Acanthopanaxoside B

Details

• Internal ID: c9b15c13-d98d-4e29-a65a-5b00f3a8e730
• 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)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)(C)C)O)O)O)COC(=O)C)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@@]6(C(=CC[C@H]7[C@]6(CC[C@@H]8[C@@]7(CC[C@@H](C8(C)C)O[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)C)[C@@H]4CC(CC5)(C)C)C)O)O)O)COC(=O)C)O)O)O
• InChI: InChI=1S/C61H98O27/c1-25-36(65)40(69)44(73)51(81-25)86-48-32(24-78-26(2)63)84-50(47(76)43(48)72)80-23-31-39(68)42(71)46(75)53(83-31)88-55(77)61-18-16-56(3,4)20-28(61)27-10-11-34-58(7)14-13-35(57(5,6)33(58)12-15-60(34,9)59(27,8)17-19-61)85-54-49(37(66)29(64)22-79-54)87-52-45(74)41(70)38(67)30(21-62)82-52/h10,25,28-54,62,64-76H,11-24H2,1-9H3/t25-,28-,29-,30+,31+,32+,33-,34+,35-,36-,37-,38+,39+,40+,41-,42-,43+,44+,45+,46+,47+,48+,49+,50+,51-,52-,53-,54-,58-,59+,60+,61-/m0/s1
• InChI Key: NYFPVHPLEGGWHZ-DIUPZIBKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₉₈O₂₇
• Molecular Weight: 1263.40 g/mol
• Exact Mass: 1262.62954785 g/mol
• Topological Polar Surface Area (TPSA): 419.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.97
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

• 915792-03-9
• CHEMBL3952990
• HY-N4135
• AKOS037515011
• MS-32079
• CS-0032168

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8694	86.94%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8058	80.58%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9128	91.28%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	-	0.5382	53.82%
CYP3A4 substrate	+	0.7437	74.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7657	76.57%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7284	72.84%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9201	92.01%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7524	75.24%
Androgen receptor binding	+	0.7408	74.08%
Thyroid receptor binding	+	0.6453	64.53%
Glucocorticoid receptor binding	+	0.7993	79.93%
Aromatase binding	+	0.6781	67.81%
PPAR gamma	+	0.8375	83.75%
Honey bee toxicity	-	0.6161	61.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5305	53.05%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.31%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.09%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.05%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.46%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.27%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.93%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.17%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.70%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.06%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.63%	95.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.42%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.28%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	84.50%	92.50%
CHEMBL5028	O14672	ADAM10	82.84%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.14%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.78%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	81.64%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	81.08%	90.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.31%	89.05%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 11993928
• LOTUS: LTS0068138
• wikiData: Q105187484