Cuneataside E

Details

• Internal ID: c02c1f19-007d-4e8c-9c51-772ad9165f33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 4-[(4R)-4-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,6-trimethylcyclohexen-1-yl]butan-2-one
• SMILES (Canonical): CC1=C(C(CC(C1)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O)(C)C)CCC(=O)C
• SMILES (Isomeric): CC1=C(C(C[C@@H](C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O)(C)C)CCC(=O)C
• InChI: InChI=1S/C24H40O11/c1-12-7-14(8-23(3,4)15(12)6-5-13(2)26)34-21-19(29)18(28)17(27)16(35-21)9-32-22-20(30)24(31,10-25)11-33-22/h14,16-22,25,27-31H,5-11H2,1-4H3/t14-,16-,17-,18+,19-,20+,21-,22-,24-/m1/s1
• InChI Key: OVWDRYCZWVUZQT-PUQDOQKCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₁₁
• Molecular Weight: 504.60 g/mol
• Exact Mass: 504.25706209 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6175	61.75%
Caco-2	-	0.8087	80.87%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8605	86.05%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.8445	84.45%
OATP1B3 inhibitior	+	0.8696	86.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5933	59.33%
P-glycoprotein inhibitior	-	0.5517	55.17%
P-glycoprotein substrate	-	0.5928	59.28%
CYP3A4 substrate	+	0.6750	67.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.9154	91.54%
CYP2C9 inhibition	-	0.8381	83.81%
CYP2C19 inhibition	-	0.8933	89.33%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.9122	91.22%
CYP2C8 inhibition	+	0.4724	47.24%
CYP inhibitory promiscuity	-	0.9270	92.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6233	62.33%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9364	93.64%
Skin irritation	-	0.6021	60.21%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4914	49.14%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6091	60.91%
skin sensitisation	-	0.8838	88.38%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4644	46.44%
Acute Oral Toxicity (c)	III	0.4667	46.67%
Estrogen receptor binding	+	0.5767	57.67%
Androgen receptor binding	-	0.4916	49.16%
Thyroid receptor binding	-	0.5391	53.91%
Glucocorticoid receptor binding	+	0.6085	60.85%
Aromatase binding	+	0.6955	69.55%
PPAR gamma	+	0.5664	56.64%
Honey bee toxicity	-	0.7440	74.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9421	94.21%

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	98.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.47%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.48%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.21%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.32%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.13%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.57%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.71%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.05%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.81%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	84.80%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.50%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.27%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.97%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.71%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.36%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.20%	96.00%
CHEMBL4302	P08183	P-glycoprotein 1	83.20%	92.98%
CHEMBL3401	O75469	Pregnane X receptor	82.76%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.46%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.19%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.87%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.45%	97.36%
CHEMBL220	P22303	Acetylcholinesterase	81.21%	94.45%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.63%	97.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.17%	97.25%

Plants that contains it

• Sargentodoxa cuneata

Cross-Links

• PubChem: 11706085
• NPASS: NPC113463
• LOTUS: LTS0028918
• wikiData: Q105201453