3Eec4Q65S4

Details

• Internal ID: 00698cd2-e2ef-4d87-bca7-c6ae24d55609
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (4R)-3,5,5-trimethyl-4-[(E,3S)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-1-enyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1C=CC(C)OC2C(C(C(C(O2)CO)O)O)O)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC([C@H]1/C=C/[C@H](C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)(C)C
• InChI: InChI=1S/C19H30O7/c1-10-7-12(21)8-19(3,4)13(10)6-5-11(2)25-18-17(24)16(23)15(22)14(9-20)26-18/h5-7,11,13-18,20,22-24H,8-9H2,1-4H3/b6-5+/t11-,13-,14+,15+,16-,17+,18+/m0/s1
• InChI Key: SZOPSAFLRCYJCX-RBOSQNBPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₇
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.19915329 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.31
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• CHEMBL1808110
• 159813-37-3
• UNII-3EEC4Q65S4
• BDBM50447853
• AKOS040762619
• (6R,9S)-3-Oxo-??-ionol glucoside
• Oxo-alpha-ionol glucoside, (6R,9S)-3-
• (6R,9S)-3-Oxo-alpha-ionolbeta-dglucopyranoside
• (6R,9S)-3-Oxo-alpha-ionol beta-D-glucopyranoside
• OXO-.ALPHA.-IONOL GLUCOSIDE, (6R,9S)-3-
• (6R,9S)-3-OXO-.ALPHA.-IONOL .BETA.-D-GLUCOPYRANOSIDE
• (6R,9S)-3-OXO-.ALPHA.-IONOL.BETA.-DGLUCOPYRANOSIDE
• (6R,7E,9S)-9-Hydroxymegastigma-4,7-dien-3-one 9-o-beta-D-glucopyranoside
• (6R,7E,9S)-9-HYDROXYMEGASTIGMA-4,7-DIEN-3-ONE 9-O-.BETA.-D-GLUCOPYRANOSIDE
• (4R)-3,5,5-Trimethyl-4-[(1E,3S)-3-(beta-D-glucopyranosyloxy)-1-butenyl]-2-cyclohexen-1-one
• (4R)-4-((1E,3S)-3-(.BETA.-D-GLUCOPYRANOSYLOXY)-1-BUTEN-1-YL)-3,5,5-TRIMETHYL-2-CYCLOHEXEN-1-ONE
• (4R)-4-((1E,3S)-3-(beta-D-Glucopyranosyloxy)-1-buten-1-yl)-3,5,5-trimethyl-2-cyclohexen-1-one
• 2-CYCLOHEXEN-1-ONE, 4-((1E,3S)-3-(.BETA.-D-GLUCOPYRANOSYLOXY)-1-BUTEN-1-YL)-3,5,5-TRIMETHYL-, (4R)-
• 2-Cyclohexen-1-one, 4-((1E,3S)-3-(beta-D-glucopyranosyloxy)-1-buten-1-yl)-3,5,5-trimethyl-, (4R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5080	50.80%
Caco-2	-	0.8094	80.94%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8414	84.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8673	86.73%
OATP1B3 inhibitior	+	0.8949	89.49%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8252	82.52%
P-glycoprotein inhibitior	-	0.8111	81.11%
P-glycoprotein substrate	-	0.8726	87.26%
CYP3A4 substrate	+	0.6200	62.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	-	0.9065	90.65%
CYP2C9 inhibition	-	0.7380	73.80%
CYP2C19 inhibition	-	0.8087	80.87%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.8129	81.29%
CYP2C8 inhibition	-	0.8490	84.90%
CYP inhibitory promiscuity	-	0.7509	75.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6473	64.73%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9839	98.39%
Skin irritation	-	0.7989	79.89%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4932	49.32%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.7758	77.58%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5512	55.12%
Acute Oral Toxicity (c)	III	0.7159	71.59%
Estrogen receptor binding	-	0.5910	59.10%
Androgen receptor binding	-	0.5692	56.92%
Thyroid receptor binding	+	0.6259	62.59%
Glucocorticoid receptor binding	-	0.5342	53.42%
Aromatase binding	+	0.5436	54.36%
PPAR gamma	+	0.5540	55.40%
Honey bee toxicity	-	0.7926	79.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.8263	82.63%

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	98.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.48%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.66%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.45%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.50%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.05%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	85.93%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.31%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.81%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.56%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.14%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.98%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.24%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.48%	96.00%

Plants that contains it

• Anoectochilus formosanus
• Anoectochilus koshunensis
• Baccharis dracunculifolia
• Bobgunnia madagascariensis
• Calodendrum capense
• Cladogynos orientalis
• Croton caudatus
• Elaeocarpus fuscoides
• Equisetum ramosissimum subsp. debile
• Hydrangea macrophylla
• Hypericum sikokumontanum
• Jacobaea adonidifolia
• Macaranga tanarius
• Meconopsis horridula
• Oxera splendida
• Rosa rugosa
• Salvia nemorosa
• Salvia officinalis
• Stevia eupatoria
• Vitex pinnata

Cross-Links

• PubChem: 21630888
• NPASS: NPC25701
• LOTUS: LTS0086679
• wikiData: Q105264302