(1S,2S,3'S,4S,4'S,5'R,6S,7S,8R,9S,12S,13R,14R,16R)-16-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3',4',14-triol

Details

• Internal ID: bb5e9105-ea72-48bb-a14e-1ed69cd50e7a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,3'S,4S,4'S,5'R,6S,7S,8R,9S,12S,13R,14R,16R)-16-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3',4',14-triol
• SMILES (Canonical): CC1COC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)O)C)C)C)C(C1O)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[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O)C)C)C)[C@H]([C@H]1O)O
• InChI: InChI=1S/C45H72O20/c1-16-15-58-45(39(57)29(16)49)17(2)28-24(65-45)12-23-21-7-6-19-10-20(11-27(48)44(19,5)22(21)8-9-43(23,28)4)60-42-38(64-40-34(54)32(52)30(50)18(3)59-40)36(56)37(26(14-47)62-42)63-41-35(55)33(53)31(51)25(13-46)61-41/h6,16-18,20-42,46-57H,7-15H2,1-5H3/t16-,17+,18+,20-,21-,22+,23+,24+,25-,26-,27-,28+,29+,30+,31-,32-,33+,34-,35-,36+,37-,38-,39+,40+,41+,42-,43+,44+,45+/m1/s1
• InChI Key: LWPYPSWSBQHCMA-QKONOGSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₂₀
• Molecular Weight: 933.00 g/mol
• Exact Mass: 932.46169468 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.87
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8899	88.99%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8703	87.03%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8641	86.41%
P-glycoprotein inhibitior	+	0.7247	72.47%
P-glycoprotein substrate	+	0.5933	59.33%
CYP3A4 substrate	+	0.7509	75.09%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7706	77.06%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9102	91.02%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8754	87.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7896	78.96%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8321	83.21%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8289	82.89%
Androgen receptor binding	+	0.7459	74.59%
Thyroid receptor binding	-	0.5325	53.25%
Glucocorticoid receptor binding	+	0.5711	57.11%
Aromatase binding	+	0.6446	64.46%
PPAR gamma	+	0.7496	74.96%
Honey bee toxicity	-	0.5710	57.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	98.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.46%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.72%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.34%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.59%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.90%	89.00%
CHEMBL1914	P06276	Butyrylcholinesterase	91.70%	95.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.32%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.05%	86.33%
CHEMBL1871	P10275	Androgen Receptor	90.76%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	90.71%	94.75%
CHEMBL325	Q13547	Histone deacetylase 1	88.96%	95.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.77%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.19%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.61%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.47%	97.25%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.45%	97.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.21%	97.36%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.19%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.20%	95.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.13%	90.08%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.70%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	81.65%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.55%	94.45%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	81.00%	94.01%
CHEMBL3401	O75469	Pregnane X receptor	80.27%	94.73%

Plants that contains it

• Clintonia udensis

Cross-Links

• PubChem: 102026850
• LOTUS: LTS0003417
• wikiData: Q105158503