ardisiamamilloside F

Details

• Internal ID: 58c6a0b5-adf3-4fa5-952b-b36ad2833a1d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2R,4S,5R,8R,10S,13R,14R,17S,18R,20S)-10-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3COC(C(C3O)OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CCC89C7(CC(C1(C8CC(CC1)(C)C(=O)O)CO9)O)C)C)C)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CO[C@H]([C@@H]([C@H]3O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5CC[C@@]6([C@H]7CC[C@@]89[C@@H]1C[C@@](CC[C@]1(CO8)[C@@H](C[C@]9([C@@]7(CC[C@H]6C5(C)C)C)C)O)(C)C(=O)O)C)CO)O)O)O)O)O
• InChI: InChI=1S/C53H86O23/c1-22-31(57)35(61)38(64)42(70-22)76-41-37(63)33(59)24(19-55)72-45(41)73-25-20-68-44(40(34(25)60)75-43-39(65)36(62)32(58)23(18-54)71-43)74-30-10-11-49(5)26(47(30,2)3)8-12-50(6)27(49)9-13-53-28-16-48(4,46(66)67)14-15-52(28,21-69-53)29(56)17-51(50,53)7/h22-45,54-65H,8-21H2,1-7H3,(H,66,67)/t22-,23+,24+,25-,26-,27+,28+,29+,30-,31-,32+,33+,34-,35+,36-,37-,38+,39+,40+,41+,42-,43-,44-,45-,48-,49-,50+,51-,52+,53-/m0/s1
• InChI Key: GBIVVEOMDGPTFX-KORAFSQNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₃
• Molecular Weight: 1091.20 g/mol
• Exact Mass: 1090.55598899 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.62
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

• ardisiamamilloside F
• CHEMBL267882

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6397	63.97%
Caco-2	-	0.8841	88.41%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7873	78.73%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8725	87.25%
P-glycoprotein inhibitior	+	0.7455	74.55%
P-glycoprotein substrate	+	0.5430	54.30%
CYP3A4 substrate	+	0.7398	73.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.9228	92.28%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.9157	91.57%
CYP2C8 inhibition	+	0.7086	70.86%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7846	78.46%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7671	76.71%
Acute Oral Toxicity (c)	I	0.6300	63.00%
Estrogen receptor binding	+	0.7943	79.43%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	-	0.5056	50.56%
Glucocorticoid receptor binding	+	0.7026	70.26%
Aromatase binding	+	0.6579	65.79%
PPAR gamma	+	0.7863	78.63%
Honey bee toxicity	-	0.5682	56.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.8764	87.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.78%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.38%	97.36%
CHEMBL221	P23219	Cyclooxygenase-1	91.97%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.62%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	88.69%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.26%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.59%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.35%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.91%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	84.00%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.00%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.74%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.68%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.60%	92.94%
CHEMBL5028	O14672	ADAM10	83.58%	97.50%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	83.29%	85.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.23%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.76%	96.61%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.98%	97.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.98%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.49%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.45%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.92%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.60%	82.50%

Plants that contains it

• Ardisia crenata
• Ardisia japonica
• Ardisia mamillata

Cross-Links

• PubChem: 44419566
• NPASS: NPC126753
• LOTUS: LTS0222471
• wikiData: Q104401555