Anemarrhenasaponin A2

Details

• Internal ID: 05219a40-0a46-49a7-aeee-2f8f86c61127
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,15S,16R,18R)-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CC(C(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@H]6[C@@]5(C[C@@H]([C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C39H64O14/c1-17-7-10-39(48-16-17)18(2)28-25(53-39)12-22-20-6-5-19-11-24(23(42)13-38(19,4)21(20)8-9-37(22,28)3)49-36-34(32(46)30(44)27(15-41)51-36)52-35-33(47)31(45)29(43)26(14-40)50-35/h17-36,40-47H,5-16H2,1-4H3/t17-,18-,19+,20+,21-,22-,23-,24+,25-,26+,27+,28-,29+,30-,31-,32-,33+,34+,35-,36+,37-,38-,39+/m0/s1
• InChI Key: ZGVRGXGXZKITGK-OVTRSHBNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₄
• Molecular Weight: 756.90 g/mol
• Exact Mass: 756.42960671 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• CHEMBL509505
• HY-N7614
• CS-0134796

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8846	88.46%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.7757	77.57%
P-glycoprotein inhibitior	+	0.7002	70.02%
P-glycoprotein substrate	-	0.8327	83.27%
CYP3A4 substrate	+	0.7479	74.79%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6227	62.27%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7050	70.50%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7648	76.48%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.7630	76.30%
Androgen receptor binding	+	0.6894	68.94%
Thyroid receptor binding	-	0.6250	62.50%
Glucocorticoid receptor binding	-	0.5576	55.76%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.6541	65.41%
Honey bee toxicity	-	0.5247	52.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	98.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.80%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.14%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.71%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.54%	96.21%
CHEMBL237	P41145	Kappa opioid receptor	93.51%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.70%	100.00%
CHEMBL233	P35372	Mu opioid receptor	92.55%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.18%	95.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.49%	92.86%
CHEMBL226	P30542	Adenosine A1 receptor	90.11%	95.93%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	89.97%	97.86%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.70%	95.58%
CHEMBL5255	O00206	Toll-like receptor 4	88.53%	92.50%
CHEMBL259	P32245	Melanocortin receptor 4	87.52%	95.38%
CHEMBL204	P00734	Thrombin	87.41%	96.01%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.13%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.94%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.71%	96.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.70%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.39%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.03%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.12%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.74%	97.28%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.69%	86.92%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.50%	97.31%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.78%	96.95%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	82.08%	96.67%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.26%	96.77%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.18%	100.00%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.91%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.82%	95.83%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.79%	92.94%

Plants that contains it

• Anemarrhena asphodeloides
• Yucca schidigera

Cross-Links

• PubChem: 21603431
• LOTUS: LTS0012739
• wikiData: Q104403245