[(2R,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(E)-2-methylbut-2-enoyl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: dcd0cf87-989b-4b5e-8975-eb7021f8bf6c
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(E)-2-methylbut-2-enoyl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C22H34O13/c1-5-9(3)19(29)33-18-13(25)11(7-23)31-22(16(18)28)34-17-12(8-24)32-21(15(27)14(17)26)35-20(30)10(4)6-2/h5-6,11-18,21-28H,7-8H2,1-4H3/b9-5+,10-6+/t11-,12-,13-,14-,15-,16-,17-,18+,21-,22-/m1/s1
• InChI Key: OTULWMXLCWGWNJ-HVMOYWOSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₁₃
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.19994113 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.36
• H-Bond Acceptor: 13
• 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	-	0.8451	84.51%
Caco-2	-	0.8512	85.12%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7945	79.45%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5704	57.04%
P-glycoprotein inhibitior	-	0.5985	59.85%
P-glycoprotein substrate	-	0.9290	92.90%
CYP3A4 substrate	+	0.5684	56.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.9295	92.95%
CYP2C9 inhibition	-	0.9011	90.11%
CYP2C19 inhibition	-	0.9032	90.32%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	-	0.9389	93.89%
CYP2C8 inhibition	-	0.9055	90.55%
CYP inhibitory promiscuity	-	0.8758	87.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6766	67.66%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.8195	81.95%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6268	62.68%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.6659	66.59%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5776	57.76%
Acute Oral Toxicity (c)	III	0.5725	57.25%
Estrogen receptor binding	+	0.6622	66.22%
Androgen receptor binding	-	0.5583	55.83%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5780	57.80%
Aromatase binding	+	0.5629	56.29%
PPAR gamma	+	0.5233	52.33%
Honey bee toxicity	-	0.5989	59.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	-	0.3838	38.38%

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	92.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.67%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.01%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.58%	89.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.47%	97.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.63%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.49%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.48%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.20%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.80%	92.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.14%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132599844
• LOTUS: LTS0222044
• wikiData: Q105199851