[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 8-hydroxy-2,6-dimethylocta-2,6-dienoate

Details

• Internal ID: 238387c2-056d-44e9-8804-f14364c55ca1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 8-hydroxy-2,6-dimethylocta-2,6-dienoate
• SMILES (Canonical): CC(=CCO)CCC=C(C)C(=O)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CC(=CCO)CCC=C(C)C(=O)OC1C(C(C(C(O1)CO)O)O)O
• InChI: InChI=1S/C16H26O8/c1-9(6-7-17)4-3-5-10(2)15(22)24-16-14(21)13(20)12(19)11(8-18)23-16/h5-6,11-14,16-21H,3-4,7-8H2,1-2H3
• InChI Key: QZIOPOIUZGGXKI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₈
• Molecular Weight: 346.37 g/mol
• Exact Mass: 346.16276778 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.01
• H-Bond Acceptor: 8
• 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	-	0.6246	62.46%
Caco-2	-	0.7346	73.46%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8933	89.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8758	87.58%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7376	73.76%
P-glycoprotein inhibitior	-	0.8584	85.84%
P-glycoprotein substrate	-	0.9506	95.06%
CYP3A4 substrate	+	0.5684	56.84%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.9117	91.17%
CYP2C9 inhibition	-	0.9090	90.90%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.8942	89.42%
CYP1A2 inhibition	-	0.8119	81.19%
CYP2C8 inhibition	-	0.8464	84.64%
CYP inhibitory promiscuity	-	0.9297	92.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7586	75.86%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9797	97.97%
Skin irritation	-	0.7774	77.74%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5212	52.12%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.8156	81.56%
skin sensitisation	-	0.8730	87.30%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6514	65.14%
Acute Oral Toxicity (c)	III	0.5860	58.60%
Estrogen receptor binding	+	0.5636	56.36%
Androgen receptor binding	-	0.6650	66.50%
Thyroid receptor binding	-	0.6303	63.03%
Glucocorticoid receptor binding	+	0.6029	60.29%
Aromatase binding	-	0.5228	52.28%
PPAR gamma	+	0.5685	56.85%
Honey bee toxicity	-	0.8200	82.00%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.8990	89.90%

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	93.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.70%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.08%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.97%	99.17%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.23%	97.47%
CHEMBL5255	O00206	Toll-like receptor 4	85.44%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.28%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.30%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.87%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.45%	96.00%
CHEMBL2581	P07339	Cathepsin D	82.03%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.16%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.93%	93.00%

Plants that contains it

• Penstemon virens

Cross-Links

• PubChem: 72733754
• LOTUS: LTS0041660
• wikiData: Q105232082