1-O-methyl 5-O-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl]methyl] (3S)-3-hydroxy-3-methylpentanedioate

Details

• Internal ID: c74c1ada-3cd1-4232-a3b9-9d3bde811f9f
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: 1-O-methyl 5-O-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl]methyl] (3S)-3-hydroxy-3-methylpentanedioate
• InChI: InChI=1S/C20H28O10/c1-20(26,8-14(21)27-2)9-15(22)28-11-13-16(23)17(24)18(25)19(30-13)29-10-12-6-4-3-5-7-12/h3-7,13,16-19,23-26H,8-11H2,1-2H3/t13-,16-,17+,18-,19-,20+/m1/s1
• InChI Key: BIMFLHOIYRXMMY-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): 152.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.74
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6628	66.28%
Caco-2	-	0.8101	81.01%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7161	71.61%
P-glycoprotein inhibitior	-	0.6106	61.06%
P-glycoprotein substrate	-	0.8861	88.61%
CYP3A4 substrate	+	0.5849	58.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	-	0.9035	90.35%
CYP2C9 inhibition	-	0.8922	89.22%
CYP2C19 inhibition	-	0.9106	91.06%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.9091	90.91%
CYP2C8 inhibition	+	0.5544	55.44%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6835	68.35%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9605	96.05%
Skin irritation	-	0.8302	83.02%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4903	49.03%
Micronuclear	-	0.6726	67.26%
Hepatotoxicity	-	0.7124	71.24%
skin sensitisation	-	0.8952	89.52%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7313	73.13%
Acute Oral Toxicity (c)	III	0.6900	69.00%
Estrogen receptor binding	+	0.5930	59.30%
Androgen receptor binding	-	0.5998	59.98%
Thyroid receptor binding	-	0.5155	51.55%
Glucocorticoid receptor binding	+	0.6360	63.60%
Aromatase binding	+	0.5476	54.76%
PPAR gamma	-	0.4906	49.06%
Honey bee toxicity	-	0.8674	86.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8885	88.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.00%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	96.14%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	95.82%	83.82%
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.42%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.77%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.29%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.61%	95.56%
CHEMBL5028	O14672	ADAM10	85.16%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.22%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.01%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	82.39%	90.17%

Plants that contains it

• Selenicereus undatus

Cross-Links

• PubChem: 162898699
• LOTUS: LTS0238074
• wikiData: Q104936620