(1R,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-4'-hydroxy-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: 04a9fe1b-0029-4312-8dcd-d6f0b259611a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1R,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-4'-hydroxy-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): CC1COC2(CC1O)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
• SMILES (Isomeric): C[C@@H]1CO[C@@]2(CC1O)[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
• InChI: InChI=1S/C39H60O15/c1-16-15-49-39(12-23(16)42)17(2)28-24(54-39)10-22-20-6-5-18-9-19(7-8-37(18,3)21(20)11-27(43)38(22,28)4)50-35-33(48)31(46)34(26(14-41)52-35)53-36-32(47)30(45)29(44)25(13-40)51-36/h5,16-17,19-26,28-36,40-42,44-48H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23?,24+,25-,26-,28+,29-,30+,31-,32-,33-,34+,35-,36+,37+,38-,39-/m1/s1
• InChI Key: SMEZATBOVGHWIY-BTFRSUAVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₀O₁₅
• Molecular Weight: 768.90 g/mol
• Exact Mass: 768.39322120 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• RefChem:924162
• (1R,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-4'-hydroxy-5',7,9,13-tetramethylspiro(5-oxapentacyclo(10.8.0.02,9.04,8.013,18)icos-18-ene-6,2'-oxane)-10-one
• SCHEMBL29370654

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8294	82.94%
Caco-2	-	0.8879	88.79%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8510	85.10%
OATP1B3 inhibitior	+	0.8670	86.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7154	71.54%
P-glycoprotein inhibitior	+	0.7176	71.76%
P-glycoprotein substrate	+	0.5470	54.70%
CYP3A4 substrate	+	0.7394	73.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.9343	93.43%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.9172	91.72%
CYP2C8 inhibition	+	0.6874	68.74%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5179	51.79%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9207	92.07%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.9670	96.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7546	75.46%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7131	71.31%
Acute Oral Toxicity (c)	I	0.4770	47.70%
Estrogen receptor binding	+	0.8393	83.93%
Androgen receptor binding	+	0.7467	74.67%
Thyroid receptor binding	-	0.6060	60.60%
Glucocorticoid receptor binding	+	0.6045	60.45%
Aromatase binding	+	0.6592	65.92%
PPAR gamma	+	0.7055	70.55%
Honey bee toxicity	-	0.5974	59.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9416	94.16%

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	98.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	94.40%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.82%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.25%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.94%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.77%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	91.48%	95.93%
CHEMBL325	Q13547	Histone deacetylase 1	90.23%	95.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.11%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.67%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.92%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	86.70%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.92%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.89%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.65%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.29%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.57%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.24%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.98%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.41%	94.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.40%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.35%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	80.64%	94.73%

Plants that contains it

• Polygonatum kingianum

Cross-Links

• PubChem: 101481808
• LOTUS: LTS0172284
• wikiData: Q105255864