[(2S,3S,4R,5R,6S)-4,5-diacetyloxy-6-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16S)-4'-[(2R,3R,4R,6R)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy-3',16-dihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: ab21145e-451a-44b2-bf53-3d85ca88a2ad
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2S,3S,4R,5R,6S)-4,5-diacetyloxy-6-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16S)-4'-[(2R,3R,4R,6R)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy-3',16-dihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)OC18C(C(C(=C)CO8)OC9C(C(C(=O)C(O9)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@H](C5)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)O[C@]18[C@H]([C@H](C(=C)CO8)O[C@H]9[C@@H]([C@H](C(=O)[C@H](O9)C)O)O)O
• InChI: InChI=1S/C50H72O21/c1-19-17-62-50(44(60)39(19)69-45-38(59)37(58)35(56)21(3)63-45)20(2)34-32(71-50)16-30-28-11-10-26-14-27(54)15-33(49(26,9)29(28)12-13-48(30,34)8)68-46-41(36(57)31(55)18-61-46)70-47-43(67-25(7)53)42(66-24(6)52)40(22(4)64-47)65-23(5)51/h10,20-22,27-34,36-47,54-55,57-60H,1,11-18H2,2-9H3/t20-,21+,22-,27-,28+,29-,30-,31-,32-,33+,34-,36-,37-,38+,39-,40-,41+,42+,43+,44-,45-,46-,47-,48-,49-,50-/m0/s1
• InChI Key: KAVBYCJSGNMGIX-AGTRHXBTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₂O₂₁
• Molecular Weight: 1009.10 g/mol
• Exact Mass: 1008.45660930 g/mol
• Topological Polar Surface Area (TPSA): 291.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 21
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9211	92.11%
Caco-2	-	0.8682	86.82%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8606	86.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8251	82.51%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7021	70.21%
BSEP inhibitior	+	0.9653	96.53%
P-glycoprotein inhibitior	+	0.7525	75.25%
P-glycoprotein substrate	+	0.7685	76.85%
CYP3A4 substrate	+	0.7704	77.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	-	0.8250	82.50%
CYP2C9 inhibition	-	0.8846	88.46%
CYP2C19 inhibition	-	0.9143	91.43%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.8676	86.76%
CYP2C8 inhibition	+	0.7950	79.50%
CYP inhibitory promiscuity	-	0.9769	97.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4506	45.06%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9014	90.14%
Skin irritation	+	0.6019	60.19%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.6601	66.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.7246	72.46%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5278	52.78%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4574	45.74%
Acute Oral Toxicity (c)	I	0.4311	43.11%
Estrogen receptor binding	+	0.8168	81.68%
Androgen receptor binding	+	0.7517	75.17%
Thyroid receptor binding	+	0.5886	58.86%
Glucocorticoid receptor binding	+	0.7877	78.77%
Aromatase binding	+	0.6177	61.77%
PPAR gamma	+	0.8150	81.50%
Honey bee toxicity	-	0.5479	54.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9898	98.98%

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	98.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.62%	96.09%
CHEMBL204	P00734	Thrombin	94.93%	96.01%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.39%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.31%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.86%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.30%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.41%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.45%	94.45%
CHEMBL332	P03956	Matrix metalloproteinase-1	89.45%	94.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.93%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	88.85%	92.50%
CHEMBL2581	P07339	Cathepsin D	88.62%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	88.11%	91.19%
CHEMBL1871	P10275	Androgen Receptor	88.04%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.46%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.32%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.22%	97.28%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.99%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.66%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	83.76%	94.73%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.80%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.41%	92.88%
CHEMBL5028	O14672	ADAM10	81.43%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.93%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.81%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.79%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.34%	92.62%

Plants that contains it

• Ruscus aculeatus

Cross-Links

• PubChem: 163002674
• LOTUS: LTS0165634
• wikiData: Q105137998