(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-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]-10-one

Details

• Internal ID: 78b51968-b02b-4b6c-bc9c-c074d79782ae
• 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,4S,5S,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-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]-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)C)OC9C(C(C(C(O9)C)O)O)O)O)O)O)OC2C(C(C(C(O2)C)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)C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C51H80O21/c1-19-10-13-51(63-18-19)20(2)32-29(72-51)15-28-26-9-8-24-14-25(11-12-49(24,6)27(26)16-31(53)50(28,32)7)67-48-44(71-46-39(60)36(57)34(55)22(4)65-46)41(62)43(30(17-52)68-48)70-47-40(61)37(58)42(23(5)66-47)69-45-38(59)35(56)33(54)21(3)64-45/h8,19-23,25-30,32-48,52,54-62H,9-18H2,1-7H3/t19-,20+,21+,22+,23+,25+,26-,27+,28+,29+,30-,32+,33+,34+,35-,36-,37+,38-,39-,40-,41+,42+,43-,44-,45+,46+,47+,48-,49+,50-,51-/m1/s1
• InChI Key: AZUGFJCZPMCQQH-MORWWLFFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₂₁
• Molecular Weight: 1029.20 g/mol
• Exact Mass: 1028.51920956 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.73
• H-Bond Acceptor: 21
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7518	75.18%
Caco-2	-	0.8831	88.31%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8143	81.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8472	84.72%
OATP1B3 inhibitior	+	0.8850	88.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8857	88.57%
P-glycoprotein inhibitior	+	0.7407	74.07%
P-glycoprotein substrate	+	0.5527	55.27%
CYP3A4 substrate	+	0.7397	73.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.9394	93.94%
CYP2C9 inhibition	-	0.9389	93.89%
CYP2C19 inhibition	-	0.9267	92.67%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	-	0.8655	86.55%
CYP2C8 inhibition	+	0.7079	70.79%
CYP inhibitory promiscuity	-	0.8923	89.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4743	47.43%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9066	90.66%
Skin irritation	+	0.5160	51.60%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.9154	91.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8196	81.96%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9156	91.56%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4579	45.79%
Acute Oral Toxicity (c)	III	0.5615	56.15%
Estrogen receptor binding	+	0.8645	86.45%
Androgen receptor binding	+	0.7412	74.12%
Thyroid receptor binding	+	0.5459	54.59%
Glucocorticoid receptor binding	+	0.7222	72.22%
Aromatase binding	+	0.6673	66.73%
PPAR gamma	+	0.8082	80.82%
Honey bee toxicity	-	0.5559	55.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9544	95.44%

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	98.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.87%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.27%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.33%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.04%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.68%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	90.42%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.78%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	88.51%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.31%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.35%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.97%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.65%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.94%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.78%	93.04%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.58%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.14%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	82.59%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.42%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.05%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.42%	91.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.29%	99.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.96%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.94%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.16%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44481791
• LOTUS: LTS0198364
• wikiData: Q104921928