[(2S,3R,4S,5R,6S)-6-[(2S,3R,4S,5S)-2-[(1S,2R,3'S,4S,4'S,5'S,6S,7S,8R,9S,12R,13R,14R,16R)-3',16-dihydroxy-5',7,9,13-tetramethyl-4'-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[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-4,5-dihydroxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: 31bef478-36e7-492c-a6c4-0ae65c4987c5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2S,3R,4S,5R,6S)-6-[(2S,3R,4S,5S)-2-[(1S,2R,3'S,4S,4'S,5'S,6S,7S,8R,9S,12R,13R,14R,16R)-3',16-dihydroxy-5',7,9,13-tetramethyl-4'-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[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-4,5-dihydroxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1COC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(CO7)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)OC(=O)C)O)O)C)C)C)C(C1OC1C(C(C(C(O1)C)O)O)O)O
• SMILES (Isomeric): C[C@H]1CO[C@]2([C@H]([C@H]3[C@@H](O2)C[C@H]4[C@@]3(CC[C@@H]5[C@H]4CC=C6[C@@]5([C@@H](C[C@@H](C6)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)OC(=O)C)O)O)C)C)C)[C@H]([C@H]1O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)C)O)O)O)O
• InChI: InChI=1S/C51H80O23/c1-18-15-66-51(44(63)40(18)71-46-38(61)35(58)33(56)20(3)67-46)19(2)32-30(74-51)14-27-25-9-8-23-12-24(53)13-31(50(23,7)26(25)10-11-49(27,32)6)70-48-43(73-47-39(62)36(59)41(21(4)68-47)69-22(5)52)42(29(55)17-65-48)72-45-37(60)34(57)28(54)16-64-45/h8,18-21,24-48,53-63H,9-17H2,1-7H3/t18-,19-,20+,21-,24+,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-,51-/m0/s1
• InChI Key: NYQZCRPFFFQFKL-QPGXXFFASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₂₃
• Molecular Weight: 1061.20 g/mol
• Exact Mass: 1060.50903879 g/mol
• Topological Polar Surface Area (TPSA): 341.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.17
• H-Bond Acceptor: 23
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8860	88.60%
Caco-2	-	0.8842	88.42%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8262	82.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8523	85.23%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8411	84.11%
P-glycoprotein inhibitior	+	0.7471	74.71%
P-glycoprotein substrate	+	0.7091	70.91%
CYP3A4 substrate	+	0.7673	76.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.9535	95.35%
CYP2C9 inhibition	-	0.9285	92.85%
CYP2C19 inhibition	-	0.9372	93.72%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.9123	91.23%
CYP2C8 inhibition	+	0.7761	77.61%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4958	49.58%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9055	90.55%
Skin irritation	+	0.5296	52.96%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8008	80.08%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6695	66.95%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7950	79.50%
Acute Oral Toxicity (c)	I	0.4553	45.53%
Estrogen receptor binding	+	0.8316	83.16%
Androgen receptor binding	+	0.7392	73.92%
Thyroid receptor binding	-	0.4939	49.39%
Glucocorticoid receptor binding	+	0.7374	73.74%
Aromatase binding	+	0.6325	63.25%
PPAR gamma	+	0.8066	80.66%
Honey bee toxicity	-	0.5581	55.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6145	61.45%
Fish aquatic toxicity	+	0.9652	96.52%

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	99.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.53%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.51%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	92.90%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.86%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.26%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.42%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.32%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.64%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.21%	97.25%
CHEMBL1914	P06276	Butyrylcholinesterase	88.78%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.19%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	87.78%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.26%	94.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.44%	85.31%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.68%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.39%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.25%	95.56%
CHEMBL1871	P10275	Androgen Receptor	83.08%	96.43%
CHEMBL5028	O14672	ADAM10	82.71%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	81.19%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.17%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.97%	97.14%

Plants that contains it

• Ophiopogon japonicus

Cross-Links

• PubChem: 162988749
• LOTUS: LTS0155778
• wikiData: Q105187636