Canangafruiticoside E

Details

• Internal ID: 545d91cd-bf1a-4658-968d-ef272bbbc060
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(1S,3S,4S)-4-formyl-3-hydroxy-4-[(Z)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethenyl]cyclohexyl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1CC(C(CC1COC(=O)C=CC2=CC(=C(C=C2)O)O)O)(C=COC3C(C(C(C(O3)CO)O)O)O)C=O
• SMILES (Isomeric): C1C[C@@]([C@H](C[C@H]1COC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)(/C=C\O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C=O
• InChI: InChI=1S/C25H32O12/c26-11-18-21(32)22(33)23(34)24(37-18)35-8-7-25(13-27)6-5-15(10-19(25)30)12-36-20(31)4-2-14-1-3-16(28)17(29)9-14/h1-4,7-9,13,15,18-19,21-24,26,28-30,32-34H,5-6,10-12H2/b4-2+,8-7-/t15-,18+,19-,21+,22-,23+,24+,25+/m0/s1
• InChI Key: XRPQSBLZOWCYLI-ZUTDVGCPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₁₂
• Molecular Weight: 524.50 g/mol
• Exact Mass: 524.18937645 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

• CHEMBL3262194
• DTXSID201314789
• 1246504-96-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6281	62.81%
Caco-2	-	0.8876	88.76%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7612	76.12%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8817	88.17%
OATP1B3 inhibitior	+	0.9284	92.84%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6212	62.12%
P-glycoprotein inhibitior	-	0.4830	48.30%
P-glycoprotein substrate	-	0.6687	66.87%
CYP3A4 substrate	+	0.6642	66.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	-	0.8160	81.60%
CYP2C9 inhibition	-	0.8139	81.39%
CYP2C19 inhibition	-	0.7749	77.49%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	-	0.8760	87.60%
CYP2C8 inhibition	+	0.7371	73.71%
CYP inhibitory promiscuity	-	0.9515	95.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7026	70.26%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9185	91.85%
Skin irritation	-	0.8170	81.70%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.6840	68.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.5110	51.10%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7925	79.25%
skin sensitisation	-	0.8306	83.06%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8823	88.23%
Acute Oral Toxicity (c)	III	0.6418	64.18%
Estrogen receptor binding	+	0.7108	71.08%
Androgen receptor binding	+	0.7138	71.38%
Thyroid receptor binding	-	0.5615	56.15%
Glucocorticoid receptor binding	+	0.5964	59.64%
Aromatase binding	+	0.6205	62.05%
PPAR gamma	+	0.6117	61.17%
Honey bee toxicity	-	0.7353	73.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.8958	89.58%

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	99.78%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.98%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.87%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.35%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.40%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.36%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.16%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	92.46%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.88%	96.61%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.74%	94.23%
CHEMBL3194	P02766	Transthyretin	88.18%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.70%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.79%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.57%	92.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.51%	97.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.38%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.24%	97.28%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.57%	80.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.00%	89.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.25%	94.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.71%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.13%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.06%	95.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.57%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.43%	100.00%

Plants that contains it

• Cananga odorata

Cross-Links

• PubChem: 90676280
• LOTUS: LTS0041282
• wikiData: Q105340652