3,7-dimethyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-2,6-dienoic acid

Details

• Internal ID: 5e6d3b84-bb39-4c65-8606-fbbc64557dcf
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: 3,7-dimethyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-2,6-dienoic acid
• SMILES (Canonical): CC(=CC(=O)O)CCC=C(C)COC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CC(=CC(=O)O)CCC=C(C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C16H26O8/c1-9(6-12(18)19)4-3-5-10(2)8-23-16-15(22)14(21)13(20)11(7-17)24-16/h5-6,11,13-17,20-22H,3-4,7-8H2,1-2H3,(H,18,19)/t11-,13-,14+,15-,16-/m1/s1
• InChI Key: VNPZQBORDBFYGV-YMILTQATSA-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: 0.10
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6246	62.46%
Caco-2	-	0.7867	78.67%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8933	89.33%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7198	71.98%
P-glycoprotein inhibitior	-	0.8501	85.01%
P-glycoprotein substrate	-	0.9357	93.57%
CYP3A4 substrate	+	0.5445	54.45%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.8953	89.53%
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	-	0.7958	79.58%
CYP inhibitory promiscuity	-	0.9297	92.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7586	75.86%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9828	98.28%
Skin irritation	-	0.7774	77.74%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6294	62.94%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.8233	82.33%
skin sensitisation	-	0.8730	87.30%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5228	52.28%
Acute Oral Toxicity (c)	III	0.5860	58.60%
Estrogen receptor binding	-	0.6329	63.29%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5078	50.78%
Glucocorticoid receptor binding	-	0.4927	49.27%
Aromatase binding	-	0.6821	68.21%
PPAR gamma	+	0.6782	67.82%
Honey bee toxicity	-	0.7431	74.31%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7355	73.55%
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	93.13%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.78%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.68%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.82%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.61%	96.00%
CHEMBL2581	P07339	Cathepsin D	82.65%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	82.16%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162876125
• LOTUS: LTS0254780
• wikiData: Q105289842