Evolvoside C

Details

• Internal ID: 1d92410b-1401-4135-8cb5-a1e654ac086c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 2-[4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-3,5,7-trihydroxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC=C(C=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC=C(C=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O
• InChI: InChI=1S/C33H40O20/c1-10-19(37)25(43)30(53-32-28(46)23(41)20(38)16(8-34)51-32)33(48-10)47-9-17-21(39)24(42)27(45)31(52-17)49-13-4-2-11(3-5-13)29-26(44)22(40)18-14(36)6-12(35)7-15(18)50-29/h2-7,10,16-17,19-21,23-25,27-28,30-39,41-46H,8-9H2,1H3/t10-,16+,17+,19-,20+,21+,23-,24-,25+,27+,28+,30+,31+,32-,33+/m0/s1
• InChI Key: QUQJMJUDBLDSLV-ZBXXLHPFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₂₀
• Molecular Weight: 756.70 g/mol
• Exact Mass: 756.21129366 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -3.57
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

• CHEMBL2336776

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5372	53.72%
Caco-2	-	0.8881	88.81%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8713	87.13%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5861	58.61%
P-glycoprotein inhibitior	+	0.5986	59.86%
P-glycoprotein substrate	+	0.6010	60.10%
CYP3A4 substrate	+	0.6784	67.84%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9550	95.50%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	+	0.8322	83.22%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6629	66.29%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9289	92.89%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9317	93.17%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	+	0.7647	76.47%
Androgen receptor binding	+	0.5353	53.53%
Thyroid receptor binding	-	0.5125	51.25%
Glucocorticoid receptor binding	+	0.5563	55.63%
Aromatase binding	+	0.6344	63.44%
PPAR gamma	+	0.7233	72.33%
Honey bee toxicity	-	0.7228	72.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.8024	80.24%

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	99.76%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.88%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.94%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.61%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.35%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.03%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	94.27%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.90%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.91%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.62%	97.36%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.57%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.25%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.21%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.59%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.15%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.98%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.23%	95.78%
CHEMBL3194	P02766	Transthyretin	85.11%	90.71%
CHEMBL4208	P20618	Proteasome component C5	85.04%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.59%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.69%	81.11%
CHEMBL1907	P15144	Aminopeptidase N	81.53%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.96%	96.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.81%	94.42%

Plants that contains it

• Evolvulus alsinoides

Cross-Links

• PubChem: 71524785
• LOTUS: LTS0231614
• wikiData: Q105228350