(4R)-4-[(3R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxybutyl]-3,5,5-trimethylcyclohex-2-en-1-one

Details

• Internal ID: ee7f3297-12ab-4c40-b87f-2adf1b639607
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (4R)-4-[(3R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxybutyl]-3,5,5-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1CCC(C)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC([C@H]1CC[C@@H](C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)(C)C
• InChI: InChI=1S/C25H42O12/c1-11-7-13(28)8-25(3,4)14(11)6-5-12(2)34-23-21(33)19(31)22(16(10-27)36-23)37-24-20(32)18(30)17(29)15(9-26)35-24/h7,12,14-24,26-27,29-33H,5-6,8-10H2,1-4H3/t12-,14+,15-,16-,17-,18+,19-,20-,21-,22-,23-,24+/m1/s1
• InChI Key: KJTGCRQLXFRSTR-CNGRVGRHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₂O₁₂
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.26762677 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.64
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5369	53.69%
Caco-2	-	0.8612	86.12%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.9016	90.16%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8704	87.04%
OATP1B3 inhibitior	-	0.3297	32.97%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	-	0.7922	79.22%
P-glycoprotein inhibitior	-	0.6097	60.97%
P-glycoprotein substrate	-	0.6579	65.79%
CYP3A4 substrate	+	0.6603	66.03%
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	-	0.8114	81.14%
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	-	0.9553	95.53%
Skin irritation	-	0.7181	71.81%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6760	67.60%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7907	79.07%
skin sensitisation	-	0.8699	86.99%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6196	61.96%
Acute Oral Toxicity (c)	III	0.6965	69.65%
Estrogen receptor binding	+	0.6205	62.05%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5398	53.98%
Glucocorticoid receptor binding	-	0.4932	49.32%
Aromatase binding	+	0.6635	66.35%
PPAR gamma	+	0.5487	54.87%
Honey bee toxicity	-	0.7279	72.79%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7150	71.50%
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	98.58%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.85%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.23%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.05%	83.57%
CHEMBL220	P22303	Acetylcholinesterase	90.56%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.52%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.17%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.78%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.29%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.83%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.78%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.30%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.57%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.12%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.45%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.04%	96.00%

Plants that contains it

• Allium ampeloprasum

Cross-Links

• PubChem: 162890969
• LOTUS: LTS0030931
• wikiData: Q105141961