(2s,3s)-1-phenyl-2,3-butanediol 3-O-beta-d-glucopyranoside

Details

• Internal ID: 1ab18b8f-3617-45bd-8281-d1d19165f826
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2S,3S)-3-hydroxy-4-phenylbutan-2-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(C(CC1=CC=CC=C1)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C[C@@H]([C@H](CC1=CC=CC=C1)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C16H24O7/c1-9(11(18)7-10-5-3-2-4-6-10)22-16-15(21)14(20)13(19)12(8-17)23-16/h2-6,9,11-21H,7-8H2,1H3/t9-,11-,12+,13+,14-,15+,16+/m0/s1
• InChI Key: VXCHCEMGVYEDHV-FGOXOWFVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₇
• Molecular Weight: 328.36 g/mol
• Exact Mass: 328.15220310 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7878	78.78%
Caco-2	-	0.7992	79.92%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6593	65.93%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8841	88.41%
P-glycoprotein inhibitior	-	0.8929	89.29%
P-glycoprotein substrate	-	0.9073	90.73%
CYP3A4 substrate	-	0.5431	54.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8043	80.43%
CYP3A4 inhibition	-	0.9395	93.95%
CYP2C9 inhibition	-	0.9485	94.85%
CYP2C19 inhibition	-	0.9463	94.63%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.9388	93.88%
CYP2C8 inhibition	-	0.9006	90.06%
CYP inhibitory promiscuity	-	0.8885	88.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7301	73.01%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.9943	99.43%
Skin irritation	-	0.8271	82.71%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4610	46.10%
Micronuclear	-	0.6882	68.82%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9105	91.05%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.7741	77.41%
Acute Oral Toxicity (c)	III	0.6702	67.02%
Estrogen receptor binding	-	0.6986	69.86%
Androgen receptor binding	-	0.7036	70.36%
Thyroid receptor binding	+	0.5682	56.82%
Glucocorticoid receptor binding	-	0.5499	54.99%
Aromatase binding	-	0.5667	56.67%
PPAR gamma	-	0.5316	53.16%
Honey bee toxicity	-	0.8822	88.22%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.5501	55.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.18%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.04%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.41%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.91%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.50%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.20%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.05%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.39%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.40%	86.33%

Plants that contains it

• Chrysanthemum indicum

Cross-Links

• PubChem: 10991070
• LOTUS: LTS0008358
• wikiData: Q105298419