(2R,3R,4S,5R,6R)-2-[(3S)-3,4-dihydroxy-2-methylidenebutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: d4f85a5b-87f9-4f09-a399-144f7f3c23a6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[(3S)-3,4-dihydroxy-2-methylidenebutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C=C(COC1C(C(C(C(O1)CO)O)O)O)C(CO)O
• SMILES (Isomeric): C=C(CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)[C@@H](CO)O
• InChI: InChI=1S/C11H20O8/c1-5(6(14)2-12)4-18-11-10(17)9(16)8(15)7(3-13)19-11/h6-17H,1-4H2/t6-,7-,8+,9+,10-,11-/m1/s1
• InChI Key: OREXBHOVZRVWRA-VFZPANTDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₈
• Molecular Weight: 280.27 g/mol
• Exact Mass: 280.11581759 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -3.29
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8668	86.68%
Caco-2	-	0.8818	88.18%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7116	71.16%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9778	97.78%
P-glycoprotein inhibitior	-	0.9337	93.37%
P-glycoprotein substrate	-	0.9683	96.83%
CYP3A4 substrate	-	0.5539	55.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.9287	92.87%
CYP2C9 inhibition	-	0.9223	92.23%
CYP2C19 inhibition	-	0.8278	82.78%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.9166	91.66%
CYP2C8 inhibition	-	0.8859	88.59%
CYP inhibitory promiscuity	-	0.9275	92.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7135	71.35%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9322	93.22%
Skin irritation	-	0.8167	81.67%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5637	56.37%
Micronuclear	-	0.8241	82.41%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8278	82.78%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5826	58.26%
Acute Oral Toxicity (c)	III	0.4936	49.36%
Estrogen receptor binding	-	0.7184	71.84%
Androgen receptor binding	-	0.6307	63.07%
Thyroid receptor binding	+	0.5160	51.60%
Glucocorticoid receptor binding	-	0.6234	62.34%
Aromatase binding	+	0.5767	57.67%
PPAR gamma	-	0.5132	51.32%
Honey bee toxicity	-	0.6207	62.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.4692	46.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.44%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.16%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.70%	86.92%
CHEMBL3589	P55263	Adenosine kinase	88.19%	98.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.97%	96.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.61%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.79%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.68%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	81.68%	94.73%
CHEMBL2581	P07339	Cathepsin D	81.12%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.57%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.08%	82.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.06%	96.61%

Plants that contains it

• Hymenophyllum barbatum

Cross-Links

• PubChem: 163000387
• LOTUS: LTS0263181
• wikiData: Q105197524