(2E)-2-(hydroxymethyl)-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoic acid

Details

• Internal ID: 282db9b6-99fb-48d3-8a3b-3f080ab99791
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives
• IUPAC Name: (2E)-2-(hydroxymethyl)-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC(C)(CCC=C(CO)C(=O)O)C=C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(C)(CC/C=C(\CO)/C(=O)O)C=C)O)O)O
• InChI: InChI=1S/C16H26O8/c1-4-16(3,7-5-6-10(8-17)14(21)22)24-15-13(20)12(19)11(18)9(2)23-15/h4,6,9,11-13,15,17-20H,1,5,7-8H2,2-3H3,(H,21,22)/b10-6+/t9-,11-,12+,13-,15+,16?/m1/s1
• InChI Key: BIUQGDGSXUQICF-PYNHYVSYSA-N
• Popularity: 1 reference 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: -0.90
• 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	-	0.4780	47.80%
Caco-2	-	0.7073	70.73%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8916	89.16%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.9062	90.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6096	60.96%
BSEP inhibitior	-	0.8355	83.55%
P-glycoprotein inhibitior	-	0.8803	88.03%
P-glycoprotein substrate	-	0.8632	86.32%
CYP3A4 substrate	+	0.5790	57.90%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.8953	89.53%
CYP3A4 inhibition	-	0.9273	92.73%
CYP2C9 inhibition	-	0.8447	84.47%
CYP2C19 inhibition	-	0.8233	82.33%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.8206	82.06%
CYP2C8 inhibition	-	0.6935	69.35%
CYP inhibitory promiscuity	-	0.9296	92.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7455	74.55%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9438	94.38%
Skin irritation	-	0.7202	72.02%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7584	75.84%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5940	59.40%
skin sensitisation	-	0.8314	83.14%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6483	64.83%
Acute Oral Toxicity (c)	III	0.5757	57.57%
Estrogen receptor binding	-	0.6686	66.86%
Androgen receptor binding	-	0.6706	67.06%
Thyroid receptor binding	+	0.6361	63.61%
Glucocorticoid receptor binding	+	0.5861	58.61%
Aromatase binding	+	0.5588	55.88%
PPAR gamma	-	0.4908	49.08%
Honey bee toxicity	-	0.7836	78.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9534	95.34%

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	91.63%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.55%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.33%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.46%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.08%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.35%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.28%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.30%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44566294
• LOTUS: LTS0041134
• wikiData: Q104936795