(1R,2S,4S,5'S,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-7,9,13-trimethyl-5'-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-10-one

Details

• Internal ID: 52831323-cc6a-4149-b1df-bc5eed90baf5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1R,2S,4S,5'S,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-7,9,13-trimethyl-5'-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-10-one
• SMILES (Canonical): CC1C2C(CC3C2(C(=O)CC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O)C)C)OC18CCC(CO8)COC9C(C(C(C(O9)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(C(=O)C[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)C)C)O[C@]18CC[C@H](CO8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
• InChI: InChI=1S/C45H70O20/c1-18-30-25(65-45(18)9-6-19(17-59-45)16-58-40-36(55)33(52)31(50)26(13-46)61-40)11-24-22-5-4-20-10-21(7-8-43(20,2)23(22)12-29(49)44(24,30)3)60-41-38(57)35(54)39(28(15-48)63-41)64-42-37(56)34(53)32(51)27(14-47)62-42/h4,18-19,21-28,30-42,46-48,50-57H,5-17H2,1-3H3/t18-,19-,21-,22+,23-,24-,25-,26+,27+,28+,30-,31+,32+,33-,34-,35+,36+,37+,38+,39-,40+,41+,42-,43-,44+,45+/m0/s1
• InChI Key: ZIMQWKHPEVYWCD-SZMHCWBVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₀O₂₀
• Molecular Weight: 931.00 g/mol
• Exact Mass: 930.44604462 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.66
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 10

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	-	0.8856	88.56%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8435	84.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8462	84.62%
OATP1B3 inhibitior	+	0.8241	82.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7001	70.01%
P-glycoprotein inhibitior	+	0.7401	74.01%
P-glycoprotein substrate	+	0.5863	58.63%
CYP3A4 substrate	+	0.7355	73.55%
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	+	0.7180	71.80%
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	-	0.9090	90.90%
Skin irritation	-	0.5152	51.52%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7839	78.39%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8351	83.51%
skin sensitisation	-	0.9246	92.46%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7398	73.98%
Acute Oral Toxicity (c)	III	0.5348	53.48%
Estrogen receptor binding	+	0.8373	83.73%
Androgen receptor binding	+	0.7479	74.79%
Thyroid receptor binding	-	0.5355	53.55%
Glucocorticoid receptor binding	+	0.6590	65.90%
Aromatase binding	+	0.6753	67.53%
PPAR gamma	+	0.7586	75.86%
Honey bee toxicity	-	0.6147	61.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
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	98.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.45%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.26%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.81%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.34%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	91.28%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.91%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.08%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	88.54%	91.49%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.26%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	85.41%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.38%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.33%	94.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.39%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	82.73%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.62%	96.61%
CHEMBL1914	P06276	Butyrylcholinesterase	82.59%	95.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.43%	85.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.09%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.05%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.40%	94.45%
CHEMBL5028	O14672	ADAM10	81.31%	97.50%
CHEMBL220	P22303	Acetylcholinesterase	81.29%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.25%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.22%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.38%	91.24%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.36%	97.33%

Plants that contains it

• Polygonatum zanlanscianense

Cross-Links

• PubChem: 11434544
• NPASS: NPC249553
• LOTUS: LTS0263385
• wikiData: Q105377359