(3S)-3-hydroxy-3-methyl-5-oxo-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(2-phenylethoxy)oxan-2-yl]methoxy]pentanoic acid

Details

• Internal ID: cade9413-00ee-4af6-b1ef-e9f19f01c076
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (3S)-3-hydroxy-3-methyl-5-oxo-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(2-phenylethoxy)oxan-2-yl]methoxy]pentanoic acid
• InChI: InChI=1S/C20H28O10/c1-20(27,9-14(21)22)10-15(23)29-11-13-16(24)17(25)18(26)19(30-13)28-8-7-12-5-3-2-4-6-12/h2-6,13,16-19,24-27H,7-11H2,1H3,(H,21,22)/t13-,16-,17+,18-,19-,20+/m1/s1
• InChI Key: SPPBRWREFFNMBW-IDBQTPICSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₁₀
• Molecular Weight: 428.40 g/mol
• Exact Mass: 428.16824709 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.79
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7898	78.98%
Caco-2	-	0.8402	84.02%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8767	87.67%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8331	83.31%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6604	66.04%
P-glycoprotein inhibitior	-	0.7241	72.41%
P-glycoprotein substrate	-	0.8553	85.53%
CYP3A4 substrate	+	0.6018	60.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.8796	87.96%
CYP2C9 inhibition	-	0.8365	83.65%
CYP2C19 inhibition	-	0.8530	85.30%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.9285	92.85%
CYP2C8 inhibition	+	0.5088	50.88%
CYP inhibitory promiscuity	-	0.9626	96.26%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6319	63.19%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9386	93.86%
Skin irritation	-	0.8170	81.70%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4754	47.54%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6495	64.95%
skin sensitisation	-	0.9176	91.76%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8823	88.23%
Acute Oral Toxicity (c)	III	0.6857	68.57%
Estrogen receptor binding	+	0.6446	64.46%
Androgen receptor binding	-	0.6832	68.32%
Thyroid receptor binding	-	0.5412	54.12%
Glucocorticoid receptor binding	+	0.6543	65.43%
Aromatase binding	+	0.6076	60.76%
PPAR gamma	-	0.5199	51.99%
Honey bee toxicity	-	0.8391	83.91%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8117	81.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.58%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.54%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.65%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	95.69%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.66%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.24%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.80%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.22%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	86.67%	83.82%
CHEMBL5028	O14672	ADAM10	85.68%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.89%	95.56%

Plants that contains it

• Selenicereus undatus

Cross-Links

• PubChem: 95789842
• LOTUS: LTS0158499
• wikiData: Q105257512