(3S,8S,9R,10R,12R,13R,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthrene-8,12,14,17-tetrol

Details

• Internal ID: 5ca839f8-0216-4630-90d9-bbebd3fc4617
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,8S,9R,10R,12R,13R,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthrene-8,12,14,17-tetrol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(C)O)O)C)O)C)C)C)C)O)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@@H]4[C@H](O[C@H](C[C@@H]4OC)O[C@H]5CC[C@@]6([C@H]7C[C@H]([C@@]8([C@@](CC[C@@]8([C@@]7(CC=C6C5)O)O)(C(C)O)O)C)O)C)C)C)C)O)OC)O
• InChI: InChI=1S/C49H82O19/c1-23-38(52)43(60-11)39(53)44(64-23)68-42-26(4)63-37(21-32(42)59-10)67-41-25(3)62-36(20-31(41)58-9)66-40-24(2)61-35(19-30(40)57-8)65-29-13-14-45(6)28(18-29)12-15-48(55)33(45)22-34(51)46(7)47(54,27(5)50)16-17-49(46,48)56/h12,23-27,29-44,50-56H,13-22H2,1-11H3/t23-,24-,25-,26-,27?,29+,30+,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41-,42-,43-,44+,45+,46-,47-,48+,49-/m1/s1
• InChI Key: HTOKXZIHNICURK-XBBOVAAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₂O₁₉
• Molecular Weight: 975.20 g/mol
• Exact Mass: 974.54503038 g/mol
• Topological Polar Surface Area (TPSA): 252.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 19
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8695	86.95%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6100	61.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	+	0.8876	88.76%
P-glycoprotein inhibitior	+	0.7437	74.37%
P-glycoprotein substrate	+	0.7204	72.04%
CYP3A4 substrate	+	0.7157	71.57%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.9447	94.47%
CYP2C9 inhibition	-	0.9061	90.61%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.8625	86.25%
CYP2C8 inhibition	+	0.5429	54.29%
CYP inhibitory promiscuity	-	0.9467	94.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5531	55.31%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9037	90.37%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7878	78.78%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6551	65.51%
skin sensitisation	-	0.8607	86.07%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9321	93.21%
Acute Oral Toxicity (c)	II	0.3319	33.19%
Estrogen receptor binding	+	0.8073	80.73%
Androgen receptor binding	+	0.7549	75.49%
Thyroid receptor binding	+	0.5993	59.93%
Glucocorticoid receptor binding	+	0.7549	75.49%
Aromatase binding	+	0.6305	63.05%
PPAR gamma	+	0.8248	82.48%
Honey bee toxicity	-	0.6259	62.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9216	92.16%

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	96.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.36%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.05%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.26%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	90.96%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.69%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.96%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.53%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.51%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.85%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.45%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.40%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.32%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.39%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.33%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.00%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.34%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.07%	86.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.96%	98.46%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.86%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.49%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.29%	95.56%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.02%	95.00%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 101948685
• LOTUS: LTS0052316
• wikiData: Q105033547