(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[2-[(2S,3R)-3-(hydroxymethyl)-2-propan-2-yloxiran-2-yl]ethoxy]oxane-3,4,5-triol

Details

• Internal ID: 1761b8e4-c880-49b3-8565-9c4ecbb8ef40
• 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-[2-[(2S,3R)-3-(hydroxymethyl)-2-propan-2-yloxiran-2-yl]ethoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(C)C1(C(O1)CO)CCOC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC(C)[C@]1([C@H](O1)CO)CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C14H26O8/c1-7(2)14(9(6-16)22-14)3-4-20-13-12(19)11(18)10(17)8(5-15)21-13/h7-13,15-19H,3-6H2,1-2H3/t8-,9-,10-,11+,12-,13-,14+/m1/s1
• InChI Key: UUOXNCMORFTINO-RLAOKRIZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₆O₈
• Molecular Weight: 322.35 g/mol
• Exact Mass: 322.16276778 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.02
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8319	83.19%
Caco-2	-	0.8547	85.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8499	84.99%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9011	90.11%
P-glycoprotein inhibitior	-	0.9178	91.78%
P-glycoprotein substrate	-	0.8952	89.52%
CYP3A4 substrate	+	0.5276	52.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.9746	97.46%
CYP2C9 inhibition	-	0.8272	82.72%
CYP2C19 inhibition	-	0.8835	88.35%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.8926	89.26%
CYP2C8 inhibition	-	0.8424	84.24%
CYP inhibitory promiscuity	-	0.9771	97.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6733	67.33%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9642	96.42%
Skin irritation	-	0.8025	80.25%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6070	60.70%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7591	75.91%
skin sensitisation	-	0.8307	83.07%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.6090	60.90%
Acute Oral Toxicity (c)	III	0.5262	52.62%
Estrogen receptor binding	-	0.5657	56.57%
Androgen receptor binding	-	0.5779	57.79%
Thyroid receptor binding	+	0.6699	66.99%
Glucocorticoid receptor binding	+	0.5806	58.06%
Aromatase binding	+	0.7000	70.00%
PPAR gamma	+	0.6195	61.95%
Honey bee toxicity	-	0.7523	75.23%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	96.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.57%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.84%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.20%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	88.70%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.48%	96.21%
CHEMBL2581	P07339	Cathepsin D	86.04%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.63%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.27%	96.47%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.12%	86.92%

Plants that contains it

• Cerbera manghas

Cross-Links

• PubChem: 102002692
• LOTUS: LTS0199086
• wikiData: Q105279506