(4R)-3-(hydroxymethyl)-5,5-dimethyl-4-[(3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybutyl]cyclohex-2-en-1-one

Details

• Internal ID: 9c7f40a2-6b3e-4ab3-bf91-1e265d4a905d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (4R)-3-(hydroxymethyl)-5,5-dimethyl-4-[(3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybutyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC(CCC1C(=CC(=O)CC1(C)C)CO)OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H](CC[C@H]1C(=CC(=O)CC1(C)C)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
• InChI: InChI=1S/C25H42O13/c1-11(4-5-14-12(8-26)6-13(28)7-25(14,2)3)36-24-22(34)20(32)18(30)16(38-24)10-35-23-21(33)19(31)17(29)15(9-27)37-23/h6,11,14-24,26-27,29-34H,4-5,7-10H2,1-3H3/t11-,14+,15-,16-,17-,18-,19+,20+,21-,22-,23-,24-/m1/s1
• InChI Key: SMOPBNVVMHQRMR-ARXKMKHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₂O₁₃
• Molecular Weight: 550.60 g/mol
• Exact Mass: 550.26254139 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -2.67
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5369	53.69%
Caco-2	-	0.8716	87.16%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.9016	90.16%
OATP2B1 inhibitior	-	0.7230	72.30%
OATP1B1 inhibitior	+	0.8694	86.94%
OATP1B3 inhibitior	-	0.3297	32.97%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	-	0.7574	75.74%
P-glycoprotein inhibitior	-	0.5876	58.76%
P-glycoprotein substrate	-	0.6583	65.83%
CYP3A4 substrate	+	0.6505	65.05%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8855	88.55%
CYP3A4 inhibition	-	0.9619	96.19%
CYP2C9 inhibition	-	0.8374	83.74%
CYP2C19 inhibition	-	0.8742	87.42%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.8909	89.09%
CYP2C8 inhibition	-	0.7926	79.26%
CYP inhibitory promiscuity	-	0.9388	93.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6729	67.29%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9482	94.82%
Skin irritation	-	0.7181	71.81%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6872	68.72%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7407	74.07%
skin sensitisation	-	0.8699	86.99%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6364	63.64%
Acute Oral Toxicity (c)	III	0.6965	69.65%
Estrogen receptor binding	+	0.6458	64.58%
Androgen receptor binding	-	0.5126	51.26%
Thyroid receptor binding	+	0.5328	53.28%
Glucocorticoid receptor binding	-	0.4909	49.09%
Aromatase binding	+	0.6988	69.88%
PPAR gamma	+	0.5373	53.73%
Honey bee toxicity	-	0.7980	79.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7550	75.50%
Fish aquatic toxicity	+	0.9478	94.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.20%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.77%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.45%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	90.16%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.77%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	89.14%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.08%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.99%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.94%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.57%	94.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.56%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.90%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.39%	83.57%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.71%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.84%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.74%	97.79%

Plants that contains it

• Ornithogalum umbellatum

Cross-Links

• PubChem: 162896712
• LOTUS: LTS0083822
• wikiData: Q105256066