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

Details

• Internal ID: 6dbff39a-bdfa-4f69-96bd-589add0accea
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(1S,2S,3'S,4S,4'R,5'R,6S,7S,8R,9S,12S,13R,14R,16R)-16-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3',4'-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl] acetate
• SMILES (Canonical): CC1COC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)OC7C(C(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)OC(=O)C)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)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)OC(=O)C)C)C)C)[C@H]([C@@H]1O)O
• InChI: InChI=1S/C47H74O21/c1-17-16-60-47(41(59)31(17)51)18(2)30-26(68-47)13-25-23-8-7-21-11-22(12-29(62-20(4)50)46(21,6)24(23)9-10-45(25,30)5)63-42-38(58)36(56)39(19(3)61-42)66-44-40(35(55)33(53)28(15-49)65-44)67-43-37(57)34(54)32(52)27(14-48)64-43/h7,17-19,22-44,48-49,51-59H,8-16H2,1-6H3/t17-,18+,19-,22-,23-,24+,25+,26+,27-,28-,29-,30+,31-,32-,33-,34+,35+,36+,37-,38-,39+,40-,41+,42+,43+,44+,45+,46+,47+/m1/s1
• InChI Key: BVGXRNQGCORRIZ-JSZQIYQRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₂₁
• Molecular Weight: 975.10 g/mol
• Exact Mass: 974.47225936 g/mol
• Topological Polar Surface Area (TPSA): 323.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.30
• H-Bond Acceptor: 21
• 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	+	0.7987	79.87%
Caco-2	-	0.8863	88.63%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8435	84.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8528	85.28%
OATP1B3 inhibitior	+	0.8241	82.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8989	89.89%
P-glycoprotein inhibitior	+	0.7395	73.95%
P-glycoprotein substrate	+	0.6148	61.48%
CYP3A4 substrate	+	0.7598	75.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8766	87.66%
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	+	0.7672	76.72%
CYP inhibitory promiscuity	-	0.9029	90.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.5152	51.52%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8257	82.57%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9246	92.46%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7137	71.37%
Acute Oral Toxicity (c)	III	0.5348	53.48%
Estrogen receptor binding	+	0.8635	86.35%
Androgen receptor binding	+	0.7420	74.20%
Thyroid receptor binding	+	0.5270	52.70%
Glucocorticoid receptor binding	+	0.7180	71.80%
Aromatase binding	+	0.6431	64.31%
PPAR gamma	+	0.8039	80.39%
Honey bee toxicity	-	0.5601	56.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.00%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.72%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.41%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.29%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.27%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.76%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	90.40%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	89.00%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.36%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.16%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.13%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.90%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.59%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.16%	97.25%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.98%	96.21%
CHEMBL1937	Q92769	Histone deacetylase 2	83.34%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	83.22%	91.19%
CHEMBL5028	O14672	ADAM10	82.65%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.19%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.97%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.67%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.66%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.08%	94.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.96%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.66%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.00%	92.62%

Plants that contains it

• Polygonatum sibiricum

Cross-Links

• PubChem: 162989938
• LOTUS: LTS0193402
• wikiData: Q104946543