(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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]-10-one

Details

• Internal ID: 58a799c0-4214-4e4e-9137-a52926d4bef9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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]-10-one
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(C(=O)C[C@H]5[C@@H]4CC=C6[C@@]5(CC[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)C)C)OC1
• InChI: InChI=1S/C39H60O14/c1-17-7-10-39(48-16-17)18(2)28-24(53-39)12-23-21-6-5-19-11-20(8-9-37(19,3)22(21)13-27(42)38(23,28)4)49-35-33(47)31(45)34(26(15-41)51-35)52-36-32(46)30(44)29(43)25(14-40)50-36/h5,17-18,20-26,28-36,40-41,43-47H,6-16H2,1-4H3/t17-,18+,20+,21+,22+,23+,24+,25-,26-,28+,29-,30+,31-,32-,33-,34+,35-,36+,37+,38-,39-/m1/s1
• InChI Key: QMLSDFSTEVPHTD-XQCZJDAGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₀O₁₄
• Molecular Weight: 752.90 g/mol
• Exact Mass: 752.39830658 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.54
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7987	79.87%
Caco-2	-	0.8865	88.65%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8435	84.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8450	84.50%
OATP1B3 inhibitior	+	0.8241	82.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6953	69.53%
P-glycoprotein inhibitior	+	0.7160	71.60%
P-glycoprotein substrate	-	0.5334	53.34%
CYP3A4 substrate	+	0.7313	73.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.9461	94.61%
CYP2C9 inhibition	-	0.9193	91.93%
CYP2C19 inhibition	-	0.9230	92.30%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	+	0.6578	65.78%
CYP inhibitory promiscuity	-	0.9029	90.29%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9228	92.28%
Skin irritation	-	0.5152	51.52%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.9424	94.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7724	77.24%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9246	92.46%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4591	45.91%
Acute Oral Toxicity (c)	III	0.5348	53.48%
Estrogen receptor binding	+	0.8341	83.41%
Androgen receptor binding	+	0.7432	74.32%
Thyroid receptor binding	-	0.6157	61.57%
Glucocorticoid receptor binding	+	0.5902	59.02%
Aromatase binding	+	0.6473	64.73%
PPAR gamma	+	0.6892	68.92%
Honey bee toxicity	-	0.5651	56.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9609	96.09%

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	98.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.62%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.23%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.10%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	90.28%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	89.20%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.71%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.18%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.00%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.90%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.74%	91.71%
CHEMBL1937	Q92769	Histone deacetylase 2	84.71%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.24%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.55%	91.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.36%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.41%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.17%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.95%	94.73%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.81%	94.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.81%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.59%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.01%	100.00%

Plants that contains it

• Polygonatum kingianum

Cross-Links

• PubChem: 162940334
• LOTUS: LTS0197403
• wikiData: Q105224047