Spirostan-12-one, 3-[(O-I+/--L-arabinopyranosyl-(1a6)-O-[I(2)-D-glucopyranosyl-(1a2)]-I(2)-D-glucopyranosyl)oxy]-, (3I(2),5I(2),25R)-

Details

• Internal ID: 61c085ca-0d8e-4e3e-bd24-7e6299b4c19b
• 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,13S,16S,18R)-16-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
• InChI: InChI=1S/C44H70O18/c1-18-7-10-44(57-15-18)19(2)30-26(62-44)12-24-22-6-5-20-11-21(8-9-42(20,3)23(22)13-29(47)43(24,30)4)58-41-38(61-40-37(54)34(51)32(49)27(14-45)59-40)35(52)33(50)28(60-41)17-56-39-36(53)31(48)25(46)16-55-39/h18-28,30-41,45-46,48-54H,5-17H2,1-4H3/t18-,19+,20-,21+,22-,23+,24+,25+,26+,27-,28-,30+,31+,32-,33-,34+,35+,36-,37-,38-,39+,40+,41-,42+,43-,44-/m1/s1
• InChI Key: JNPONVQKBRADJJ-QHGZKFKNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₈
• Molecular Weight: 887.00 g/mol
• Exact Mass: 886.45621538 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.92
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

• 244762-25-2
• Spirostan-12-one, 3-[(O-alpha-L-arabinopyranosyl-(1-->6)-O-[beta-D-glucopyranosyl-(1-->2)]-beta-D-glucopyranosyl)oxy]-, (3beta,5beta,25R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5734	57.34%
Caco-2	-	0.8896	88.96%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	0.8718	87.18%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6179	61.79%
P-glycoprotein inhibitior	+	0.7281	72.81%
P-glycoprotein substrate	+	0.5342	53.42%
CYP3A4 substrate	+	0.7465	74.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	+	0.6452	64.52%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7833	78.33%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6947	69.47%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.8489	84.89%
Androgen receptor binding	+	0.7191	71.91%
Thyroid receptor binding	-	0.5903	59.03%
Glucocorticoid receptor binding	+	0.5807	58.07%
Aromatase binding	+	0.6644	66.44%
PPAR gamma	+	0.7205	72.05%
Honey bee toxicity	-	0.5718	57.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8173	81.73%

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	98.56%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.55%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.18%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.63%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	90.00%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.15%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.85%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.66%	93.04%
CHEMBL226	P30542	Adenosine A1 receptor	87.47%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	86.75%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.60%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.56%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.05%	95.50%
CHEMBL233	P35372	Mu opioid receptor	83.96%	97.93%
CHEMBL1951	P21397	Monoamine oxidase A	83.09%	91.49%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.85%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.57%	95.83%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.86%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.77%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.72%	96.77%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.56%	97.53%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.52%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	81.41%	98.10%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.86%	80.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.76%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.48%	89.00%
CHEMBL5957	P21589	5'-nucleotidase	80.41%	97.78%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.33%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	80.14%	97.79%

Plants that contains it

• Asparagus africanus

Cross-Links

• PubChem: 101035654
• LOTUS: LTS0038389
• wikiData: Q105132055