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

Details

• Internal ID: 2fed4141-f780-467e-95d3-0acdac1b65a1
• 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-phenylmethoxyoxan-2-yl]methoxy]pentanoic acid
• InChI: InChI=1S/C19H26O10/c1-19(26,7-13(20)21)8-14(22)27-10-12-15(23)16(24)17(25)18(29-12)28-9-11-5-3-2-4-6-11/h2-6,12,15-18,23-26H,7-10H2,1H3,(H,20,21)/t12-,15-,16+,17-,18-,19+/m1/s1
• InChI Key: WMJMUBCEXZDILC-LPSXLJMFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₁₀
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.15259702 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7894	78.94%
Caco-2	-	0.8096	80.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8211	82.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6004	60.04%
P-glycoprotein inhibitior	-	0.6551	65.51%
P-glycoprotein substrate	-	0.9219	92.19%
CYP3A4 substrate	+	0.5662	56.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.8858	88.58%
CYP2C19 inhibition	-	0.8901	89.01%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.9308	93.08%
CYP2C8 inhibition	+	0.4629	46.29%
CYP inhibitory promiscuity	-	0.9545	95.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6128	61.28%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9565	95.65%
Skin irritation	-	0.8455	84.55%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4225	42.25%
Micronuclear	-	0.6026	60.26%
Hepatotoxicity	-	0.6745	67.45%
skin sensitisation	-	0.8965	89.65%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8190	81.90%
Acute Oral Toxicity (c)	III	0.6947	69.47%
Estrogen receptor binding	+	0.6148	61.48%
Androgen receptor binding	-	0.6389	63.89%
Thyroid receptor binding	-	0.5529	55.29%
Glucocorticoid receptor binding	+	0.6451	64.51%
Aromatase binding	+	0.5722	57.22%
PPAR gamma	+	0.5812	58.12%
Honey bee toxicity	-	0.8670	86.70%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8664	86.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.85%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	95.14%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.74%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.42%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.17%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.28%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.13%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.24%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	85.45%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.64%	95.50%
CHEMBL5028	O14672	ADAM10	82.23%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.26%	94.62%

Plants that contains it

• Selenicereus undatus

Cross-Links

• PubChem: 38363084
• LOTUS: LTS0210344
• wikiData: Q105308615