(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6S,7S,8R,9S,10R,12S,13R,16S)-10-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 1532954b-04a7-494d-b876-a71599249062
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6S,7S,8R,9S,10R,12S,13R,16S)-10-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• InChI: InChI=1S/C39H63NO12/c1-17-8-11-39(40-15-17)18(2)28-25(52-39)13-24-22-7-6-20-12-21(9-10-37(20,4)23(22)14-27(42)38(24,28)5)49-36-33(47)31(45)34(26(16-41)50-36)51-35-32(46)30(44)29(43)19(3)48-35/h6,17-19,21-36,40-47H,7-16H2,1-5H3/t17-,18+,19+,21+,22-,23+,24+,25+,26-,27-,28+,29+,30-,31-,32-,33-,34-,35+,36-,37+,38-,39+/m1/s1
• InChI Key: JHAIQWBBBGOZOI-GMOCHUONSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₃NO₁₂
• Molecular Weight: 737.90 g/mol
• Exact Mass: 737.43502644 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8227	82.27%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5883	58.83%
OATP2B1 inhibitior	-	0.8675	86.75%
OATP1B1 inhibitior	+	0.8869	88.69%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7099	70.99%
P-glycoprotein inhibitior	+	0.7023	70.23%
P-glycoprotein substrate	+	0.5984	59.84%
CYP3A4 substrate	+	0.7269	72.69%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9497	94.97%
CYP2C9 inhibition	-	0.9216	92.16%
CYP2C19 inhibition	-	0.9213	92.13%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7265	72.65%
CYP inhibitory promiscuity	-	0.8790	87.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4623	46.23%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9210	92.10%
Skin irritation	-	0.6850	68.50%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.8588	85.88%
Human Ether-a-go-go-Related Gene inhibition	+	0.7727	77.27%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8526	85.26%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8433	84.33%
Acute Oral Toxicity (c)	III	0.6991	69.91%
Estrogen receptor binding	+	0.8117	81.17%
Androgen receptor binding	+	0.6471	64.71%
Thyroid receptor binding	-	0.5817	58.17%
Glucocorticoid receptor binding	+	0.5798	57.98%
Aromatase binding	+	0.6908	69.08%
PPAR gamma	+	0.7106	71.06%
Honey bee toxicity	-	0.6298	62.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7285	72.85%

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	98.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.28%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.57%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.03%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.24%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.37%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.97%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.86%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.46%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.71%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.24%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.90%	92.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.34%	92.88%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.16%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.31%	96.61%
CHEMBL2581	P07339	Cathepsin D	82.51%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.36%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.84%	94.75%

Plants that contains it

• Solanum nigrum

Cross-Links

• PubChem: 102492765
• NPASS: NPC68589