Ilekudinoside J

Details

• Internal ID: 03f532b1-8ac5-4f2d-8f90-5fdc1b5f4ab7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (1R,4S,5R,8R,10S,13R,14R,16R,19S,20S)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-16,19-dihydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracos-17-en-22-one
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)CC(C6=C7C(C8(CCC7(CCC63C)C(=O)O8)C)(C)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C[C@H](C4=C5[C@]([C@@]6(CC[C@@]5(CC[C@]43C)C(=O)O6)C)(C)O)O)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C42H66O15/c1-36(2)22-8-11-38(4)23(16-19(45)25-32-41(7,52)40(6)13-15-42(32,35(51)57-40)14-12-39(25,38)5)37(22,3)10-9-24(36)55-34-31(29(49)27(47)21(18-44)54-34)56-33-30(50)28(48)26(46)20(17-43)53-33/h19-24,26-31,33-34,43-50,52H,8-18H2,1-7H3/t19-,20-,21-,22+,23-,24+,26-,27-,28+,29+,30-,31-,33+,34+,37+,38-,39-,40+,41+,42-/m1/s1
• InChI Key: GGHRDGJZGQVBOX-YWJNXZIKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₆O₁₅
• Molecular Weight: 811.00 g/mol
• Exact Mass: 810.44017139 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

• (1R,4S,5R,8R,10S,13R,14R,16R,19S,20S)-10-((2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxan-2-yl)oxy-16,19-dihydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo(18.2.2.01,18.04,17.05,14.08,13)tetracos-17-en-22-one
• (1R,4S,5R,8R,10S,13R,14R,16R,19S,20S)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-16,19-dihydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracos-17-en-22-one
• RefChem:147840
• 243635-71-4
• CHEMBL487086
• SCHEMBL18982842

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8150	81.50%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	-	0.6487	64.87%
P-glycoprotein inhibitior	+	0.7544	75.44%
P-glycoprotein substrate	-	0.7004	70.04%
CYP3A4 substrate	+	0.7377	73.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.6164	61.64%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4252	42.52%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6388	63.88%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7604	76.04%
Androgen receptor binding	+	0.7575	75.75%
Thyroid receptor binding	-	0.6165	61.65%
Glucocorticoid receptor binding	+	0.6561	65.61%
Aromatase binding	+	0.6558	65.58%
PPAR gamma	+	0.7477	74.77%
Honey bee toxicity	-	0.6469	64.69%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9411	94.11%

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	97.36%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.53%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.79%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.86%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.56%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	87.18%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	86.60%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.21%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	84.10%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.08%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.55%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.26%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.43%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.31%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.45%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.21%	97.25%
CHEMBL1871	P10275	Androgen Receptor	80.85%	96.43%

Plants that contains it

• Ilex kaushue

Cross-Links

• PubChem: 21635830
• NPASS: NPC276758