[(2S,3S,4S,5R,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,6S,7S,8R,9S,12S,13R,14R,16R)-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-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-5-hydroxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: d1e99fe5-4508-4ff9-8c89-c8366bda6c08
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2S,3S,4S,5R,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,6S,7S,8R,9S,12S,13R,14R,16R)-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-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-5-hydroxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)C)OC(=O)C)OC9C(C(CO9)(CO)O)O)O)C)C)OC11C(CC(=C)CO1)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[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)OC(=O)C)O[C@H]9[C@@H]([C@](CO9)(CO)O)O)O)C)C)O[C@]11[C@H](CC(=C)CO1)O
• InChI: InChI=1S/C50H76O22/c1-20-11-32(56)50(65-15-20)21(2)34-31(72-50)14-28-26-8-7-24-12-25(53)13-33(48(24,6)27(26)9-10-47(28,34)5)68-45-41(39(30(55)17-63-45)69-43-36(58)35(57)29(54)16-62-43)71-44-37(59)40(38(22(3)66-44)67-23(4)52)70-46-42(60)49(61,18-51)19-64-46/h7,21-22,25-46,51,53-61H,1,8-19H2,2-6H3/t21-,22-,25+,26+,27-,28-,29+,30-,31-,32-,33+,34-,35-,36+,37+,38-,39-,40-,41+,42-,43-,44-,45-,46-,47-,48-,49+,50-/m0/s1
• InChI Key: LQVHUXJTFQZCFZ-QWMGIQMMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₆O₂₂
• Molecular Weight: 1029.10 g/mol
• Exact Mass: 1028.48282405 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.61
• H-Bond Acceptor: 22
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8103	81.03%
Caco-2	-	0.8802	88.02%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7885	78.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8428	84.28%
OATP1B3 inhibitior	+	0.8568	85.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9109	91.09%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	+	0.7674	76.74%
CYP3A4 substrate	+	0.7667	76.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.8845	88.45%
CYP2C9 inhibition	-	0.9065	90.65%
CYP2C19 inhibition	-	0.9142	91.42%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.9048	90.48%
CYP2C8 inhibition	+	0.8031	80.31%
CYP inhibitory promiscuity	-	0.9461	94.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5488	54.88%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9053	90.53%
Skin irritation	+	0.5679	56.79%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7448	74.48%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5195	51.95%
skin sensitisation	-	0.9109	91.09%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5560	55.60%
Acute Oral Toxicity (c)	III	0.4393	43.93%
Estrogen receptor binding	+	0.8355	83.55%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	+	0.5329	53.29%
Glucocorticoid receptor binding	+	0.7173	71.73%
Aromatase binding	+	0.6465	64.65%
PPAR gamma	+	0.8002	80.02%
Honey bee toxicity	-	0.5917	59.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9699	96.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.15%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.70%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.15%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.82%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.42%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.75%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	88.75%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.73%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.30%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.76%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.09%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	83.78%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.90%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.37%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.25%	97.14%
CHEMBL5028	O14672	ADAM10	81.05%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.96%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	80.58%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	80.48%	94.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.48%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.34%	99.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.30%	89.67%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.19%	92.86%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.08%	98.99%

Plants that contains it

• Helleborus orientalis

Cross-Links

• PubChem: 11094306
• LOTUS: LTS0136984
• wikiData: Q105155872