprotein inhibitior	-	0.9100	91.00%
P-glycoprotein substrate	-	0.8970	89.70%
CYP3A4 substrate	+	0.5577	55.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.9359	93.59%
CYP2C9 inhibition	-	0.9287	92.87%
CYP2C19 inhibition	-	0.8361	83.61%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.8805	88.05%
CYP2C8 inhibition	-	0.8205	82.05%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7556	75.56%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9830	98.30%
Skin irritation	-	0.8138	81.38%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4841	48.41%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8074	80.74%
skin sensitisation	-	0.8772	87.72%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4508	45.08%
Acute Oral Toxicity (c)	III	0.5817	58.17%
Estrogen receptor binding	-	0.5700	57.00%
Androgen receptor binding	-	0.6369	63.69%
Thyroid receptor binding	+	0.5982	59.82%
Glucocorticoid receptor binding	+	0.5428	54.28%
Aromatase binding	+	0.5617	56.17%
PPAR gamma	-	0.4934	49.34%
Honey bee toxicity	-	0.7552	75.52%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.9200	92.00%
Fish aquatic toxicity	+	0.8420	84.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.32%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	88.42%	94.73%
CHEMBL3589	P55263	Adenosine kinase	83.81%	98.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.07%	86.92%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	81.36%	97.34%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.29%	97.29%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 73236274
• LOTUS: LTS0001269
• wikiData: Q105215916