(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2R,4S)-4-hydroxypentan-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: bf078260-0458-488f-bbee-b21f66249227
• 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-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2R,4S)-4-hydroxypentan-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(CC(C)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H](C[C@@H](C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C17H32O12/c1-6(19)3-7(2)27-17-15(25)13(23)11(21)9(29-17)5-26-16-14(24)12(22)10(20)8(4-18)28-16/h6-25H,3-5H2,1-2H3/t6-,7+,8+,9+,10+,11+,12-,13-,14+,15+,16+,17+/m0/s1
• InChI Key: NFGPYCZFEDGPHD-PIYYPFKRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₂O₁₂
• Molecular Weight: 428.40 g/mol
• Exact Mass: 428.18937645 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -4.21
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9395	93.95%
Caco-2	-	0.8679	86.79%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6539	65.39%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9132	91.32%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9550	95.50%
P-glycoprotein inhibitior	-	0.8659	86.59%
P-glycoprotein substrate	-	0.9141	91.41%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8329	83.29%
CYP3A4 inhibition	-	0.9515	95.15%
CYP2C9 inhibition	-	0.9540	95.40%
CYP2C19 inhibition	-	0.9427	94.27%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9441	94.41%
CYP2C8 inhibition	-	0.9032	90.32%
CYP inhibitory promiscuity	-	0.9517	95.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6925	69.25%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9542	95.42%
Skin irritation	-	0.8893	88.93%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6514	65.14%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9398	93.98%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6141	61.41%
Acute Oral Toxicity (c)	III	0.5807	58.07%
Estrogen receptor binding	-	0.6274	62.74%
Androgen receptor binding	-	0.7843	78.43%
Thyroid receptor binding	+	0.6625	66.25%
Glucocorticoid receptor binding	-	0.5379	53.79%
Aromatase binding	+	0.7328	73.28%
PPAR gamma	-	0.5338	53.38%
Honey bee toxicity	-	0.8210	82.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	-	0.7954	79.54%

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	96.09%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.30%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.68%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.03%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	90.55%	95.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.13%	96.47%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.56%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	85.22%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.13%	97.09%

Plants that contains it

• Crescentia cujete

Cross-Links

• PubChem: 101938890
• LOTUS: LTS0163507
• wikiData: Q105178460