Acankoreoside A

Details

• Internal ID: a99e0290-1860-4de2-b0b0-9dcdc60c01cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1R,3aS,5aR,5bR,7aR,8S,9R,11aR,11bR,13aR,13bR)-3a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-9-hydroxy-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-8-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C(=O)O)O)C)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]6CC[C@@H]7[C@]8(CC[C@H]([C@@]([C@@H]8CC[C@]7([C@@]6(CC5)C)C)(C)C(=O)O)O)C)C(=C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C48H76O19/c1-20(2)22-10-15-48(17-16-45(5)23(29(22)48)8-9-26-44(4)13-12-28(50)47(7,42(59)60)27(44)11-14-46(26,45)6)43(61)67-41-36(57)33(54)31(52)25(65-41)19-62-39-37(58)34(55)38(24(18-49)64-39)66-40-35(56)32(53)30(51)21(3)63-40/h21-41,49-58H,1,8-19H2,2-7H3,(H,59,60)/t21-,22-,23+,24+,25+,26+,27+,28+,29+,30-,31+,32+,33-,34+,35+,36+,37+,38+,39+,40-,41-,44+,45+,46+,47-,48-/m0/s1
• InChI Key: OSXJYFIVZQMFMF-ATHBPGJJSA-N
• Popularity: 3 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: 1.90
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

• CHEMBL1269324

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6584	65.84%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7734	77.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8649	86.49%
OATP1B3 inhibitior	+	0.8845	88.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6298	62.98%
BSEP inhibitior	+	0.8569	85.69%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.5743	57.43%
CYP3A4 substrate	+	0.7320	73.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
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	+	0.7348	73.48%
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	-	0.9053	90.53%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7707	77.07%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8098	80.98%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9404	94.04%
Acute Oral Toxicity (c)	I	0.4943	49.43%
Estrogen receptor binding	+	0.8361	83.61%
Androgen receptor binding	+	0.7555	75.55%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7165	71.65%
Aromatase binding	+	0.6494	64.94%
PPAR gamma	+	0.8066	80.66%
Honey bee toxicity	-	0.6204	62.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
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
CHEMBL233	P35372	Mu opioid receptor	96.73%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.38%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.66%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.95%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.54%	86.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.48%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.23%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.73%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.63%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.58%	97.33%
CHEMBL2581	P07339	Cathepsin D	87.76%	98.95%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.68%	97.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.67%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	87.07%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.39%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.95%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.84%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.75%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	83.92%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.83%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	83.60%	98.10%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.46%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.16%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.91%	100.00%
CHEMBL5028	O14672	ADAM10	82.67%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.63%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.20%	92.32%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.27%	82.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.81%	89.05%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.75%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.55%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.21%	95.89%

Plants that contains it

• Brassaiopsis glomerulata
• Diospyros dendo
• Eleutherococcus nodiflorus
• Eleutherococcus senticosus
• Heptapleurum heptaphyllum
• Narcissus tazetta
• Podophyllum grayi
• Primula veris
• Solanum tuberosum

Cross-Links

• PubChem: 10795959
• NPASS: NPC146563
• LOTUS: LTS0186334
• wikiData: Q104399813