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

Details

• Internal ID: 5e9cc2db-c850-4ddf-b643-3bec41e40568
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2S,3R,4R,5S,6S)-3-acetyloxy-5-hydroxy-2-[(2S,3R,4S,5S)-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2-[(1S,2S,3'S,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16R)-3',4',16-trihydroxy-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]oxyoxan-3-yl]oxy-6-methyloxan-4-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)O)OC(=O)C)OC(=O)C)C)C)OC19C(C(C(=C)CO9)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[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)O)OC(=O)C)OC(=O)C)C)C)O[C@]19[C@H]([C@H](C(=C)CO9)O)O
• InChI: InChI=1S/C47H70O20/c1-18-15-60-47(41(57)33(18)53)19(2)32-30(67-47)14-27-25-9-8-23-12-24(50)13-31(46(23,7)26(25)10-11-45(27,32)6)64-43-39(37(29(52)17-59-43)65-42-36(56)35(55)28(51)16-58-42)66-44-40(63-22(5)49)38(62-21(4)48)34(54)20(3)61-44/h8,19-20,24-44,50-57H,1,9-17H2,2-7H3/t19-,20-,24+,25+,26-,27-,28+,29-,30-,31+,32-,33-,34-,35-,36+,37-,38+,39+,40+,41-,42-,43-,44-,45-,46-,47-/m0/s1
• InChI Key: QZJCQJZANABERY-SZSOFDBTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₀O₂₀
• Molecular Weight: 955.00 g/mol
• Exact Mass: 954.44604462 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 20
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8510	85.10%
Caco-2	-	0.8805	88.05%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8295	82.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8429	84.29%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.9012	90.12%
P-glycoprotein inhibitior	+	0.7511	75.11%
P-glycoprotein substrate	+	0.7228	72.28%
CYP3A4 substrate	+	0.7638	76.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.8898	88.98%
CYP2C9 inhibition	-	0.8965	89.65%
CYP2C19 inhibition	-	0.9239	92.39%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.9063	90.63%
CYP2C8 inhibition	+	0.7806	78.06%
CYP inhibitory promiscuity	-	0.9726	97.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4974	49.74%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9061	90.61%
Skin irritation	+	0.5612	56.12%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7075	70.75%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5195	51.95%
skin sensitisation	-	0.8961	89.61%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6839	68.39%
Acute Oral Toxicity (c)	III	0.4190	41.90%
Estrogen receptor binding	+	0.8381	83.81%
Androgen receptor binding	+	0.7445	74.45%
Thyroid receptor binding	-	0.5117	51.17%
Glucocorticoid receptor binding	+	0.7341	73.41%
Aromatase binding	+	0.6554	65.54%
PPAR gamma	+	0.8027	80.27%
Honey bee toxicity	-	0.5768	57.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6245	62.45%
Fish aquatic toxicity	+	0.9874	98.74%

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	98.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.41%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	94.23%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.86%	86.33%
CHEMBL204	P00734	Thrombin	93.81%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.47%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.32%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.07%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.68%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	87.37%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	87.30%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.15%	94.00%
CHEMBL2581	P07339	Cathepsin D	86.12%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.07%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	83.32%	94.73%
CHEMBL1871	P10275	Androgen Receptor	83.10%	96.43%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.67%	97.28%
CHEMBL5028	O14672	ADAM10	82.45%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.84%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102445421
• LOTUS: LTS0249779
• wikiData: Q105232095