Ardisianoside K

Details

• Internal ID: 2c54efeb-3a4f-4dbe-a65f-7360597f2148
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[(3S,4S,5R,6S)-6-[[(1S,2R,5R,7S,10R,11R,15S,17S,20S,21S,23R)-17,20-bis(hydroxymethyl)-1,2,6,6,10,17-hexamethyl-22-oxahexacyclo[12.9.0.02,11.05,10.015,20.021,23]tricos-13-en-7-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• 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(C6CC=C8C7(C9C(O9)C1(C8CC(CC1)(C)CO)CO)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](C5(C)C)CC[C@@]7([C@@H]6CC=C8[C@]7([C@@H]9[C@@H](O9)[C@@]1([C@H]8C[C@@](CC1)(C)CO)CO)C)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C53H86O22/c1-22-31(58)35(62)38(65)44(68-22)74-41-37(64)33(60)26(18-55)70-47(41)71-27-19-67-46(40(34(27)61)73-45-39(66)36(63)32(59)25(17-54)69-45)72-30-11-12-50(5)28(48(30,2)3)10-13-51(6)29(50)9-8-23-24-16-49(4,20-56)14-15-53(24,21-57)43-42(75-43)52(23,51)7/h8,22,24-47,54-66H,9-21H2,1-7H3/t22-,24-,25+,26+,27-,28-,29+,30-,31-,32+,33+,34-,35+,36-,37-,38+,39+,40+,41+,42-,43+,44-,45-,46-,47-,49-,50-,51+,52-,53+/m0/s1
• InChI Key: WLCKGGTZSALHSX-AQYMXCBLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₂
• Molecular Weight: 1075.20 g/mol
• Exact Mass: 1074.56107437 g/mol
• Topological Polar Surface Area (TPSA): 349.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.94
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

• CHEMBL374345

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6832	68.32%
Caco-2	-	0.8894	88.94%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7712	77.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7938	79.38%
OATP1B3 inhibitior	-	0.2523	25.23%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7938	79.38%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7457	74.57%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8362	83.62%
CYP3A4 inhibition	-	0.9639	96.39%
CYP2C9 inhibition	-	0.7667	76.67%
CYP2C19 inhibition	-	0.8310	83.10%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8206	82.06%
CYP2C8 inhibition	+	0.7442	74.42%
CYP inhibitory promiscuity	-	0.9352	93.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6503	65.03%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.6970	69.70%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7811	78.11%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.8531	85.31%
skin sensitisation	-	0.8575	85.75%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7905	79.05%
Acute Oral Toxicity (c)	III	0.6156	61.56%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.7398	73.98%
Thyroid receptor binding	+	0.5143	51.43%
Glucocorticoid receptor binding	+	0.7039	70.39%
Aromatase binding	+	0.6574	65.74%
PPAR gamma	+	0.8006	80.06%
Honey bee toxicity	-	0.6218	62.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9506	95.06%

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	98.73%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.09%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	95.02%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.05%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.56%	96.21%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.28%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.95%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.71%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.98%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.58%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.25%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.66%	96.61%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.82%	94.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	83.58%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.07%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.58%	99.17%
CHEMBL5028	O14672	ADAM10	82.50%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.28%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.56%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.00%	97.33%

Plants that contains it

• Ardisia crenata
• Ardisia japonica

Cross-Links

• PubChem: 16109778
• NPASS: NPC78034
• LOTUS: LTS0212432
• wikiData: Q103816180