Acankoreoside D

Details

• Internal ID: 6ab446b7-b83f-4d84-b325-1afe9493a1d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aR,5bR,7aR,8S,9R,11aS,11bR,12R,13aR,13bR)-8-formyl-9,12-dihydroxy-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CC(C7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C=O)O)C)O)C(=C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@H]([C@@H]4[C@H]6C[C@H]([C@@H]7[C@]8(CC[C@H]([C@@]([C@@H]8CC[C@]7([C@@]6(CC5)C)C)(C)C=O)O)C)O)C(=C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C48H76O19/c1-20(2)22-8-13-48(15-14-46(6)23(29(22)48)16-24(51)39-44(4)11-10-28(52)45(5,19-50)27(44)9-12-47(39,46)7)43(61)67-42-36(59)33(56)31(54)26(65-42)18-62-40-37(60)34(57)38(25(17-49)64-40)66-41-35(58)32(55)30(53)21(3)63-41/h19,21-42,49,51-60H,1,8-18H2,2-7H3/t21-,22-,23+,24+,25+,26+,27+,28+,29+,30-,31+,32+,33-,34+,35+,36+,37+,38+,39+,40+,41+,42-,44-,45-,46+,47+,48-/m0/s1
• InChI Key: YDUPASYHRRYIHO-XFMZTBRPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₉
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.49808019 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

• CHEMBL1269325

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6584	65.84%
Caco-2	-	0.8829	88.29%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7734	77.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8294	82.94%
OATP1B3 inhibitior	+	0.8845	88.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6298	62.98%
BSEP inhibitior	+	0.9080	90.80%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.6184	61.84%
CYP3A4 substrate	+	0.7401	74.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.8497	84.97%
CYP2C9 inhibition	-	0.9019	90.19%
CYP2C19 inhibition	-	0.9180	91.80%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.9138	91.38%
CYP2C8 inhibition	+	0.7468	74.68%
CYP inhibitory promiscuity	-	0.9681	96.81%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6641	66.41%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9056	90.56%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7870	78.70%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7098	70.98%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9310	93.10%
Acute Oral Toxicity (c)	I	0.4943	49.43%
Estrogen receptor binding	+	0.8457	84.57%
Androgen receptor binding	+	0.7533	75.33%
Thyroid receptor binding	-	0.4889	48.89%
Glucocorticoid receptor binding	+	0.7570	75.70%
Aromatase binding	+	0.6342	63.42%
PPAR gamma	+	0.8267	82.67%
Honey bee toxicity	-	0.5804	58.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9713	97.13%

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	99.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL233	P35372	Mu opioid receptor	96.77%	97.93%
CHEMBL226	P30542	Adenosine A1 receptor	94.51%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.05%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.03%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.78%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.83%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.70%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.55%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.76%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.23%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.85%	96.38%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.23%	91.24%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	88.88%	91.83%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.80%	89.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.32%	96.77%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.06%	97.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.84%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.62%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.47%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.99%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	85.19%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.56%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.18%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.14%	91.19%
CHEMBL5028	O14672	ADAM10	83.87%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.16%	95.83%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.01%	92.94%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.20%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.15%	96.90%
CHEMBL1871	P10275	Androgen Receptor	81.39%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.92%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.42%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.15%	95.89%

Plants that contains it

• Eleutherococcus nodiflorus
• Eleutherococcus senticosus

Cross-Links

• PubChem: 52944263
• LOTUS: LTS0098460
• wikiData: Q104399817